Nucleophilic substitution happens on compounds having nucleophilic groups as leaving groups. The rule is, the weaker the basicity of a group of the substrate, the better is its leaving abillity. In these substitution reactions, the basicity of leaving group must be less than the incoming nucleophilic group. Nucleophilic substitution reaction at sp3-hybridized carbon is either bimolecular (SN2) or unimolecular. Bimolecular reaction takes place in single step, involving transition state intermediate. In SN2 reaction, inversion in configuration occurs. In case of optically active alkyl halides, the inversion in configuration is called Walden inversion. SN2 reaction is preferred if the compound has less steric hindrance. On the other hand, unimolecular (SN1) reaction involves two steps and a carbonium ion intermediate. Optically active substrates give racemic mixture in these type of reactions. Which of the following will produce enantiomeric pair on treatment with HOH? I ÇH, C,Hg-C-Br C,Hs-C-CI CH3 IA H CH3 C,Hs-C-I CH3-C-Br CH C,H,

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Chapter1: Chemical Foundations
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Nucleophilic substitution happens on compounds having nucleophilic
groups as leaving groups. The rule is, the weaker the basicity of a group of
the substrate, the better is its leaving ability. In these substitution
reactions, the basicity of leaving group must be less than the incoming
nucleophilic group. Nucleophilic substitution reaction at sp3-hybridized
carbon is either bimolecular (SN2) or unimolecular. Bimolecular reaction
takes place in single step, involving transition state intermediate. In SN2
reaction, inversion in configuration occurs. In case of optically active alkyl
halides, the inversion in configuration is called Walden inversion. SN2
reaction is preferred if the compound has less steric hindrance. On the
other hand, unimolecular (SN1) reaction involves two steps and a
carbonium ion intermediate. Optically active substrates give racemic
mixture in these type of reactions. Which of the following will produce
enantiomeric pair on treatment with HOH? "
I ÇH,
C,Hs-C-Br
C,Hs-C-CI
C,H3
CH3
H
CH,
C,Hs-C-I
CH3-C-Br
CH3
C,H,
Transcribed Image Text:Nucleophilic substitution happens on compounds having nucleophilic groups as leaving groups. The rule is, the weaker the basicity of a group of the substrate, the better is its leaving ability. In these substitution reactions, the basicity of leaving group must be less than the incoming nucleophilic group. Nucleophilic substitution reaction at sp3-hybridized carbon is either bimolecular (SN2) or unimolecular. Bimolecular reaction takes place in single step, involving transition state intermediate. In SN2 reaction, inversion in configuration occurs. In case of optically active alkyl halides, the inversion in configuration is called Walden inversion. SN2 reaction is preferred if the compound has less steric hindrance. On the other hand, unimolecular (SN1) reaction involves two steps and a carbonium ion intermediate. Optically active substrates give racemic mixture in these type of reactions. Which of the following will produce enantiomeric pair on treatment with HOH? " I ÇH, C,Hs-C-Br C,Hs-C-CI C,H3 CH3 H CH, C,Hs-C-I CH3-C-Br CH3 C,H,
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