Which of the following cannot be prepared from benzene in two synthetic steps?

Question

Quizplus · Accepted Answer

1) Benzene can be converted to phenol by treating it with dilute nitric acid to form nitrobenzene, and then reducing nitrobenzene to phenol with iron and hydrochloric acid.

2) Benzene can be converted to acetophenone by first nitrating benzene to nitrobenzene, and then reducing nitrobenzene to aniline. Aniline can then be acetylated to form acetanilide, which can be oxidized with chromic acid to form acetophenone.

3) Benzene can be converted to benzoic acid by treating it with a mixture of potassium permanganate and sulfuric acid to form benzene-1,2-diol, which can then be oxidized with sodium dichromate to form benzoic acid.

4) Benzene cannot be converted to 1,3,5-trinitrobenzene in two synthetic steps, as it requires multiple nitration reactions and subsequent reductions.

Which of the Following Cannot Be Prepared from Benzene in Two