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Question

An alkene 'A' on ozonolysis yield only ethanal. The chain isomer of 'A' on ozonolysis yields-

A
CH3COCH3
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B
CH3CHO
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C
HCHO
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D
CH3CH2CHO
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Solution

The correct option is C HCHO
Ozonolysis of alkenes involves the addition of an ozone molecule to an alkene, to form an ozonide. Formed ozonide gets cleaved by ZnH2O to smaller oxidised molecules.

To find the compound involved in ozonolysis just eliminate the oxidised part (i.e. oxygen) of products and combine them with a double bond.

Alkene 'A' on ozonolysis gives only ethanal so it is a symmetrical alkene. Thus, eliminating the oxidised part of ethanal and combing them with a double bond gives 2-Butene.
This is shown clearly in the below diagram,

The only possible chain isomer of 'A' is
2-Methylprop-1-ene

The ozonolysis product of 2-Methylprop-1-ene are acetone and formaldehyde

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