Class 11 Chemistry Notes
Chapter 8: Organic Chemistry – Some Basic Principles and Techniques
Topic 1: Introduction to Organic Chemistry
1. Organic Chemistry
Definition
Organic Chemistry is the branch of chemistry that studies carbon compounds, especially those containing carbon-hydrogen (C–H) bonds.
Examples:
- Methane (CH₄)
- Ethanol (C₂H₅OH)
- Acetic acid (CH₃COOH)
2. Why is Carbon Special?
Carbon is unique because it has:
✔ Tetravalency
- Carbon has 4 valence electrons.
- It forms four covalent bonds to complete its octet.
✔ Catenation
- Carbon atoms can bond with one another.
- This forms long chains, branched chains, and rings.
Result: Millions of organic compounds are possible.
3. Elements Commonly Present in Organic Compounds
Besides carbon, organic compounds may contain:
- Hydrogen (H)
- Oxygen (O)
- Nitrogen (N)
- Sulphur (S)
- Phosphorus (P)
- Halogens (F, Cl, Br, I)
4. Importance of Organic Compounds
Organic compounds are present in:
✔ DNA and RNA
✔ Proteins
✔ Carbohydrates
✔ Fats and oils
✔ Medicines
✔ Fuels
✔ Plastics
✔ Dyes
✔ Polymers
5. Historical Background
Vital Force Theory
- Proposed by J. J. Berzelius.
- It stated that organic compounds could only be produced by living organisms due to a mysterious “vital force.”
Why was it rejected?
In 1828, Friedrich Wöhler prepared urea from ammonium cyanate, proving that organic compounds can also be made in laboratories.
Reaction
NH₄OCN → NH₂CONH₂
Ammonium cyanate → Urea
This experiment marked the beginning of modern organic chemistry.
Quick Facts (Exam Ready)
| Property | Information |
|---|---|
| Father of Organic Chemistry | Friedrich Wöhler (modern development) |
| Organic chemistry studies | Carbon compounds |
| Carbon valency | 4 |
| Special property | Catenation |
| Theory rejected | Vital Force Theory |
| First organic compound synthesized in laboratory | Urea |
| Year | 1828 |
Remember These Keywords
- Organic Chemistry
- Carbon
- Tetravalency
- Catenation
- Covalent Bond
- Vital Force Theory
- Wöhler Synthesis
- Urea
One-Line Revision
- Organic chemistry is the study of carbon compounds.
- Carbon forms four covalent bonds.
- Carbon shows catenation.
- Organic compounds are essential for life.
- Wöhler disproved the Vital Force Theory by synthesizing urea in 1828.
Topic 2: Tetravalency of Carbon & Shapes of Organic Molecules
Class 11 Chemistry Notes
Chapter 8: Organic Chemistry – Some Basic Principles and Techniques
Topic 2: Tetravalency of Carbon & Shapes of Organic Molecules
1. Tetravalency of Carbon
Definition
Carbon has 4 valence electrons, so it forms four covalent bonds to complete its octet.
Example:
- CH₄ (Methane)
Carbon can form bonds with:
- Carbon (C)
- Hydrogen (H)
- Oxygen (O)
- Nitrogen (N)
- Halogens
2. Hybridisation of Carbon
Definition
Hybridisation is the mixing of atomic orbitals to form new orbitals of equal energy called hybrid orbitals.
There are three important types of hybridisation in organic chemistry.
A. sp³ Hybridisation
Formation
- 1s + 3p orbitals mix
- Forms 4 sp³ hybrid orbitals
Geometry
Tetrahedral
Bond Angle
109.5°
Example
- Methane (CH₄)
- Ethane (C₂H₆)
Characteristics
- Only single bonds (σ bonds)
- Highest bond length
- Lowest bond strength
B. sp² Hybridisation
Formation
- 1s + 2p orbitals mix
- Forms 3 sp² orbitals
- One p orbital remains unhybridised
Geometry
Trigonal Planar
Bond Angle
120°
Example
- Ethene (C₂H₄)
- Benzene
Characteristics
- One double bond
- Contains 1 σ bond + 1 π bond
C. sp Hybridisation
Formation
- 1s + 1p orbitals mix
- Forms 2 sp orbitals
- Two p orbitals remain unhybridised
Geometry
Linear
Bond Angle
180°
Example
- Ethyne (C₂H₂)
- Hydrogen cyanide (HCN)
Characteristics
- Triple bond
- Contains 1 σ bond + 2 π bonds
3. Comparison of Hybridisation
| Property | sp³ | sp² | sp |
|---|---|---|---|
| Shape | Tetrahedral | Trigonal Planar | Linear |
| Bond Angle | 109.5° | 120° | 180° |
| s-character | 25% | 33% | 50% |
| Example | CH₄ | C₂H₄ | C₂H₂ |
| Bonds | Single | Double | Triple |
4. Effect of s-Character
As s-character increases:
- Electrons stay closer to the nucleus.
- Carbon becomes more electronegative.
- Bond length decreases.
- Bond strength increases.
Order
sp > sp² > sp³
Electronegativity:
sp > sp² > sp³
Bond Strength:
sp > sp² > sp³
Bond Length:
sp < sp² < sp³
5. Important Examples
| Compound | Hybridisation | Shape |
|---|---|---|
| CH₄ | sp³ | Tetrahedral |
| C₂H₆ | sp³ | Tetrahedral |
| C₂H₄ | sp² | Trigonal Planar |
| HCHO | sp² | Trigonal Planar |
| C₂H₂ | sp | Linear |
| HCN | sp | Linear |
Exam Points ⭐
✔ Carbon is always tetravalent.
✔ sp³ → Single bond
✔ sp² → Double bond
✔ sp → Triple bond
✔ Greater s-character = Stronger and shorter bond.
Quick Revision
- Carbon forms four covalent bonds.
- Hybridisation determines the shape of molecules.
- sp³ → 109.5° → Tetrahedral
- sp² → 120° → Trigonal Planar
- sp → 180° → Linear
- Bond strength: sp > sp² > sp³
- Bond length: sp < sp² < sp³
Topic 3: Sigma (σ) Bond and Pi (π) Bond
1. Covalent Bonds in Organic Compounds
Carbon atoms form covalent bonds by sharing electrons.
There are two main types of covalent bonds:
- Sigma (σ) bond
- Pi (π) bond
2. Sigma (σ) Bond
Definition
A sigma bond is formed by the head-to-head overlap of atomic orbitals along the internuclear axis.
Features of σ Bond:
✔ Strongest covalent bond
✔ First bond formed between two atoms
✔ Electron density is maximum between two nuclei
✔ Allows free rotation around a single bond
✔ Present in all single bonds
Types of Overlap in σ Bond
1. s–s overlap
Example:
- H–H in hydrogen molecule
2. s–p overlap
Example:
- C–H bond in methane
3. p–p overlap
Example:
- Some carbon-carbon bonds
3. Pi (π) Bond
Definition
A pi bond is formed by the sidewise overlap of parallel p-orbitals.
Features of π Bond:
✔ Formed after formation of a sigma bond
✔ Weaker than sigma bond
✔ Electron cloud is present above and below the plane of bonding atoms
✔ Restricts rotation around double bonds
✔ More reactive than sigma bonds
4. Formation of Multiple Bonds
Double Bond (C=C)
Contains:
- 1 Sigma (σ) bond
- 1 Pi (π) bond
Example:
Ethene (CH₂=CH₂)
Triple Bond (C≡C)
Contains:
- 1 Sigma (σ) bond
- 2 Pi (π) bonds
Example:
Ethyne (CH≡CH)
5. Difference Between σ and π Bonds
| Sigma (σ) Bond | Pi (π) Bond |
|---|---|
| Formed by head-on overlap | Formed by sideways overlap |
| Stronger bond | Weaker bond |
| Electron density along axis | Electron density above and below axis |
| Allows free rotation | Restricts rotation |
| Present in single, double and triple bonds | Present only in multiple bonds |
| More stable | More reactive |
6. Importance of π Bonds
- π electrons are easily available for attack by reagents.
- Therefore, compounds containing double and triple bonds are generally more reactive.
Example:
- Ethene reacts easily because of its π bond.
Important Examples ⭐
Methane (CH₄)
- 4 σ bonds
- No π bond
Ethene (C₂H₄)
- 5 σ bonds
- 1 π bond
Ethyne (C₂H₂)
- 3 σ bonds
- 2 π bonds
Quick Revision
- σ bond = head-on overlap
- π bond = sidewise overlap
- Every single bond contains only σ bond.
- Double bond = σ + π
- Triple bond = σ + 2π
- π bonds are weaker and more reactive.
Topic 4: Structural Representation of Organic Compounds
1. Structural Formula of Organic Compounds
Organic compounds can be represented in different ways to show the arrangement of atoms.
