Question

Which alkene on reductive ozonolysis gives 1 mole each of propan-2-one, formaldehyde and 2,4-dioxohexanedial?

• A.
• B.
• C.
• D.

Answer 1

The correct option is B

Ozonolysis of alkenes involves the addition of an ozone molecule to an alkene, to form an ozonide. Formed ozonide gets cleaved by $Zn-H_{2}O$ to smaller oxidised molecules.
In all the given compound all the 3 double bonds form ozonide and gives different oxidised product.
Compound (b) on ozonolysis gives formaldehyde, propan-2-one (acetone) and 2,4-dioxohexanedial


Compound (a) gives propanaldehyde, formaldehyde and 2,4- dioxo hexanedial.

Compound (c) gives acetone, formaldehyde and 2, 5- dioxohexanedial.

Compound (d) gives acetone and 2 moles of formaldehyde.

Thus, the correct compound is (b).