Ques. which of the following compound would react most rapidly in an SN2
mechanism? ?
A) CH3 CH₂I
B) CH₂=CH-I
C) (CH3)2 CH I
D)(CH3)3CI
Answers
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2
Answer:
Since S
N
2 reaction requires the approach of the nucleophile to the carbon-bearing the leaving group, the presence of bulky substituents on or near the carbon atom have a dramatic inhibiting effect. Of the simple alkyl halides, methyl halides react most rapidly in S
N
2 reactions because there are only three small hydrogen atoms.
A primary alkyl halide will prefer a S
N
2 reaction.
Thus the order of reactivity followed is:
Primary halide > Secondary halide > Tertiary halide.
Reactivity ⇒ CH
3
Br>(CH
3
)
2
CHBr>(CH
3
)
3
CBr
↪less bulky ↪bulky ↪more bulky
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