The main types are:
- Lewis (Dot) Structure
- Complete Structural Formula
- Condensed Structural Formula
- Bond-Line Formula
2. Lewis Structure (Electron Dot Structure)
Definition
A Lewis structure represents:
- Atoms
- Covalent bonds
- Lone pairs of electrons
using dots and lines.
Rules:
- Shared electron pairs are shown as lines.
- Lone pairs may be shown as dots.
- Each line represents one covalent bond.
Example: Methane (CH₄)
Carbon shares four electron pairs with four hydrogen atoms.
3. Complete Structural Formula
Definition
A structural formula in which all atoms and all bonds are shown clearly is called a complete structural formula.
Representation of Bonds:
| Bond Type | Representation |
|---|---|
| Single bond | – |
| Double bond | = |
| Triple bond | ≡ |
Examples:
Ethane
CH3–CH3
Ethene
CH2=CH2
Ethyne
CH≡CH
4. Condensed Structural Formula
Definition
A simplified form of structural formula where similar groups are written together is called a condensed formula.
Examples:
Ethane:
Complete:
CH3–CH3
Condensed:
CH3CH3
Hexane:
Complete:
CH3–CH2–CH2–CH2–CH2–CH3
Condensed:
CH3(CH2)4CH3
5. Bond-Line Formula (Skeletal Formula)
Definition
A simplified representation where only carbon-carbon bonds are shown as lines is called a bond-line formula.
Rules:
✔ Carbon atoms are not written.
✔ Hydrogen atoms attached to carbon are also not written.
✔ Carbon atoms are assumed at:
- Line ends
- Corners
- Junction points
✔ Heteroatoms like O, N, Cl, Br are written.
Example:
A zig-zag line represents a carbon chain.
Each corner or end represents a carbon atom.
6. Importance of Bond-Line Formula
Advantages:
- Easy to draw large organic molecules.
- Saves time.
- Used commonly by organic chemists.
- Makes complex structures easier to understand.
7. Comparison of Structural Representations
| Type | Shows | Example |
|---|---|---|
| Lewis Structure | Electrons and bonds | CH₄ with dots |
| Complete Structure | All atoms and bonds | CH₃–CH₃ |
| Condensed Formula | Groups together | CH₃CH₃ |
| Bond-Line Formula | Carbon skeleton only | Zig-zag lines |
Important Exam Points ⭐
✔ One dash (–) represents a single bond.
✔ Two dashes (=) represent a double bond.
✔ Three dashes (≡) represent a triple bond.
✔ In bond-line structures, carbon and hydrogen atoms are usually omitted.
✔ Every carbon atom in bond-line formula has enough hydrogen atoms to complete valency 4.
Quick Revision
- Organic compounds can be represented in four ways.
- Lewis structures show electrons.
- Complete formulas show every atom.
- Condensed formulas simplify structures.
- Bond-line formulas show only carbon skeletons.
- Carbon atoms are understood at line ends and corners.
Topic 5: Three-Dimensional Representation of Organic Molecules
1. Need for 3D Representation
Organic molecules are three-dimensional (3D) structures.
A normal structural formula is drawn on paper (2D), but actual molecules have atoms arranged in space.
To represent the actual shape of molecules, special methods are used.
2. Wedge-Dash Representation
The wedge-dash formula is used to show the 3D arrangement of atoms on a 2D paper.
There are three types of bonds:
A. Normal Line (—)
Meaning:
- Represents a bond lying in the plane of the paper.
Example:
C — H
B. Solid Wedge (▲)
Meaning:
- Represents a bond coming out of the plane of the paper towards the observer.
- The broad end of the wedge is closer to the observer.
C. Dashed Wedge (—)
Meaning:
- Represents a bond going behind the plane of the paper away from the observer.
3. Summary of Wedge-Dash Symbols
| Symbol | Meaning |
|---|---|
| — | Bond in the plane of paper |
| ▲ | Bond coming towards observer |
| ⋯ | Bond moving away from observer |
4. Molecular Models
Definition:
Molecular models are physical models used to understand the three-dimensional shape and arrangement of atoms in organic molecules.
They help in visualising:
- Bond angles
- Molecular shape
- Arrangement of atoms
5. Types of Molecular Models
There are three common molecular models:
1. Framework Model
Features:
✔ Shows only bonds connecting atoms.
✔ Atoms themselves are not shown.
✔ Focuses on the bonding pattern.
Advantage:
- Helps understand the arrangement of bonds.
2. Ball-and-Stick Model
Features:
✔ Atoms are represented by balls.
✔ Bonds are represented by sticks.
✔ Shows both atoms and bonds.
Example:
- Ethene (C₂H₄) is better represented using this model.
3. Space-Filling Model
Features:
✔ Shows actual size of atoms.
✔ Based on van der Waals radii.
✔ Bonds are not clearly visible.
✔ Shows the volume occupied by atoms.
6. Comparison of Molecular Models
| Model | Shows | Does Not Show |
|---|---|---|
| Framework | Bonds only | Size of atoms |
| Ball-and-stick | Atoms + bonds | Actual atom size |
| Space-filling | Atom size and volume | Clear bonds |
Important Exam Points ⭐
✔ Solid wedge → bond towards observer.
✔ Dashed wedge → bond away from observer.
✔ Normal line → bond in plane of paper.
✔ Molecular models help understand 3D shapes.
✔ Space-filling model is based on van der Waals radius.
Quick Revision
- Organic molecules have 3D structures.
- Wedge-dash notation represents 3D arrangement on paper.
- Solid wedge shows bonds coming out.
- Dashed wedge shows bonds going behind.
- Three molecular models:
- Framework model
- Ball-and-stick model
- Space-filling model
Topic 6: Classification of Organic Compounds
1. Classification of Organic Compounds
Organic compounds are classified mainly on the basis of:
- Structure of carbon skeleton
- Presence of functional groups
- Arrangement of carbon atoms
The major classes are:
- Acyclic or Open-chain compounds
- Cyclic or Closed-chain compounds
2. Acyclic Compounds (Open Chain Compounds)
Definition:
Compounds in which carbon atoms are arranged in straight chains or branched chains are called acyclic compounds.
They do not contain rings.
Types:
A. Straight Chain Compounds
Carbon atoms are arranged in a continuous chain.
Examples:
Ethane:
CH3–CH3
Propane:
CH3–CH2–CH3
B. Branched Chain Compounds
Carbon atoms form side chains attached to the main chain.
Example:
Isobutane:
CH3
|
CH3–CH–CH3
3. Cyclic Compounds (Closed Chain Compounds)
Definition:
Compounds containing a ring or closed structure of carbon atoms are called cyclic compounds.
They are divided into:
- Homocyclic compounds
- Heterocyclic compounds
4. Homocyclic Compounds
Definition:
Cyclic compounds containing only carbon atoms in the ring are called homocyclic compounds.
They are further divided into:
A. Alicyclic Compounds
Definition:
Cyclic compounds that have properties similar to aliphatic compounds are called alicyclic compounds.
Examples:
Cyclopropane:
CH2
/ \
CH2---CH2
Cyclohexane:
(CH2)6 ring
Characteristics:
✔ Non-aromatic
✔ Carbon atoms form rings
✔ Show properties similar to open-chain compounds
B. Aromatic Compounds
Definition:
Cyclic compounds containing aromatic rings with special stability are called aromatic compounds.
Example:
Benzene (C₆H₆)
Characteristics:
✔ Contain delocalised π electrons
✔ Usually follow Huckel’s rule
✔ More stable than ordinary cyclic compounds
5. Heterocyclic Compounds
Definition:
Cyclic compounds containing atoms other than carbon in the ring are called heterocyclic compounds.
The atoms present may be:
- Nitrogen (N)
- Oxygen (O)
- Sulphur (S)
Examples:
Pyridine
- Contains nitrogen atom in the ring.
Furan
- Contains oxygen atom in the ring.
Thiophene
- Contains sulphur atom in the ring.
6. Classification Chart
Organic Compounds
|
--------------------------------
| |
Acyclic Cyclic
(Open chain) (Closed chain)
| |
---------------- -------------------------
| | | |
Straight Branched Homocyclic Heterocyclic
chain chain |
--------------
| |
Alicyclic Aromatic
7. Difference Between Major Classes
| Type | Structure | Example |
|---|---|---|
| Acyclic | Open chain | Ethane |
| Alicyclic | Carbon ring, non-aromatic | Cyclohexane |
| Aromatic | Stable aromatic ring | Benzene |
| Heterocyclic | Ring with other atoms | Pyridine |
Important Exam Points ⭐
✔ Open-chain compounds are also called acyclic compounds.
✔ Ring compounds are called cyclic compounds.
✔ Homocyclic compounds contain only carbon atoms in the ring.
✔ Heterocyclic compounds contain atoms like N, O, or S.
✔ Benzene is the most common aromatic compound.
Quick Revision
- Organic compounds are classified based on carbon skeleton.
