Question

Which of the products is formed when acetone is reacted
with barium hydroxide solution?
O CH₃
|| |
(a)CH₃ - C - CH₂ - C - CH₃
|
OH
O
||
(b)CH₃ - C - CH₂ - C - CH₃
| |
CH₃ OH
O
||
(c)CH₃ - C - CH - CH - CH₃
| |
OH CH₃
OH OH
| |
(d)CH₃ - C - C - CH₃
| |
CH₃ CH₃

Answer 1

Diacetone alcohol i.e Option A is produced.

Explanation:

• The acetone is a Ketone with three carbons, a carbonyl group between two methyl groups.

• Its the smallest ketone.

• When reacting with barium hydroxide solution, the acetone undergoes aldol condensation.

• The electrophilic centre of the carbonyl group of acetone is attacked by beta hydrogen of other acetone.

• This opens up the carbon oxygen double bond of the 1st acetone which forms a 3 ° alcohol and the hydrogen that attacks the electrophilic centre of the acetone is taken up by the oxygen to form alcohol.

• This gives the Diacetone alcohol.

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Acetaldehyde undergoes aldol condensation but trimethyl acetaldehyde doesnot.