Methods of Preparation of Carboxylic Acid Preparation and Properties

Methods of Preparation of Carboxylic Acid Preparation and Properties

The methods of preparation are as follows :

→ By Oxidation of Primary Alcohols and Aldehydes Primary alcohols are readily oxidised to carboxylic acid with common oxidising agents such as conc. HNO3, Potassium dichromate, and chromium trioxide in acidic medium, Potassium permagnate in neutral, acidic or alkaline medium.

Methods of Preparation of Carboxylic Acid Preparation and Properties 1

By Oxidation of Methyl Ketones :

→ Methyl ketone or secondary alcohols oxidises in carboxylic acid in the presence of strong oxidising agent.

Methods of Preparation of Carboxylic Acid Preparation and Properties 2

→ Methyl ketone are converted to carboxylic acid by haloform reaction.

Methods of Preparation of Carboxylic Acid Preparation and Properties 3

By hydrolysis of Cyanides or Nitriles :

→ -CN group is hydrolysed to -COOH group by hydrolysis of nitriles with dilute and hot hydrochloric acid or dilute sulphuric acids.

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→ By Hydrolysis of Trihalogen Derivatives of Hydrocarbons Carboxylic acid can be prepared by hydrolysis of 1, 1, 1-trihalides.

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Methods of Preparation of Carboxylic Acid Preparation and Properties 6

From Amides :

→ On hydrolysis amide gives acids.

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→ From Grignard’s Reagents Grignard reagent react with carbon dioxide (dry ice) to form salts of carboxylic acids which in turn give corresponding carboxylic acids after acidification with mineral acid.

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Methods of Preparation of Carboxylic Acid Preparation and Properties 9

→ From Esters : Acidic hydrolysis of eaters gives directly carboxylic acid while basic hydrolysis gives carboxylates which on acidification give corresponding carboxylic acids.

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→ From Alkyl Benzene Aromatic carboxylic acid can be prepared by strong oxidation with alkaline KMnO4, or cromic acid of alkyl benzene. The side chain of any length oxidises completely and form carboxyl group. Secondary and primary alkyl group oxidises in the same way but tertiary group does not affected.

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→ From Acyl Halide Acid chlorides on hydrolysis with water gives carboxylic acids. These are readily hydrolysed with aqueous base to form carboxylate ions which on acidification give corresponding carboxylic acid.

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From Acid Anhydride :

→ Acid anhydride on hydrolysis with water gives corresponding acids.

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Carboxylation of Alkene (Koch Reaction) :

→ Mono carboxylic acids are obtained by heating alkene with carbon mono oxide and steam under pressure with sulphuric acid or phosphoric acid (H3PO4). Example.

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By the Reaction of Nitrous Acid with Acid amide :

→ Acid amides on heating (boiling) with nitrous acid (NaNO2 + HCl) releases nitrogen gas and changes to acids. Example :

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Methods of Preparation of Carboxylic Acid Preparation and Properties 18

By Passing CO on Hot Sodium Alkoxide :

→ Carbon monoxide over on passingfhot sodium alkoxide carboxylic acid are obtained.

Example:

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By oxidation of Hydrocarbon :

→ Higher fatty acids are obtained from oxidation of long chain hydrocarbon in presence of magnese acetate or magnese sterate catalyst at 393 K temperature.

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Chemistry Notes