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Reduction, Oxidation and Hydrolysis in Organic Chemistry
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Dissolving metal reductions (Birch, Na/NH3)
JEE Main level
Single correct option
Difficulty 2 of 3
ro026
On Birch reduction (Na, liquid
NH
X
3
, ethanol), the substituent of which compound ends up on an sp3 carbon of the product ring?
A
toluene
B
anisole
C
N,N-dimethylaniline
D
benzoic acid
Answer: D
Electron-donating groups (
CH
X
3
,
OCH
X
3
,
NMe
X
2
) remain on the double bonds. Electron-withdrawing
COOH
is found on a saturated carbon.
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