Question
Chemistry Question on Alcohols, Phenols and Ethers
An aromatic compound 'A' C7H6Cl2 gives white precipitate on boiling with AgNO3 solution and yields C7H7OCl on treatment with NaOH. 'A' on oxidation gives a monochloro benzoic acid which affords only one mononitroderivative. The compound A is:
(A) 
(B) 
(C) 
(D) 
(A)
Solution
Explanation:
Given aromatic compound 'A': C7H6Cl2C7H6Cl2 gives white precipitate with AgNO3, showing one 'Cl' is not directly attached to benzene ring.Thus, 'A' could be:
Now, 'A' on oxidation gives a monochloro benzoic acid. Monochloro benzoic acid gives only one mononitroderivative. As we know, -COOH group is meta directing and nitration of monochloro benzoic acid is giving only one mononitro derivative, thus, 'A' is para-chlorobenzyl chloride, i.e.
The reactions can be shown as:
Hence, the correct option is (A).