Question

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) 

  

Answer 1

The Correct Option is A

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).