Carboxylic Acids and Derivatives
    1.0 Nomenclature
    2.0 General Methods of Preparation
    3.0 Physical Properties of Carboxylic Acid
    4.0 Chemical Properties of Carboxylic Acid
    5.0 Ortho Effect
    6.0 Reaction Involving Cleavage of —OH Group
    7.0 Reaction Involving —COOH Group
    8.0 Hell-Volhard-Zelinsky Reaction
    9.0 Heating of Dicarboxylic Acids
    10.0 Abnormal Behaviour of Formic Acid
    11.0 Derivatives of Carboxylic Acid
    12.0 Relative Reactivity of Acid Derivatives
    13.0 Resonance Effect
    14.0 Acyl Chloride RCOCl
    15.0 Amides
    16.0 Ester (RCOOR)
    17.0 Acid Anhydrides
    18.0 Method of Preparation

15.2 Chemical Properties

1. Amphoteric character: Amides are very feeble bases due to involvement of pair of electron present on $N$ atom in resonance with carboxyl groups. As a result $N$ atom receives partial $+ve$ charges showing feeble acidic character as well

(i) Acidic character: Due to structure II amide can act as acid.

(ii) Basic Character: Due to structure I having lone pair of electrons on $N$ atom it acts as base

2. Reaction with nitrous acid

The reaction proceeds via the attack of electrophilic species $N{O^ + }$ generated from $HN{O_3}$

3. Hoffmann’s Bromide Reaction: Amides react with bromine in the presence of alkali to form a primary amine having one carbon atom less than the parent amides

Mechanism:


(i)



(ii)


4. Reaction with $PC{l_5}$ or $PC{l_3}$ or $SOC{l_2}$
5. Reduction

Mechanism











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