- Acyclic compounds have open chains.
- Cyclic compounds have rings.
- Homocyclic compounds contain only carbon atoms in rings.
- Alicyclic compounds are non-aromatic cyclic compounds.
- Aromatic compounds have special stability due to delocalised electrons.
- Heterocyclic compounds contain atoms other than carbon in the ring.
Topic 7: Functional Groups and Homologous Series
1. Functional Group
Definition:
A functional group is an atom or group of atoms present in an organic compound that determines its chemical properties and reactions.
The behaviour of an organic compound mainly depends on its functional group.
2. Importance of Functional Groups
Functional groups help to:
✔ Identify the class of organic compounds.
✔ Predict chemical reactions.
✔ Decide the naming of compounds.
✔ Compare properties of different compounds.
3. Common Functional Groups
| Functional Group | Formula | Class of Compound | Example |
|---|---|---|---|
| Hydroxyl | –OH | Alcohol | Ethanol (C₂H₅OH) |
| Aldehyde | –CHO | Aldehyde | Ethanal (CH₃CHO) |
| Ketone | >C=O | Ketone | Propanone (CH₃COCH₃) |
| Carboxyl | –COOH | Carboxylic acid | Ethanoic acid (CH₃COOH) |
| Amino | –NH₂ | Amine | Methylamine (CH₃NH₂) |
| Halogen | –X (F, Cl, Br, I) | Halo compound | Chloroethane (C₂H₅Cl) |
| Ether | –O– | Ether | Dimethyl ether (CH₃OCH₃) |
| Nitro | –NO₂ | Nitro compound | Nitrobenzene |
4. Homologous Series
Definition:
A homologous series is a group of organic compounds having:
- Same functional group
- Similar chemical properties
- Same general formula
- Successive members differ by a –CH₂– group
5. Characteristics of Homologous Series
1. Same Functional Group
All members contain the same functional group.
Example:
Alcohols:
- CH₃OH (Methanol)
- C₂H₅OH (Ethanol)
- C₃H₇OH (Propanol)
All contain –OH group.
2. Difference of –CH₂–
Each successive member differs by:
–CH₂–
Example:
Methane:
CH₄
Ethane:
C₂H₆
Difference:
CH₂
3. Similar Chemical Properties
Members of the same series show similar reactions due to the same functional group.
4. Gradual Change in Physical Properties
Physical properties such as:
- Melting point
- Boiling point
- Solubility
change gradually with increase in molecular mass.
6. Examples of Homologous Series
A. Alkane Series
General Formula:
CₙH₂ₙ₊₂
Examples:
| Compound | Formula |
|---|---|
| Methane | CH₄ |
| Ethane | C₂H₆ |
| Propane | C₃H₈ |
| Butane | C₄H₁₀ |
B. Alcohol Series
General Formula:
CₙH₂ₙ₊₁OH
Examples:
| Compound | Formula |
|---|---|
| Methanol | CH₃OH |
| Ethanol | C₂H₅OH |
| Propanol | C₃H₇OH |
C. Carboxylic Acid Series
General Formula:
CₙH₂ₙ₊₁COOH
Examples:
| Compound | Formula |
|---|---|
| Methanoic acid | HCOOH |
| Ethanoic acid | CH₃COOH |
| Propanoic acid | C₂H₅COOH |
7. Difference Between Functional Group and Homologous Series
| Functional Group | Homologous Series |
|---|---|
| Specific atom/group responsible for reactions | Group of related compounds |
| Determines chemical properties | Members have similar properties |
| Example: –OH, –COOH | Example: Alcohol series |
Important Exam Points ⭐
✔ Functional group controls chemical behaviour.
✔ Same functional group → similar chemical properties.
✔ Successive members differ by –CH₂–.
✔ Molecular mass increases by 14 u between consecutive members.
✔ Homologous series has the same general formula.
Quick Revision
- Functional group is the reactive part of an organic molecule.
- Common groups include –OH, –CHO, –COOH, –NH₂.
- Homologous series contains compounds with the same functional group.
- Each next member differs by CH₂.
- Physical properties change gradually in a homologous series.
Topic 8: IUPAC Nomenclature of Organic Compounds (Basic Rules)
1. IUPAC Nomenclature
Definition:
IUPAC nomenclature is a systematic method of naming organic compounds according to rules given by the International Union of Pure and Applied Chemistry (IUPAC).
Purpose:
- Gives a unique name to every organic compound.
- Avoids confusion caused by common names.
2. Parts of an IUPAC Name
An organic compound name generally contains:
Prefix + Word Root + Suffix
Example:
2-methylpropane
- 2-methyl → Prefix
- prop → Root word
- ane → Suffix
3. Word Root
The word root indicates the number of carbon atoms present in the longest carbon chain.
| Number of Carbon Atoms | Root Word |
|---|---|
| 1 | Meth |
| 2 | Eth |
| 3 | Prop |
| 4 | But |
| 5 | Pent |
| 6 | Hex |
| 7 | Hept |
| 8 | Oct |
| 9 | Non |
| 10 | Dec |
4. Primary Suffix
The primary suffix indicates the type of carbon-carbon bond present.
| Bond Type | Suffix | Example |
|---|---|---|
| Single bond | –ane | Ethane |
| Double bond | –ene | Ethene |
| Triple bond | –yne | Ethyne |
5. Secondary Suffix
The secondary suffix represents the main functional group.
| Functional Group | Suffix | Example |
|---|---|---|
| –OH (Alcohol) | –ol | Ethanol |
| –CHO (Aldehyde) | –al | Ethanal |
| >C=O (Ketone) | –one | Propanone |
| –COOH (Carboxylic acid) | –oic acid | Ethanoic acid |
| –NH₂ (Amine) | –amine | Ethanamine |
6. Prefix
Prefix indicates:
- Side chains (alkyl groups)
- Substituents
- Halogens
Common Alkyl Groups
Alkyl groups are formed by removing one hydrogen atom from an alkane.
| Alkane | Alkyl Group | Name |
|---|---|---|
| Methane | CH₃– | Methyl |
| Ethane | C₂H₅– | Ethyl |
| Propane | C₃H₇– | Propyl |
| Butane | C₄H₉– | Butyl |
7. Steps for IUPAC Naming
Step 1: Select the Longest Carbon Chain
- Choose the longest continuous chain of carbon atoms.
- This chain is called the parent chain.
Example:
CH₃–CH₂–CH₂–CH₃
Longest chain = 4 carbons
Name = Butane
Step 2: Number the Carbon Chain
Rules:
✔ Number from the end nearest to:
- Double bond
- Triple bond
- Functional group
- Substituent
The aim is to give the lowest possible number.
Step 3: Identify Substituents
Find groups attached to the main chain.
Examples:
- CH₃– → Methyl
- C₂H₅– → Ethyl
- Cl– → Chloro
- Br– → Bromo
Step 4: Write the Complete Name
Order:
Position + Prefix + Root Word + Suffix
Example:
CH₃–CH(CH₃)–CH₃
Step:
- Longest chain = 3 carbons → Prop
- Methyl group at carbon 2
- Single bonds → ane
Name:
2-methylpropane
8. Important Rules
Rule 1:
The longest carbon chain must be selected.
Rule 2:
Numbering should give the lowest possible numbers.
Rule 3:
Different substituents are written in alphabetical order.
Example:
Ethyl comes before methyl.
Rule 4:
Prefixes are separated by hyphens.
Example:
2-methylbutane
9. Examples
Example 1:
CH₃–CH₂–CH₃
Carbon atoms = 3
Name:
Propane
Example 2:
CH₃–CH(CH₃)–CH₃
Parent chain = Propane
Substituent = Methyl at carbon 2
Name:
2-methylpropane
Example 3:
CH₃–CH₂–OH
Parent chain = Ethane
Functional group = Alcohol
Name:
Ethanol
Important Exam Points ⭐
✔ Root word depends on the number of carbon atoms.
✔ Suffix shows the main functional group.
✔ Prefix shows substituents.
✔ Longest chain rule is the first step.
✔ Functional group gets priority during numbering.
✔ Lowest number rule is followed in naming.
Quick Revision
- IUPAC name = Prefix + Root + Suffix.
- Root tells carbon number.
- Primary suffix tells C–C bond type.
- Secondary suffix tells functional group.
- Prefix tells substituents.
- Always select the longest chain and number it correctly.
Topic 9: IUPAC Nomenclature of Alkanes, Alkenes and Alkynes (Solved Examples)
1. Naming of Alkanes
Definition:
Alkanes are saturated hydrocarbons containing only single bonds between carbon atoms.
General Formula:
CnH2n+2
Suffix Used:
–ane
Steps for Naming Alkanes
Step 1: Select the longest carbon chain
The longest chain is the parent chain.
Step 2: Number the chain
Number from the end nearest to the substituent.
Step 3: Name the substituents
Add the position number before the substituent name.
