Solveeit Logo

Question

Question: In this reaction sequence ...

In this reaction sequence

A

and CH3CHOCH_3CHO

B

CH3COOCH3CH_3COOCH_3 and CH3COOHCH_3COOH

C

-OH and OH

D

CH3CH=CH2CH_3-CH=CH_2 sssand CH2=CH2CH_2=CH_2

Answer

The product will be acetone and acetaldehyde.

Explanation

Solution

The structure is a cyclic peroxide (a 1,2,4,5‐tetraoxacyclopentane derivative) having a carbon (with two CH₃ groups) bonded to four oxygen atoms, one of which bears a hydrogen. When treated with LiAlH₄, the peroxide bonds are reductively cleaved. Such reductive cleavage of cyclic peroxides leads to fragmentation into carbonyl compounds. In this case, the two CH₃ groups on the carbon give rise to acetone (a ketone with two CH₃ groups attached to C=O) and the other fragment corresponds to acetaldehyde (CH₃CHO). Thus, the product pair is acetone and acetaldehyde.