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Organic Reaction Mechanisms II: Electrophilic and Radical Reactions
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Hydroboration, oxymercuration, halohydrin formation
JEE Main level
Single correct option
Difficulty 2 of 3
o2179
Styrene (
C
X
6
H
X
5
−
CH
=
CH
X
2
) is treated with
BH
X
3
⋅
THF
and then
H
X
2
O
X
2
/
NaOH
. The major product is
A
1-phenylethan-1-ol
B
1-phenylethane-1,2-diol
C
2-phenylethan-1-ol
D
acetophenone
Answer: C
Boron goes to the terminal, less hindered carbon, which is the anti-Markovnikov position. Oxidation gives
C
X
6
H
X
5
CH
X
2
CH
X
2
OH
, 2-phenylethan-1-ol.
Practice Organic Reaction Mechanisms II: Electrophilic and Radical Reactions
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