Target Exam

CUET

Subject

Chemistry

Chapter

Organic: Aldehydes, Ketones and Carboxylic Acids

Question:

Formaldehyde is the first member of the aldehyde series. It is present in green leaves of plants where its presence is supposed to be due to the reaction of \(CO_2\) with water in the presence of sunlight and chlorophyll. Commercially, formaldehyde is obtained by the controlled oxidation of methane in the presence of molybdenum oxide \((MoO)\) acting as a catalyst. Formaldehyde is a constituent of a number of polymers also called resins. These are non volatile solids or semi solids which are obtained directly from certain plants and can be synthesized in the laboratory.

Formaldehyde on reaction with benzaldehyde in basic medium gets converted to:

Options:

Methanol

Formic acid

o/p-hydroxymethylbenzaldehyde

o/p-hydroxymethyl benzoic acid

Correct Answer:

Formic acid

Explanation:

The correct answer is option 2. Formic acid.

The given conditions refers to Cannizzaro reaction. The Cannizzaro reaction, named after its discoverer Stanislao Cannizzaro, is a chemical reaction that involves the base-induced disproportionation of an aldehyde lacking a hydrogen atom in the alpha position.

Mechanism:

The reaction involves a nucleophilic acyl substitution on an aldehyde, with the leaving group concurrently attacking another aldehyde in the second step. First, hydroxide attacks a carbonyl. The resulting tetrahedral intermediate then collapses, re-forming the carbonyl and transferring hydride to attack another carbonyl. In the final step of the reaction, the acid and alkoxide ions formed exchange a proton. In the presence of a very high concentration of base, the aldehyde first forms a doubly charged anion from which a hydride ion is transferred to the second molecule of aldehyde to form carboxylate and alkoxide ions. Subsequently, the alkoxide ion acquires a proton from the solvent.