Question
Question: In this reaction sequence ...
In this reaction sequence
A
and CH3CHO
B
CH3COOCH3 and CH3COOH
C
-OH and OH
D
CH3−CH=CH2 sssand CH2=CH2
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.