Examples of Alkanes
Example 1:
Structure:
CH₃–CH₂–CH₂–CH₃
Carbon atoms = 4
Root word = But
Suffix = ane
IUPAC Name: Butane
Example 2:
Structure:
CH₃–CH(CH₃)–CH₃
Steps:
- Longest chain = 3 carbon atoms → Propane
- Methyl group at carbon 2
IUPAC Name: 2-Methylpropane
Example 3:
Structure:
CH₃–CH(CH₃)–CH₂–CH₃
Steps:
- Longest chain = 4 carbons → Butane
- Methyl group at carbon 2
IUPAC Name: 2-Methylbutane
2. Naming of Alkenes
Definition:
Alkenes are unsaturated hydrocarbons containing at least one carbon-carbon double bond (C=C).
General Formula:
CnH2n
Suffix Used:
–ene
Rules for Naming Alkenes
✔ The longest chain containing the double bond is selected.
✔ Numbering starts from the end nearest to the double bond.
✔ Position of double bond is mentioned before the suffix.
Examples of Alkenes
Example 1:
Structure:
CH₂=CH₂
Carbon atoms = 2
Root word = Eth
Double bond = ene
IUPAC Name: Ethene
Example 2:
Structure:
CH₂=CH–CH₃
Steps:
- Three carbon chain → Prop
- Double bond at carbon 1
IUPAC Name: Prop-1-ene
(Also written as Propene)
Example 3:
Structure:
CH₃–CH=CH–CH₃
Steps:
- Four carbon chain → But
- Double bond at carbon 2
IUPAC Name: But-2-ene
3. Naming of Alkynes
Definition:
Alkynes are unsaturated hydrocarbons containing at least one carbon-carbon triple bond (C≡C).
General Formula:
CnH2n−2
Suffix Used:
–yne
Rules for Naming Alkynes
✔ Select the longest chain containing the triple bond.
✔ Number from the end nearest to the triple bond.
✔ Mention the position of triple bond.
Examples of Alkynes
Example 1:
Structure:
CH≡CH
Carbon atoms = 2
Root word = Eth
Triple bond = yne
IUPAC Name: Ethyne
Example 2:
Structure:
CH≡C–CH₃
Steps:
- Three carbon chain → Prop
- Triple bond at carbon 1
IUPAC Name: Prop-1-yne
Example 3:
Structure:
CH₃–C≡C–CH₃
Steps:
- Four carbon chain → But
- Triple bond at carbon 2
IUPAC Name: But-2-yne
4. Comparison of Hydrocarbons
| Type | Bond Present | Formula | Suffix |
|---|---|---|---|
| Alkane | Single bond | CₙH₂ₙ₊₂ | –ane |
| Alkene | Double bond | CₙH₂ₙ | –ene |
| Alkyne | Triple bond | CₙH₂ₙ₋₂ | –yne |
Important Exam Points ⭐
✔ Double bond gets priority over alkyl substituents.
✔ Triple bond position should always be given the lowest number.
✔ Alkane → saturated compound.
✔ Alkene and alkyne → unsaturated compounds.
✔ Position of multiple bonds is written before the suffix.
Quick Revision
- Alkane → C–C → –ane
- Alkene → C=C → –ene
- Alkyne → C≡C → –yne
- Choose the longest chain.
- Give the lowest number to multiple bonds.
- Write substituents with their positions.
Topic 10: IUPAC Nomenclature of Compounds Containing Functional Groups
1. Priority Order of Functional Groups
When a compound contains more than one functional group, the group with higher priority is selected as the main functional group and gets the suffix.
Priority Order (Higher → Lower)
| Functional Group | Suffix |
|---|---|
| –COOH (Carboxylic acid) | –oic acid |
| –CHO (Aldehyde) | –al |
| >C=O (Ketone) | –one |
| –OH (Alcohol) | –ol |
| –NH₂ (Amine) | –amine |
| C=C (Alkene) | –ene |
| C≡C (Alkyne) | –yne |
| –X (Halogen) | Prefix |
2. Naming of Alcohols (–OH)
Definition:
Alcohols are compounds containing the hydroxyl group (–OH).
General Formula:
CnH2n+1OH
Suffix:
–ol
Rules:
✔ Select the longest carbon chain containing –OH group.
✔ Number the chain from the end nearest to –OH.
✔ Replace –e of alkane with –ol.
Examples:
Example 1:
CH₃OH
- One carbon → Meth
- –OH group → ol
IUPAC Name: Methanol
Example 2:
CH₃CH₂OH
- Two carbons → Eth
- Alcohol group → ol
IUPAC Name: Ethanol
Example 3:
CH₃–CH(OH)–CH₃
- Three carbons → Prop
- OH at carbon 2
IUPAC Name: Propan-2-ol
3. Naming of Aldehydes (–CHO)
Definition:
Aldehydes contain the functional group –CHO.
Suffix:
–al
Rules:
✔ Aldehyde carbon is always carbon number 1.
✔ No need to mention its position.
Examples:
Example 1:
HCHO
IUPAC Name: Methanal
Example 2:
CH₃CHO
- Two carbon chain
- Aldehyde group
IUPAC Name: Ethanal
Example 3:
CH₃CH₂CHO
IUPAC Name: Propanal
4. Naming of Ketones (>C=O)
Definition:
Ketones contain a carbonyl group (>C=O) attached to two carbon atoms.
Suffix:
–one
Rules:
✔ Select longest chain containing carbonyl group.
✔ Give lowest number to carbonyl carbon.
Examples:
Example 1:
CH₃COCH₃
- Three carbons
- Carbonyl at carbon 2
IUPAC Name: Propan-2-one
(Common name: Acetone)
Example 2:
CH₃COCH₂CH₃
IUPAC Name: Butan-2-one
5. Naming of Carboxylic Acids (–COOH)
Definition:
Compounds containing the carboxyl group (–COOH) are called carboxylic acids.
Suffix:
–oic acid
Rules:
✔ Carboxyl carbon is always carbon number 1.
✔ Replace alkane “e” with “oic acid”.
Examples:
Example 1:
HCOOH
IUPAC Name: Methanoic acid
Example 2:
CH₃COOH
IUPAC Name: Ethanoic acid
(Common name: Acetic acid)
Example 3:
CH₃CH₂COOH
IUPAC Name: Propanoic acid
6. Naming of Amines (–NH₂)
Definition:
Amines contain an amino group (–NH₂).
Suffix:
–amine
Examples:
Example 1:
CH₃NH₂
IUPAC Name: Methanamine
(Common name: Methylamine)
Example 2:
CH₃CH₂NH₂
IUPAC Name: Ethanamine
7. Quick Functional Group Table
| Functional Group | Formula | Suffix | Example |
|---|---|---|---|
| Alcohol | –OH | –ol | Ethanol |
| Aldehyde | –CHO | –al | Ethanal |
| Ketone | >C=O | –one | Propanone |
| Acid | –COOH | –oic acid | Ethanoic acid |
| Amine | –NH₂ | –amine | Ethanamine |
Important Exam Points ⭐
✔ Functional group with highest priority gets the suffix.
✔ –COOH has the highest priority among common groups.
✔ Aldehyde and carboxylic acid groups are always at carbon number 1.
✔ Alcohol numbering is based on the position of –OH group.
✔ Ketone position must always be mentioned.
Quick Revision
- Alcohol → –OH → ol
- Aldehyde → –CHO → al
- Ketone → >C=O → one
- Carboxylic acid → –COOH → oic acid
- Amine → –NH₂ → amine
Topic 11: Isomerism in Organic Compounds
Class 11 Chemistry Notes
Chapter 8: Organic Chemistry – Some Basic Principles and Techniques
Topic 11: Isomerism in Organic Compounds
1. Isomerism
Definition:
The phenomenon in which two or more organic compounds have the same molecular formula but different structures or arrangements of atoms is called isomerism.
Such compounds are called isomers.
Example:
Molecular formula: C₄H₁₀
It has two structures:
- n-Butane
- Isobutane (2-methylpropane)
Both have the same molecular formula but different structures.
2. Types of Isomerism
Isomerism is mainly divided into:
- Structural Isomerism
- Stereoisomerism
A. Structural Isomerism
Definition:
Structural isomerism occurs when compounds have the same molecular formula but different arrangement of atoms in the carbon skeleton or functional groups.
Types:
- Chain isomerism
- Position isomerism
- Functional group isomerism
- Metamerism
1. Chain Isomerism
Definition:
Isomers having the same molecular formula but different arrangements of the carbon chain are called chain isomers.
Example:
Formula: C₄H₁₀
n-Butane:
CH₃–CH₂–CH₂–CH₃
Isobutane:
CH₃–CH(CH₃)–CH₃
Difference:
- Same formula
- Different carbon skeleton
2. Position Isomerism
Definition:
Isomers having the same carbon skeleton and functional group but different positions of the functional group or multiple bond are called position isomers.
