What is the product of reaction of 3 hexanone with 1, 3 propanediol???

1 Answer
Jan 28, 2016

Answer:

The reaction is catalyzed by acid to give an acetal

#"CH"_3"CH"_2"C"("O"("CH"_2)_3"O")("CH"_2)_2"CH"_3#

Explanation:

Under acidic condition, the first step is the protonation of the carbonyl oxygen.

Subsequently, the alcohol (oxygen) attacks the electrophilic carbonyl carbon.

Proton transfer occurs.

A water molecule leaves, and the resulting structure is stabilized by resonance.

The other end of the alcohol attacks the same carbon (that was previously from the carbonyl group), forming the acetal.

Under basic conditions, only a hemiacetal is formed.