Question

A hydrocarbon with the formula $C_{10}{H}_{16}$ gives 4-methyl-3-oxopentanal and 3-oxobutanal on reductive ozonolysis. Its structure is

• A.
• B.
• C.
• D. a and c

Answer 1

The correct option is D a and c

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 the given compounds, both the double bond react with $O_3$ to form a cyclic peroxide derivative called ozonide. These ozonides gets cleaved to form respective oxidised molecule.

Compound (a) and (c) on ozonolysis gives 4-methyl-3-oxopentanal and 3-oxobutanal as shown :


Compound (b) on ozonolysis gives 5-methyl-4-oxohexanal and 2-oxopropanal (Methyl glyoxal)