Example 1: Alcohols
Formula: C₃H₈O
Propan-1-ol:
CH₃–CH₂–CH₂OH
Propan-2-ol:
CH₃–CHOH–CH₃
Difference:
- Position of –OH group changes.
Example 2: Alkenes
Formula: C₄H₈
But-1-ene:
CH₂=CH–CH₂–CH₃
But-2-ene:
CH₃–CH=CH–CH₃
Difference:
- Position of double bond changes.
3. Functional Group Isomerism
Definition:
Isomers having the same molecular formula but different functional groups are called functional group isomers.
Example:
Formula: C₂H₆O
Ethanol (Alcohol)
CH₃CH₂OH
Functional group:
–OH
Dimethyl ether
CH₃OCH₃
Functional group:
Ether
4. Metamerism
Definition:
Metamerism occurs due to different alkyl groups attached on either side of a polyvalent functional group.
Common in compounds containing:
- Ether (–O–)
- Amine (–NH–)
- Ketone (>C=O)
Example:
Formula: C₄H₁₀O
Ethoxyethane:
CH₃CH₂–O–CH₂CH₃
Methoxypropane:
CH₃–O–CH₂CH₂CH₃
Difference:
- Different alkyl groups around oxygen.
5. Comparison of Structural Isomerism
| Type | Difference | Example |
|---|---|---|
| Chain isomerism | Different carbon chain | Butane & Isobutane |
| Position isomerism | Different position of group/bond | Propan-1-ol & Propan-2-ol |
| Functional isomerism | Different functional groups | Ethanol & Ether |
| Metamerism | Different alkyl groups around functional group | Ethers |
Important Exam Points ⭐
✔ Isomers have the same molecular formula.
✔ Structural isomers differ in the connectivity of atoms.
✔ Chain isomerism occurs due to different carbon skeletons.
✔ Position isomerism occurs due to different locations of groups.
✔ Functional isomerism occurs due to different functional groups.
✔ Metamerism is common in ethers and amines.
Quick Revision
- Same formula + different structure = Isomerism
- Structural isomerism:
- Chain
- Position
- Functional group
- Metamerism
- Isomers have different physical and chemical properties.
Topic 12: Stereoisomerism (Basic Concepts)
1. Stereoisomerism
Definition:
Stereoisomerism is the type of isomerism in which compounds have:
- Same molecular formula
- Same sequence of bonded atoms
- Different arrangement of atoms in three-dimensional space
2. Types of Stereoisomerism
Stereoisomerism is mainly divided into:
- Geometrical Isomerism
- Optical Isomerism
A. Geometrical Isomerism
Definition:
Geometrical isomerism arises due to restricted rotation around a double bond or within a ring structure.
It occurs because a double bond prevents free rotation.
3. Conditions for Geometrical Isomerism
A compound shows geometrical isomerism when:
✔ It contains a double bond (C=C) or cyclic structure.
✔ Each carbon of the double bond has two different groups attached.
Example: But-2-ene
Structure:
CH₃–CH=CH–CH₃
Each carbon of double bond has:
- H atom
- CH₃ group
Therefore, it shows geometrical isomerism.
4. Types of Geometrical Isomers
1. Cis Isomer
Meaning:
Similar groups are present on the same side of the double bond.
Example:
cis-but-2-ene
Characteristics:
- Same groups are together.
- Usually has lower symmetry.
2. Trans Isomer
Meaning:
Similar groups are present on opposite sides of the double bond.
Example:
trans-but-2-ene
Characteristics:
- Groups are opposite.
- Usually more symmetrical.
5. Difference Between Cis and Trans Isomers
| Cis Isomer | Trans Isomer |
|---|---|
| Similar groups on same side | Similar groups on opposite sides |
| Less symmetrical | More symmetrical |
| Usually lower melting point | Usually higher melting point |
| Dipole moment is generally higher | Dipole moment may be lower |
B. Optical Isomerism
Definition:
Optical isomerism occurs due to the presence of a chiral carbon atom and results in compounds that rotate plane-polarised light.
6. Chiral Carbon Atom
Definition:
A carbon atom attached to four different atoms or groups is called a chiral carbon or asymmetric carbon.
It is represented by:
C*
Example:
Lactic acid:
CH₃–CH(OH)–COOH
The middle carbon is attached to:
- H
- OH
- CH₃
- COOH
Since all four groups are different, it is chiral.
7. Enantiomers
Definition:
Pairs of optical isomers that are non-superimposable mirror images of each other are called enantiomers.
Properties:
✔ Same physical properties (except optical rotation)
✔ Same chemical properties in normal conditions
✔ Rotate plane-polarised light in opposite directions
8. Optical Activity
Definition:
The ability of a compound to rotate plane-polarised light is called optical activity.
Types:
1. Dextrorotatory (+)
- Rotates light towards the right side.
2. Laevorotatory (–)
- Rotates light towards the left side.
9. Racemic Mixture
Definition:
A mixture containing equal amounts of two enantiomers is called a racemic mixture.
Property:
- It is optically inactive because rotations cancel each other.
Comparison: Structural vs Stereoisomerism
| Structural Isomerism | Stereoisomerism |
|---|---|
| Different connectivity of atoms | Same connectivity but different 3D arrangement |
| 2D difference | 3D difference |
| Example: Butane & Isobutane | Example: Cis & Trans but-2-ene |
Important Exam Points ⭐
✔ Double bonds cause restricted rotation.
✔ Cis-trans isomerism is a type of geometrical isomerism.
✔ Chiral carbon has four different groups attached.
✔ Enantiomers are mirror images.
✔ Racemic mixture is optically inactive.
✔ Optical isomerism is related to rotation of plane-polarised light.
Quick Revision
- Stereoisomers have the same bonding pattern but different 3D arrangements.
- Two types:
- Geometrical isomerism
- Optical isomerism
- Cis → same side
- Trans → opposite side
- Chiral carbon → four different groups
- Enantiomers → non-superimposable mirror images
Topic 13: Electronic Effects in Organic Molecules
1. Electronic Effects
Definition:
Electronic effects are the changes in the distribution of electrons in organic molecules due to the presence of different atoms or groups.
These effects influence:
✔ Stability of molecules
✔ Reactivity of compounds
✔ Acidity and basicity
✔ Reaction mechanisms
Types of Electronic Effects
The main electronic effects are:
- Inductive Effect
- Resonance Effect (Mesomeric Effect)
- Electromeric Effect
- Hyperconjugation
2. Inductive Effect (I Effect)
Definition:
The permanent displacement of sigma (σ) electrons along a carbon chain due to the difference in electronegativity between atoms is called the inductive effect.
Features:
✔ Operates through σ bonds.
✔ It decreases with increasing distance.
✔ It is a permanent effect.
Types of Inductive Effect
There are two types:
A. –I Effect (Electron Withdrawing Effect)
Definition:
When a group attracts electrons towards itself, it shows a –I effect.
Examples:
Groups showing –I effect:
- –NO₂
- –CN
- –COOH
- –Cl
- –F
Result:
- Decreases electron density.
- Stabilises negative charge.
B. +I Effect (Electron Releasing Effect)
Definition:
When a group releases electrons towards the carbon chain, it shows a +I effect.
Examples:
Alkyl groups:
- –CH₃
- –C₂H₅
- –C₃H₇
Order of +I effect:
(CH3)3C−>(CH3)2CH−>C2H5−>CH3−
(Generally, more substituted alkyl groups show stronger +I effect.)
3. Applications of Inductive Effect
A. Acidity of Carboxylic Acids
Electron withdrawing groups increase acidity.
Example:
ClCH₂COOH is more acidic than CH₃COOH.
Reason:
Cl shows –I effect and increases the stability of the conjugate base.
B. Stability of Carbocations
Electron releasing groups increase carbocation stability.
Order:3∘>2∘>1∘>CH3+
4. Resonance Effect (Mesomeric Effect)
Definition:
The delocalisation of π electrons or lone pair electrons in a molecule is called the resonance effect.
It occurs when electrons are spread over more than one atom.
Conditions for Resonance
✔ Presence of conjugated double bonds.
✔ Presence of lone pair adjacent to a double bond.
Examples of Resonance
Benzene
Benzene has:
- Six carbon atoms
- Delocalised π electrons
This gives benzene extra stability.
Types of Resonance Effect
A. +R Effect (Electron Donating Resonance)
Groups donate electrons through resonance.
Examples:
- –OH
- –NH₂
- –OR
Effect:
✔ Increase electron density.
B. –R Effect (Electron Withdrawing Resonance)
Groups withdraw electrons through resonance.
Examples:
- –NO₂
- –CHO
- –COOH
Effect:
✔ Decrease electron density.
5. Hyperconjugation
Definition:
Hyperconjugation is the delocalisation of σ electrons of a C–H bond adjacent to a double bond or positive charge.
