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7-72
Reaction of 2,3-dimethyl-1-butene with HBr leads to an alkyl bromide,
addin C6H13Br. On treatment of this alkyl bromide with KOH in methanol,
form a elimination of HBr occurs and a hydrocarbon that is isomeric with the
ber starting alkene is formed. What is the structure of this hydrocarbon,
-mote and how do you think it is formed from the alkyl bromide?
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7.72
H3 CH3
CH3 CH3
CH3CH-C-CH3
H3 CH3
CH3C C-CH3
CH3CH-C=CH₂
Br
2,3-Dimethyl-1-butene
2,3-Dimethyl-2-butene
2-Bromo-2,3-
dimethylbutane
The product, 2,3-dimethyl-2-butene, is formed by elimination of HBr from 2-bromo-2,3-
dimethylbutane. This product forms because it has the more substituted double bond.
HBr
KOH
CH3OH

Answer 1

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