Chemistry - Halogen Derivative Question with Solution | TestHub

ChemistryHalogen DerivativeNUCLEOPHILIC SUBSTITUTION REACTIONS (SN1 AND SN2), SN(NEIGHBOURING GROUP PARTICIPATION), SNIMedium2 minQB
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Which of the following compounds will give racemic mixture on nucleophilic substitution by OH⁻ ion?

(a) CH₃CH(Br)C₂H₅; (b) CH₃C(Br)(CH₃)C₂H₅; (c) CH₃CH(C₂H₅)CH₂Br

 

NCERT Exemplar Unit 10 Q25: printed structures (a), (b), and (c)

Options:

Answer:
A
Solution:

The secondary chiral bromide (a) can react through a planar carbocation and give both enantiomers.

Stream:JEESubject:ChemistryTopic:Halogen DerivativeSubtopic:NUCLEOPHILIC SUBSTITUTION REACTIONS (SN1 AND SN2), SN(NEIGHBOURING GROUP PARTICIPATION), SNI
⏱ 2mℹ️ Source: QB

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