Write the structures of products of the following reactions:
Benzene + C₂H₅Cl → Anhyd. AlCl₃, CS₂
Ethylbenzene (C₆H₅-CH₂CH₃)
(C₆H₅CH₂)₂Cd + 2CH₃COCl
Benzyl methyl ketone (C₆H₅CH₂COCH₃)
H₃C-C≡C-H → Hg²⁺, H₂SO₄
Acetone / Propan-2-one (CH₃COCH₃)
Toluene → 1. CrO₂Cl₂ 2. H₃O⁺
Benzaldehyde (C₆H₅CHO)
Explanation
This question tests four important reactions from the Aldehydes, Ketones and Carboxylic Acids chapter. (i) is Friedel-Crafts alkylation where benzene reacts with ethyl chloride in presence of anhydrous AlCl₃ to give ethylbenzene. (ii) involves organocadmium reagents which are less reactive than Grignard reagents and react selectively with acid chlorides to give ketones. (iii) is Kucherov's reaction - hydration of alkynes catalyzed by Hg²⁺ gives ketones following Markovnikov's rule. (iv) is Etard reaction where chromyl chloride selectively oxidizes methyl group of toluene to aldehyde.