When bromobenzene is monochlorinated two isomeric compounds (A) and (B) are obtained. Monobromination of (A) gives several isomeric products of molecular formula `C_(6)H_(3)CIBr_(2)` while monobromination of (B) yields only two isomers (C) and (D). compound (C) is identical with one of the compounds obtained from the bromination of (A), however (D) is totally different from any of the isomeric compounds obtained from the bromination of (A). Give the structure of (A),(B),(C) and (D) and also structures of isomeric monobrominated products of(A). Support your answer with reasoning.

Explanation

Bromine is o-,p-directiong hence ortho and para products are formed .

Products ortho`//`para to bromine and chlorine are formed. Compound (C) is identical with (ii) but (D) is different from (i),(ii),(iii) and (iv).`