It is also called “no bond resonance.”
Importance of Hyperconjugation
It helps in:
✔ Stabilisation of carbocations.
✔ Stability of alkenes.
✔ Explaining electron-releasing nature of alkyl groups.
Stability of Carbocations
Carbocations are carbon atoms with a positive charge.
Order of stability:3∘>2∘>1∘>CH3+
Reason:
- More alkyl groups → more hyperconjugation → greater stability.
6. Comparison of Electronic Effects
| Effect | Electron Movement | Bond Involved | Nature |
|---|---|---|---|
| Inductive Effect | Through σ bond | Single bond | Permanent |
| Resonance Effect | Delocalisation of π electrons | π system | Permanent |
| Electromeric Effect | Complete electron transfer | Multiple bond | Temporary |
| Hyperconjugation | σ electron delocalisation | C–H bond | Stabilising effect |
Important Exam Points ⭐
✔ Inductive effect works through σ bonds.
✔ –I groups withdraw electrons.
✔ +I groups donate electrons.
✔ Resonance increases stability by electron delocalisation.
✔ Hyperconjugation stabilises carbocations and alkenes.
✔ Greater electron delocalisation = greater stability.
Quick Revision
- Electronic effects control the behaviour of organic compounds.
- Inductive effect: movement of σ electrons.
- Resonance: spreading of π electrons.
- Hyperconjugation: delocalisation of C–H electrons.
- These effects determine stability and reactivity.
Topic 14: Reaction Intermediates – Carbocations, Carbanions and Free Radicals
1. Reaction Intermediates
Definition:
Reaction intermediates are short-lived, unstable species formed during the conversion of reactants into products.
They are usually formed by:
- Breaking of covalent bonds
- Formation of new bonds
Important Reaction Intermediates:
- Carbocations
- Carbanions
- Free radicals
2. Carbocations
Definition:
A carbocation is an organic ion in which a carbon atom carries a positive charge (+).
General Formula:
R3C+
Structure of Carbocation
Characteristics:
✔ Carbon has only six electrons around it.
✔ It is electron-deficient.
✔ Carbon atom is generally sp² hybridised.
✔ Shape is trigonal planar.
✔ Bond angle is approximately 120°.
Types of Carbocations
Carbocations are classified according to the number of carbon groups attached to the positively charged carbon.
1. Primary Carbocation (1°)
Positive carbon attached to one carbon atom.
Example:CH3−CH2+
2. Secondary Carbocation (2°)
Positive carbon attached to two carbon atoms.
Example:(CH3)2CH+
3. Tertiary Carbocation (3°)
Positive carbon attached to three carbon atoms.
Example:(CH3)3C+
Stability Order of Carbocations
3∘>2∘>1∘>CH3+
Reason:
- Alkyl groups show +I effect.
- Alkyl groups increase electron density.
- Hyperconjugation stabilises positive charge.
3. Carbanions
Definition:
A carbanion is an organic ion in which a carbon atom carries a negative charge (–).
General Formula:
R3C−
Structure of Carbanion
Characteristics:
✔ Carbon has a lone pair of electrons.
✔ Carbon is electron-rich.
✔ Usually sp³ hybridised.
✔ Shape is generally pyramidal.
Types of Carbanions
1. Primary Carbanion (1°)
Negative carbon attached to one carbon atom.
Example:CH3CH2−
2. Secondary Carbanion (2°)
Negative carbon attached to two carbon atoms.
3. Tertiary Carbanion (3°)
Negative carbon attached to three carbon atoms.
Stability Order of Carbanions
CH3−>1∘>2∘>3∘
Reason:
- Alkyl groups increase electron density.
- Negative charge becomes less stable with more alkyl groups.
4. Free Radicals
Definition:
Free radicals are neutral species containing an unpaired electron.
General Formula:
R3C•
(The dot represents an unpaired electron.)
Formation of Free Radicals
They are formed by homolytic bond cleavage.
Example:Cl2→Cl•+Cl•
Structure of Free Radicals
Characteristics:
✔ Neutral species.
✔ Highly reactive.
✔ Carbon is generally sp² hybridised.
✔ Shape is approximately planar.
Stability Order of Free Radicals
3∘>2∘>1∘>CH3•
Reason:
- Alkyl groups stabilise radicals through:
- +I effect
- Hyperconjugation
5. Comparison of Reaction Intermediates
| Property | Carbocation | Carbanion | Free Radical |
|---|---|---|---|
| Charge | Positive (+) | Negative (–) | No charge |
| Electron nature | Electron deficient | Electron rich | Unpaired electron |
| Hybridisation | sp² | sp³ | sp² |
| Shape | Planar | Pyramidal | Nearly planar |
| Stability order | 3° > 2° > 1° | CH₃⁻ > 1° > 2° > 3° | 3° > 2° > 1° |
Important Exam Points ⭐
✔ Carbocations are electron-deficient species.
✔ Carbanions contain a lone pair of electrons.
✔ Free radicals contain an unpaired electron.
✔ Carbocation stability increases with alkyl groups.
✔ Carbanion stability decreases with alkyl groups.
✔ Hyperconjugation plays an important role in stabilising carbocations and radicals.
Quick Revision
- Carbocation → C⁺ → Electron deficient
- Carbanion → C⁻ → Electron rich
- Free radical → C• → Unpaired electron
- Carbocation stability:
3° > 2° > 1° - Carbanion stability:
CH₃⁻ > 1° > 2° > 3° - Radical stability:
3° > 2° > 1°
Topic 15: Types of Organic Reactions
1. Organic Reactions
Definition:
The reactions in which organic compounds are converted into new organic compounds are called organic reactions.
Organic reactions involve:
- Breaking of existing bonds
- Formation of new bonds
2. Classification of Organic Reactions
The major types of organic reactions are:
- Substitution Reaction
- Addition Reaction
- Elimination Reaction
- Rearrangement Reaction
1. Substitution Reaction
Definition:
A reaction in which an atom or group of atoms in a molecule is replaced by another atom or group is called a substitution reaction.
General Form:
R−X+Y→R−Y+X
Where:
- R = carbon chain
- X = leaving group
- Y = incoming group
Example: Chlorination of Methane
CH4+Cl2hvCH3Cl+HCl
Hydrogen atom is replaced by chlorine.
Types of Substitution Reactions
A. Nucleophilic Substitution Reaction
Definition:
A reaction in which a nucleophile replaces a leaving group is called nucleophilic substitution.
Example:
CH3Br+OH−→CH3OH+Br−
Here:
- OH⁻ = Nucleophile
- Br⁻ = Leaving group
B. Electrophilic Substitution Reaction
Definition:
A reaction in which an electrophile replaces an atom or group is called electrophilic substitution.
Example:
Nitration of benzene:
Benzene + HNO₃ → Nitrobenzene
2. Addition Reaction
Definition:
A reaction in which two or more molecules combine to form a single product is called an addition reaction.
It generally occurs in unsaturated compounds.
General Form:
A+B→AB
Example:
Addition of hydrogen to ethene:CH2=CH2+H2→CH3−CH3
Ethene → Ethane
Types of Addition Reactions
A. Electrophilic Addition
- Electrophile attacks the electron-rich double bond.
- Common in alkenes.
Example:
Addition of HBr to ethene.
B. Nucleophilic Addition
- Nucleophile attacks electron-deficient carbon atoms.
- Common in aldehydes and ketones.
3. Elimination Reaction
Definition:
A reaction in which atoms or groups are removed from a molecule, resulting in formation of a double or triple bond, is called an elimination reaction.
General Form:
AB→A+B
Example:
Dehydration of ethanol:CH3CH2OH→CH2=CH2+H2O
Ethanol gives ethene by removal of water.
4. Rearrangement Reaction
Definition:
A reaction in which the arrangement of atoms within a molecule changes to form a new structure is called a rearrangement reaction.
Features:
✔ Carbon skeleton changes.
✔ New isomeric structure is formed.
✔ Usually involves movement of atoms or groups.
5. Comparison of Organic Reactions
| Reaction Type | Main Change | Example |
|---|---|---|
| Substitution | Replacement of atom/group | CH₄ + Cl₂ → CH₃Cl |
| Addition | Addition across double/triple bond | Ethene + H₂ → Ethane |
| Elimination | Removal of atoms/groups | Ethanol → Ethene |
| Rearrangement | Change in structure | Formation of new isomer |
6. Important Terms
Nucleophile
Definition:
An electron-rich species that donates an electron pair is called a nucleophile.
Examples:
- OH⁻
- CN⁻
- NH₃
Electrophile
Definition:
An electron-deficient species that accepts an electron pair is called an electrophile.
Examples:
- H⁺
- NO₂⁺
- BF₃
Important Exam Points ⭐
✔ Substitution replaces one atom/group with another.
✔ Addition reactions occur mainly in unsaturated compounds.
