Question

Which of the following compound can not reduce Tollen's reagent?

• A. Maltose
• B. $C{H}_{3}COC{H}_3$
• C. Nitrobenzene
• D. Lactose

Answer 1

Answer: (B), (C)

The correct options are
B $C{H}_{3}COC{H}_3$
C Nitrobenzene

Tollen's test is given by those compounds which contain free aldehydic group as can be seen $C{H}_{3}COC{H}_3$ does not contain aldehydic group but it contains ketonic group, similarly Nitrobenzene contains nitro group $(-N{O}_2)$. Hence, option (c) and (b) does not reduce tollen's reagent. (A) and (D) both contains a hemiacetal and thus both can reduce Tollen's reagent.