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Organic Reaction Mechanisms II: Electrophilic and Radical Reactions
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Carbocation rearrangements in addition
JEE Main level
Single correct option
Difficulty 2 of 3
o2186
3-Methylbut-1-ene is treated with dilute
H
X
2
SO
X
4
in water. The major product is
A
2-methylbutan-1-ol
B
3-methylbutan-2-ol
C
3-methylbutan-1-ol
D
2-methylbutan-2-ol
Answer: D
Protonation gives a secondary cation, which rearranges by a 1,2-hydride shift to the tertiary cation. Water captures it to give 2-methylbutan-2-ol.
Practice Organic Reaction Mechanisms II: Electrophilic and Radical Reactions
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