Organic Compounds Containing Halogens Question 192

Question: In a nucleophilic substitution reaction: $ R-Br+C{l^{-}}\xrightarrow{DMF}R-Cl+Br{{~}^{-}}, $ Which one of the following undergoes complete inversion of configuration-

Options:

A) $ C_6H_5CHC_6H_5Br $

B) $ C_6H_5CH_2Br $

C) $ C_6H_5CHCH_3Br $

D) $ C_6H_5CCH_3C_6H_5Br $

Show Answer

Answer:

Correct Answer: C

Solution:

[c] $ C_6H_5CHCH_3Br $ being an optically active secondary alkyl bromide undergoes $ S _{N}2 $ nucleophilic substitution reaction. Hence it undergoes complete inversion of configuration.