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Which of the following would yied a carb...

Which of the following would yied a carbanion to the greatest extent on treatment with an alkali?

A

`CH_(3)CHO`

B

`CH_(3)COCH_(2)COCH_(3)`

C

`PhOH`

D

`CH_(3)NO_(2)`

Text Solution

Verified by Experts

The correct Answer is:
B

The compound has an active methylene group `(-CH_(2)`-group flanked by electron withdrawing groups) and the resulting carbanion is resonance stabilized.

The diketone, pentan `2,4`-dione is about as acidic as phenol, and much more acidic than acetone beacuse the removal of a proton yields a carbanionj that is highly stabilized by accommodation of the `-ve` charge by two oxygens rather than by only one.
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