Organic Compounds Containing Halogens Question 92
Question: Reaction of t-butyl bromide with sodium methoxide produces
[CBSE PMT 1994]
Options:
A) Isobutane
B) Isobutylene
C) Sodium t-butoxide
D) t-butyl methyl ether
Show Answer
Answer:
Correct Answer: B
Solution:
$ CH_3-\underset{CH_3}{\overset{CH_3}{\mathop{\underset{|}{\overset{|}{\mathop{C-}}}}}}Br+CH_3ONa\xrightarrow{Elimination} $
$ \underset{Isobutylene}{\mathop{CH_3-\overset{CH_3}{\mathop{\overset{|}{\mathop{C=}}}}CH_2}}+CH_3OH+NaBr $
$ CH_3ONa\to CH_3{O^{-}}+N{a^{+}} $ methoxide ion $ (CH_3{O^{-}}) $ is a strong base, therefore it abstract proton from $ 3^{o} $ alkyl halide and favours elimination reaction.