Organic Compounds Containing Halogens Question 5
Question: In the following sequence of reactions, which is incorrect $ CH_2=CH-CH=CH_2\xrightarrow[80{}^\circ C]{HBr}A\xrightarrow{HBr}B $ $ \xrightarrow{Mg}C $
Options:
A) A is $ CH_3-CH=CH-CH_2Br $
B) B is $ CH_3CHBr-CH_2-CH_2-Br $
C) C is cyclopropyi methane
D) B on $ S _{N}2 $ with aqueous $ NaOH $ gives $ CH_3CHOH.CH_2CH_2Br $ and not $ CH_3CHBr.CH_2CH_2OH $
Show Answer
Answer:
Correct Answer: D
Solution:
[d] A is 1, 4-addition product due to conjugation B is obtained by further addition of HBr. $ (CH_3CHBr.CH_2.CH_2Br) $ . B gives C by cyclisation . If B reacts by $ S _{N}2 $ mechanism, Br on $ 1{}^\circ $ carbon must be replaced by $ O{H^{-}} $ to give $ CH_3CHBr-CH_2-CH_2OH. $
BETA