✔ Elimination reactions usually produce double bonds.
✔ Nucleophiles attack electron-deficient centres.
✔ Electrophiles attack electron-rich centres.
Quick Revision
- Substitution → Replacement
- Addition → Combination
- Elimination → Removal
- Rearrangement → Change in carbon skeleton
- Nucleophile = electron donor
- Electrophile = electron acceptor
Topic 16: Purification of Organic Compounds
1. Purification of Organic Compounds
Definition:
The process of removing impurities from an organic compound to obtain a pure substance is called purification.
Organic compounds obtained from natural sources or chemical reactions usually contain impurities, so purification is necessary.
2. Methods of Purification
The important methods are:
- Crystallisation
- Sublimation
- Distillation
- Differential Extraction
- Chromatography
1. Crystallisation
Definition:
Crystallisation is a method used to purify solid organic compounds based on the difference in solubility of a compound and its impurities in a suitable solvent.
Principle:
A pure compound forms crystals when its hot saturated solution is cooled.
Steps:
Step 1:
Dissolve impure solid in a suitable hot solvent.
Step 2:
Filter the hot solution to remove insoluble impurities.
Step 3:
Cool the filtrate.
Step 4:
Pure crystals separate out.
Step 5:
Dry the crystals.
Characteristics of a Good Solvent:
✔ Compound should dissolve well at high temperature.
✔ Compound should dissolve poorly at low temperature.
✔ Impurities should either dissolve completely or remain insoluble.
✔ Solvent should not react with the compound.
Examples:
- Benzoic acid can be purified by crystallisation.
2. Sublimation
Definition:
Sublimation is the process in which a solid changes directly into vapour without passing through the liquid state.
Principle:
Some organic solids have the ability to sublime, while impurities do not.
Examples of Sublimable Compounds:
- Camphor
- Naphthalene
- Anthracene
Advantages:
✔ Simple method.
✔ Gives pure solid compounds.
3. Distillation
Definition:
Distillation is a purification method based on the difference in boiling points of liquids.
Principle:
A liquid with a lower boiling point vaporises first and is collected separately.
Types of Distillation
A. Simple Distillation
Used when:
✔ Difference in boiling points is large.
✔ Liquid does not decompose on heating.
Example:
Separation of:
- Benzene and toluene
B. Fractional Distillation
Used when:
✔ Boiling points of liquids are close.
✔ A fractionating column is used.
Example:
Separation of:
- Different fractions of petroleum
C. Distillation Under Reduced Pressure
Definition:
Distillation carried out at pressure lower than atmospheric pressure is called vacuum distillation.
Used for:
✔ Liquids having very high boiling points.
✔ Compounds that decompose at their boiling point.
Example:
Purification of glycerol.
4. Differential Extraction
Definition:
The process of separating an organic compound from a mixture using a suitable solvent is called extraction.
Principle:
A compound dissolves differently in different solvents.
Steps:
- Mixture is treated with a suitable solvent.
- Desired compound dissolves.
- Solvent layer is separated.
- Compound is recovered.
5. Chromatography
Definition:
Chromatography is a technique used for separation and purification of compounds based on their different adsorption or distribution properties.
Principle:
Different components move at different rates through a stationary phase.
Types of Chromatography
A. Adsorption Chromatography
Based on:
- Different adsorption abilities of substances.
Examples:
- Column chromatography
- Thin Layer Chromatography (TLC)
B. Partition Chromatography
Based on:
- Different distribution of substances between two phases.
Example:
- Paper chromatography
6. Thin Layer Chromatography (TLC)
Principle:
Different compounds travel different distances on a thin layer of adsorbent.
Rf Value:
The movement of a compound is expressed as:Rf=Distance travelled by solventDistance travelled by compound
Comparison of Purification Methods
| Method | Used For | Principle |
|---|---|---|
| Crystallisation | Solid compounds | Difference in solubility |
| Sublimation | Sublimable solids | Direct solid → vapour |
| Distillation | Liquids | Difference in boiling point |
| Extraction | Soluble compounds | Difference in solubility |
| Chromatography | Mixtures | Different adsorption/distribution |
Important Exam Points ⭐
✔ Crystallisation is mainly used for purification of solids.
✔ Distillation separates liquids based on boiling points.
✔ Sublimation is used for compounds like camphor and naphthalene.
✔ Chromatography is used for separation of complex mixtures.
✔ TLC uses Rf value for identification.
Quick Revision
- Purification removes impurities from organic compounds.
- Crystallisation → solubility difference.
- Sublimation → solid directly changes to vapour.
- Distillation → boiling point difference.
- Extraction → solvent separation.
- Chromatography → adsorption/distribution difference.
Topic 17: Qualitative Analysis of Organic Compounds
1. Qualitative Analysis
Definition:
Qualitative analysis is the process of detecting the elements present in an organic compound.
Organic compounds mainly contain:
- Carbon (C)
- Hydrogen (H)
- Nitrogen (N)
- Sulphur (S)
- Halogens (Cl, Br, I)
2. Detection of Carbon and Hydrogen
Principle:
Carbon and hydrogen are detected by heating the organic compound with copper(II) oxide (CuO).
During heating:
- Carbon is oxidised to carbon dioxide (CO₂).
- Hydrogen is oxidised to water (H₂O).
Tests:
Test for Carbon:
CO₂ produced is passed through lime water.
Reaction:CO2+Ca(OH)2→CaCO3+H2O
Observation:
✔ Lime water turns milky.
Test for Hydrogen:
Water formed is tested using:
- Anhydrous copper sulphate
Observation:
✔ White copper sulphate turns blue.
3. Detection of Nitrogen
Principle:
Nitrogen is detected by converting it into sodium cyanide (NaCN) by heating with sodium metal.
The sodium fusion extract is called Lassaigne’s extract.
Lassaigne’s Test
Steps:
- Organic compound is heated with sodium.
- Sodium converts nitrogen into sodium cyanide.
Reaction:Na+C+N→NaCN
- NaCN reacts with ferrous sulphate to form sodium ferrocyanide.
- On oxidation, Prussian blue colour is obtained.
Observation:
✔ Blue colour indicates presence of nitrogen.
4. Detection of Sulphur
Principle:
Sulphur is converted into sodium sulphide (Na₂S) during sodium fusion.
Reaction:2Na+S→Na2S
Test 1: Sodium Nitroprusside Test
Observation:
✔ Violet colour indicates sulphur.
Test 2: Lead Acetate Test
Reaction:Na2S+Pb(CH3COO)2→PbS+2CH3COONa
Observation:
✔ Black precipitate of lead sulphide indicates sulphur.
5. Detection of Halogens
Halogens detected in organic compounds are:
- Chlorine (Cl)
- Bromine (Br)
- Iodine (I)
Principle:
Halogens are converted into sodium halides during sodium fusion.
Examples:Na+Cl→NaCl
Silver Nitrate Test
Steps:
- Acidify Lassaigne’s extract with nitric acid.
- Add silver nitrate solution.
Observations:
| Halogen | Precipitate | Colour |
|---|---|---|
| Chlorine | AgCl | White |
| Bromine | AgBr | Pale yellow |
| Iodine | AgI | Yellow |
6. Lassaigne’s Test Summary
| Element | Compound Formed | Test Result |
|---|---|---|
| Nitrogen | NaCN | Prussian blue colour |
| Sulphur | Na₂S | Violet colour / Black precipitate |
| Halogen | NaX | Silver halide precipitate |
7. Importance of Qualitative Analysis
✔ Helps identify elements present in organic compounds.
✔ Useful in determining the structure of unknown compounds.
✔ Forms the basis of organic compound identification.
Important Exam Points ⭐
✔ Carbon and hydrogen are detected by oxidation with CuO.
✔ CO₂ turns lime water milky.
✔ Water turns anhydrous CuSO₄ blue.
✔ Lassaigne’s extract is prepared using sodium fusion.
✔ Nitrogen gives Prussian blue colour.
✔ Halogens give precipitates with AgNO₃.
Quick Revision
- Qualitative analysis identifies elements in organic compounds.
- C and H → CO₂ and H₂O tests.
- N → Prussian blue test.
- S → Violet/black precipitate tests.
- Halogens → Silver nitrate test.
- Sodium fusion test is used for N, S and halogens.
Topic 18: Quantitative Analysis of Organic Compounds
1. Quantitative Analysis
Definition:
Quantitative analysis is the process of determining the amount or percentage of different elements present in an organic compound.
It helps to find the empirical formula and molecular formula of a compound.
2. Estimation of Carbon and Hydrogen
Principle:
A known mass of organic compound is heated with excess oxygen in the presence of copper oxide (CuO).
Carbon and hydrogen are converted into:
- Carbon → Carbon dioxide (CO₂)
- Hydrogen → Water (H₂O)
Reactions:
Formation of CO₂:
C+O2→CO2
Formation of H₂O:
2H2+O2→2H2O
Calculation of Percentage of Carbon
The amount of carbon is calculated from the amount of CO₂ formed.
