Answer to Question #236611 in Organic Chemistry for Kresten

Question

An unknown compound A decolourises a solution of Bromine in carbon tetrachloride. Ozonolysis of A gave acetone and form aldehyde as the only organic product.Identify the structure of A

Answer 1

Compound A can decolorise bromine solution.

It can be deduced that compound A is an alkene.

Ozonolysis of alkene >C=C< gives two carbonyl compounds: >C=O and O=C<.

Ozonolysis of alkene A gives acetone ((CH₃)₂C=O) and formaldehyde (O=CH₂).

It can be deduced that the structure of A is (CH₃)₂C=CH₂,