Skip to content
dronacharya.ai
← IIT-JEE 2012 · Paper 1
ChemistrySingle correct+3 / -1Question 23 of 60

IIT-JEE 2012 · Paper 1, Chemistry question 23

The number of optically active products obtained from the complete ozonolysis of the given compound is

CH₃-CH=CH-CH(CH₃)-CH=CH-CH(CH₃)-CH=CH-CH₃ with the two stereocentres drawn with wedge/hash bonds (opposite senses at the two centres).
Choose one option
Answer and worked solution

Official answer: A

Complete ozonolysis cleaves all three C=C bonds:
CHX3CH=CH−CH(CHX3)−CH=CH−CH(CHX3)−CH=CHCHX3→2 CHX3CHO+2 OHC−CH(CHX3)−CHO.\ce{CH3CH=CH-CH(CH3)-CH=CH-CH(CH3)-CH=CHCH3}\to2\,\ce{CH3CHO}+2\,\ce{OHC-CH(CH3)-CHO}.

Chirality of the products. In 2-methylpropanedial the former stereocentre now carries two identical CHO groups, so it is no longer a stereocentre. Acetaldehyde is achiral. No optically active product forms.

(A)

Topics:Optical isomerism and chiralityAlkenes
← Previous questionNext question →