Formula:%C=4412×Mass of compoundMass of CO2×100
Calculation of Percentage of Hydrogen
Hydrogen is calculated from the amount of water formed.
Formula:%H=182×Mass of compoundMass of H2O×100
3. Estimation of Nitrogen
Nitrogen is estimated by two methods:
- Dumas Method
- Kjeldahl Method
A. Dumas Method
Principle:
Organic compound is heated with copper oxide.
Nitrogen is converted into nitrogen gas (N₂).
The volume of nitrogen gas is measured.
Reaction:
2N+3CuO→N2+3Cu
Calculation:
%N=22400×Mass of compound28×Volume of N2×100
B. Kjeldahl Method
Principle:
Nitrogen is converted into ammonium sulphate by heating the compound with concentrated sulphuric acid.
The ammonia produced is measured.
Not applicable for:
- Nitro compounds
- Azo compounds
- Compounds containing nitrogen in ring structures
4. Estimation of Halogens (Carius Method)
Principle:
Organic compound is heated with fuming nitric acid in the presence of silver nitrate.
Halogens are converted into silver halides.
Reactions:
For chlorine:Cl+Ag→AgCl
For bromine:Br+Ag→AgBr
Formula:
%X=Molecular mass of silver halide×Mass of compoundAtomic mass of halogen×Mass of silver halide×100
5. Estimation of Sulphur
Principle:
Sulphur is oxidised to sulphuric acid, which is precipitated as barium sulphate.
Reaction:H2SO4+BaCl2→BaSO4+2HCl
Calculation:
%S=23332×Mass of compoundMass of BaSO4×100
6. Estimation of Phosphorus
Principle:
Phosphorus is oxidised to phosphoric acid and precipitated as magnesium pyrophosphate.
Reaction:2MgHPO4→Mg2P2O7+H2O
7. Importance of Quantitative Analysis
✔ Determines percentage composition of elements.
✔ Helps in finding empirical formula.
✔ Helps identify unknown organic compounds.
✔ Used in chemical research and industries.
8. Qualitative vs Quantitative Analysis
| Qualitative Analysis | Quantitative Analysis |
|---|---|
| Detects elements present | Determines amount of elements |
| Gives presence/absence information | Gives percentage composition |
| Uses colour tests and reactions | Uses measurements and calculations |
Important Exam Points ⭐
✔ Quantitative analysis determines the percentage of elements.
✔ Carbon and hydrogen are estimated using combustion method.
✔ Nitrogen can be estimated by Dumas and Kjeldahl methods.
✔ Halogens are estimated by Carius method.
✔ Sulphur is estimated as barium sulphate (BaSO₄).
Quick Revision
- Quantitative analysis → amount of elements.
- C and H → combustion method.
- N → Dumas/Kjeldahl method.
- Halogens → Carius method.
- Sulphur → BaSO₄ precipitation method.
- Results help determine molecular formula.
Topic 19: Chapter Quick Revision Sheet + Important Questions
A. Complete Chapter Revision
1. Organic Chemistry
- Study of carbon-containing compounds is called organic chemistry.
- Carbon shows:
- Tetravalency → forms four covalent bonds.
- Catenation → forms long chains and rings.
- Wöhler synthesized urea in 1828 and disproved the vital force theory.
2. Hybridisation of Carbon
| Hybridisation | Shape | Bond Angle | Example |
|---|---|---|---|
| sp³ | Tetrahedral | 109.5° | CH₄ |
| sp² | Trigonal planar | 120° | C₂H₄ |
| sp | Linear | 180° | C₂H₂ |
Order of s-character:
sp>sp2>sp3
3. Sigma (σ) and Pi (π) Bonds
| σ Bond | π Bond |
|---|---|
| Head-on overlap | Sidewise overlap |
| Stronger | Weaker |
| Allows rotation | Restricts rotation |
| Present in all bonds | Present in multiple bonds |
Bond Types:
- Single bond = 1 σ
- Double bond = 1 σ + 1 π
- Triple bond = 1 σ + 2 π
4. Classification of Organic Compounds
Acyclic Compounds
- Open-chain compounds.
- Example: Ethane
Cyclic Compounds
- Ring structures.
Types:
- Alicyclic → Cyclohexane
- Aromatic → Benzene
- Heterocyclic → Pyridine
5. Functional Groups
Functional groups decide chemical properties.
| Group | Name |
|---|---|
| –OH | Alcohol |
| –CHO | Aldehyde |
| >C=O | Ketone |
| –COOH | Carboxylic acid |
| –NH₂ | Amine |
| –X | Halo compound |
6. Homologous Series
Characteristics:
✔ Same functional group
✔ Same general formula
✔ Successive members differ by –CH₂–
Example:
Methane → Ethane → Propane
7. IUPAC Naming
General pattern:
Prefix + Root word + Suffix
Example:
2-methylpropane
- 2-methyl = Prefix
- prop = Root
- ane = Suffix
Root Words
| Carbon atoms | Root |
|---|---|
| 1 | Meth |
| 2 | Eth |
| 3 | Prop |
| 4 | But |
| 5 | Pent |
| 6 | Hex |
| 7 | Hept |
| 8 | Oct |
| 9 | Non |
| 10 | Dec |
8. Isomerism
Same molecular formula but different structures = Isomerism
Structural Isomerism:
- Chain isomerism
- Position isomerism
- Functional group isomerism
- Metamerism
Stereoisomerism:
- Geometrical isomerism
- Optical isomerism
9. Electronic Effects
Inductive Effect
- Movement of electrons through σ bonds.
- Types:
- +I → Electron donating
- –I → Electron withdrawing
Resonance
- Delocalisation of π electrons.
- Increases stability.
Hyperconjugation
- Delocalisation of C–H electrons.
- Stabilises carbocations.
10. Reaction Intermediates
Carbocation (C⁺)
- Positive charge
- Electron deficient
Stability:3∘>2∘>1∘
Carbanion (C⁻)
- Negative charge
- Electron rich
Stability:CH3−>1∘>2∘>3∘
Free Radical (C•)
- Contains unpaired electron
Stability:3∘>2∘>1∘
11. Types of Organic Reactions
| Reaction | Meaning |
|---|---|
| Substitution | Replacement of atom/group |
| Addition | Addition across multiple bond |
| Elimination | Removal of atoms/groups |
| Rearrangement | Change in structure |
12. Purification Methods
| Method | Principle |
|---|---|
| Crystallisation | Difference in solubility |
| Sublimation | Solid → vapour |
| Distillation | Difference in boiling point |
| Extraction | Difference in solubility |
| Chromatography | Adsorption/distribution |
13. Qualitative Analysis
Detects elements present in organic compounds.
| Element | Test |
|---|---|
| Carbon | CO₂ turns lime water milky |
| Hydrogen | Water turns CuSO₄ blue |
| Nitrogen | Prussian blue colour |
| Sulphur | Violet/black colour test |
| Halogens | AgNO₃ test |
14. Quantitative Analysis
Determines percentage of elements.
| Element | Method |
|---|---|
| Carbon & Hydrogen | Combustion method |
| Nitrogen | Dumas/Kjeldahl method |
| Halogens | Carius method |
| Sulphur | BaSO₄ precipitation |
B. Important Exam Questions
Very Short Answer Questions
1. What is catenation?
Answer: The ability of carbon atoms to form bonds with other carbon atoms is called catenation.
2. What is a functional group?
Answer: An atom or group of atoms responsible for the characteristic reactions of organic compounds.
3. What is a homologous series?
Answer: A series of organic compounds having the same functional group and successive members differing by –CH₂–.
4. What is a chiral carbon?
Answer: A carbon atom attached to four different groups.
5. What is a nucleophile?
Answer: An electron-rich species that donates an electron pair.
Long Answer Questions
1. Explain different types of hybridisation in carbon.
Points to write:
- Definition of hybridisation
- sp³, sp², sp
- Shape and bond angles
- Examples
2. Explain electronic effects.
Include:
- Inductive effect
- Resonance effect
- Hyperconjugation
- Applications
3. Explain methods of purification.
Include:
- Crystallisation
- Distillation
- Sublimation
- Chromatography
Final One-Day Revision Points ⭐
✔ Carbon is tetravalent and shows catenation.
✔ sp³ = tetrahedral, sp² = planar, sp = linear.
✔ Double bond contains one σ and one π bond.
✔ Functional groups decide chemical properties.
✔ IUPAC naming follows prefix + root + suffix.
✔ Isomers have the same molecular formula but different structures.
✔ Carbocation stability: 3° > 2° > 1°.
✔ Carbanion stability: CH₃⁻ > 1° > 2° > 3°.
✔ Purification removes impurities.
✔ Quantitative analysis gives percentage composition.