Q56 · CSIR NET Chemistry, June 2014
Paper: CSIR NET June 2014 · Subject: Organic Chemistry · Chapter: Organic Spectroscopy · Topic: Mass Spec · Marks: 2 · Difficulty: Hard
The mass spectrum of the product A, formed in the following reaction, exhibits M, M + 2, M + 4 peaks in the ratio of about 1 : 2 : 1. The reagent HX and the product A are 
\[ \xrightarrow{\mathrm{HX}} \mathrm{A} \]
(a)HX = HF and A = 
(b)HX = HCl and A = 
(c)HX = HBr and A = 
(d)HX = HBr and A= 
Answer
Answer: C ✓ checked by 4AB · confidence high
Explanation
An M : M+2 : M+4 ratio of 1 : 2 : 1 means two Br atoms. HBr converts the benzylic alcohol to the benzylic bromide: 1-bromo-1-(4-bromophenyl)propane (c).
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