Question

Show how you would synthesize the following derivatives from appropriate carbonyl compounds

Short answer

a.

b.

c.

d.

e.

f.

Step-by-step solution

Oxime

A compound containing C=N-OH group, formed by the reaction of a ketone or an aldehyde with hydroxylamine is known as oxime.

Acetal

It is a derivative of an aldehyde or a ketone having two alkoxy groups in place of the carbonyl group.

Imine

Ammonia or primary amine under proper conditions reacts with a ketone or an aldehyde to form an imine.

Synthetic methodology

(a) Cyclopropanone reacts with hydroxylamine in presence of an acidic catalyst to give the product as cyclopropanone oxime.

reaction a

(b) Benzaldehyde reacts with cyclohexanamine cyclohexanone in presence of an acidic catalyst to give the product as (E)-N-benzylidenecyclohexanamine

reaction b

(c) Phenylmethanamine reacts with cyclohexanone in presence of an acidic catalyst to give the product as N-cyclohexylidene-1-phenylmethanamine.

reaction c

(d) 1H-inden-2(3H)-one reacts with ethane-1,2-diol in presence of an acidic catalyst to give the product as 1',3'-dihydrospiro[[1,3]dioxolane-2,2'-indene].

reaction d

(e) Cyclopentanamine reacts with propan-2-one in presence of an acidic catalyst to give the product as N-(propan-2-ylidene)cyclopentanamine.

reaction e

(f) Cyclohexanone reacts with methanol in presence of an acidic catalyst to give the product as 1,1-dimethoxycyclohexane.

reaction f