Read the passage carefully and answer the questions. Carboxylic acids are the organic compounds which comprise of carboxyl functional group, -COOH. These are generally found in nature, some higher members are known as fatty acids as they occur in natural fats as esters of glycerol. They can be prepared from oxidation of alcohols and aldehydes, hydrolysis of nitriles and amides and Grignard reagents. They are stronger acids than simple phenols and alcohols. but weaker than mineral acids. Substituents affect the acidity of aliphatic and aromatic carboxylic acids. They undergo reactions involving cleavage of -OH and C-OH bond. Carboxylic acids having an alpha hydrogen get halogenated in the presence of red phosphorus to form alpha halo carboxylic acids. The reaction is known as Hell Volhard Zelinsky reaction. Besides these aromatic carboxylic acids undergo electrophilic substitution reactions. They are versatile and are employed in the manufacture of various useful compounds. For example, methanoic acid is used in rubber, textile, dyeing, leather and electroplating industries. Higher fatty acids are used in the manufacture of soaps and detergents. Esters of Benzoic acid are used in perfumery. |
Esterification of carboxylic acid with alcohols or phenols is which type of reaction? |
Nucelophlic Substitution Nucelophilic acyl substitution Nucelophilic addition Electrophilic addition |
Nucelophilic acyl substitution |
The correct answer is Option (2) → Nucelophilic acyl substitution Core Concept Esterification (Fischer esterification) occurs when a carboxylic acid reacts with an alcohol in presence of acid catalyst. The key step involves attack on the carbonyl carbon (acyl carbon) followed by replacement of -OH group of acid. Option-wise Explanation 1. Nucleophilic substitution This is a broad category where one group replaces another, usually at an sp3 carbon. Esterification happens at a carbonyl carbon ($sp^2$), not a typical alkyl substitution center, so this description is incomplete. 2. Nucleophilic acyl substitution The alcohol oxygen acts as a nucleophile and attacks the carbonyl carbon. A tetrahedral intermediate forms, and then the -OH group is replaced, regenerating the carbonyl. This is exactly the mechanism of ester formation. 3. Nucleophilic addition In pure addition reactions (like aldehydes/ketones), the double bond breaks and no group leaves. In esterification, addition is followed by elimination of water, so it is not just addition. 4. Electrophilic addition This occurs mainly in alkenes/alkynes, where electrophiles add across л bonds. Carbonyl chemistry here involves nucleophiles, not electrophilic addition. |