Which of the following does not give benzoic acid on hydrolysis? (a) Ethyl benzoate (b) Benzene carbonitrile (c) Benzyl chloride (d) Benzoyl chloride

Short Answer

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a) Ethyl benzoate b) Benzene carbonitrile c) Benzyl chloride d) Benzoyl chloride Answer: c) Benzyl chloride

Step by step solution

01

Examine Ethyl Benzoate

Ethyl benzoate (C6H5COOCH2CH3) is an ester. Ester hydrolysis is the process of breaking an ester compound into a carboxylic acid and an alcohol. In this case, the ethyl benzoate will form benzoic acid (C6H5COOH) and ethanol (CH3CH2OH). Since benzoic acid is formed, we can exclude this option.
02

Examine Benzene Carbonitrile

Benzene carbonitrile (C6H5CN) is a nitrile. Nitriles hydrolyze to form carboxylic acids and ammonia. Benzene carbonitrile will hydrolyze to benzoic acid (C6H5COOH) and ammonia (NH3). Again, benzoic acid is formed, so we can exclude this option too.
03

Examine Benzyl Chloride

Benzyl chloride (C6H5CH2Cl) is an alkyl halide. Alkyl halides undergo hydrolysis to form alcohol. In this case, benzyl chloride will hydrolyze to benzyl alcohol (C6H5CH2OH). No benzoic acid is formed during this reaction. Therefore, we can pick this option as the one that does not form benzoic acid upon hydrolysis.
04

Double-check Benzoyl Chloride

Benzoyl chloride (C6H5COCl) is an acyl halide. Acyl halides typically hydrolyze to form a carboxylic acid and an inorganic acid. In this case, benzoyl chloride will hydrolyze to benzoic acid (C6H5COOH) and hydrochloric acid (HCl). Benzoic acid is formed, so it is not our answer. Since we have identified that benzyl chloride does not yield benzoic acid upon hydrolysis, the correct answer is (c) Benzyl chloride.

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Most popular questions from this chapter

In the industrial preparation of benzoic acid from toluene with air, the reaction takes place in the presence of (a) \(\mathrm{Pt}\) (b) \(\mathrm{V}_{2} \mathrm{O}_{5}\) (c) \(\mathrm{Cl}_{2}\) (d) \(\mathrm{Cu}\)

Salicylic acid is more acidic than o-methoxybenzoic acid though both have electron releasing groups i.e., \(-\mathrm{OH}\) and \(-\mathrm{OCH}_{3} .\) This is because (a) \(-\mathrm{OH}\) is a stronger electron releasing group compared to \(-\mathrm{OCH}_{3}\). (b) salicylate ion is stabilized by intramolecular hydrogen bonding. (c) salicylic acid has two replaceable hydrogen atoms. (d) \(-\mathrm{OCH}_{3}\) has a stronger steric effect to prevent the stabilization of the carboxylate anion.

Formaldehyde reacts with ammonia to form (a) formaldehyde ammonia (b) hexamethylene pentamine (c) hexamethylene tetramine (d) tetramethylene hexaamine

Directions: Each question contains Statement- 1 and Statement- 2 and has the following choices (a), (b), (c) and (d), out of which ONLY ONE is correct. (a) Statement- 1 is True, Statement- 2 is True; Statement- 2 is a correct explanation for Statement- 1 (b) Statement- 1 is True, Statement- 2 is True; Statement- 2 is NOT a correct explanation for Statement- 1 (c) Statement- 1 is True, Statement- 2 is False (d) Statement- 1 is False, Statement- 2 is True Statement 1 Acetals and ketals are unstable in aqueous acid conditions, but quite stable to alkaline conditions. and Statement 2 A weaker base like (OH) cannot displace a stronger base like (OR) found in acetals and ketals.

Identify the true statements about methanoic acid. (a) It is formed by heating glycerol with oxalic acid to about \(373 \mathrm{~K}\). (b) It gives formyl chloride when treated with \(\mathrm{PCl}_{5^{*}}\) (c) It is a stronger acid than benzoic acid. (d) It gives carbon monoxide on heating with con. \(\mathrm{H}_{2} \mathrm{SO}_{4}\).

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