Organic Compounds Containing Halogens Question 135
Question: An alkyl bromide produces a single alkene when it reacts with sodium ethoxide and ethanol. This alkene undergoes hydrogenation and produces 2-methyl butane. What is the identity of the alkyl bromide
[Kerala PMT 2004]
Options:
A) 1-bromo-2, 2-dimethylpropane
B) 1-bromobutane
C) 1-bromo-2-methylbutane
D) 2-bromo-2-methylbutane
E) 2-bromopentane
Show Answer
Answer:
Correct Answer: C
Solution:
$ \underset{\text{1, bromo, 2 methyl butane}}{\mathop{CH_3-CH_2-\overset{CH_3}{\mathop{\overset{|}{\mathop{C}}H-}}CH_2Br}}+C_2H_5ONa\xrightarrow{C_2H_5OH} CH_3-CH_2-\overset{CH_3\ \ \ \ \ }{\mathop{\overset{|}{\mathop{C}}=CH_2}}+NaBr+C_2H_5OH\underset{\text{(Hydrogenation)}}{\mathop{\xrightarrow{+H_2}}} $
$ \underset{\text{2 methyl butane}}{\mathop{CH_3-CH_2-\overset{CH_3}{\mathop{\overset{|}{\mathop{C}}H-}}CH_3}} $