Chemistry - STEREO ISOMERISM Question with Solution | TestHub
ChemistrySTEREO ISOMERISMCHIRAL CENTRE AND CHIRAL MOLECULESMedium2 minQB
ChemistryMediumsingle choice
Which of the following is chiral and gives racemic mixture on treatment with trace of base?
(A) CH3-CH2-CO-CH2-CH3 (B) (Et)(CH3)(Ph)C-CO-CH3 (C) 3,5-diethylheptan-4-one (Et groups one wedge, one dash) (D) All of these
Options:
Answer:
C
Solution:
Ans. (C).
Sol. Racemisation by a trace of base needs an enolisable alpha-H on the stereocentre, and the molecule must be chiral. (A) Pentan-3-one has no stereocentre, so it is not chiral. In (B) the stereocentre has no alpha-H, so it cannot racemise. (C) is chiral and its stereocentres are alpha to C=O with alpha-H, so base removes the alpha-H to give a planar enolate and the compound racemises.
Stream:JEESubject:ChemistryTopic:STEREO ISOMERISMSubtopic:CHIRAL CENTRE AND CHIRAL MOLECULES
⏱ 2mℹ️ Source: QB
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