46aE

Question

Which reaction in each of the following pairs would you expect to be faster?

(a) The $S_{N} 2$ displacement by $I^{-} o n C H_{3} C l o r C H_{3} O T s$

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Answer

$C H_{3} O T s$ $s h o w s f a s t r e a c t i o n t h a n$ $C H_{3} C l$

1S N 2 reaction

It is a nucleophilic substitution reaction in which an old bond is broken and a new bond is formed both processes occur simultaneously. Hence, it’s a single-step reaction.

The two reacting species are involved in the rate-determining steps.

2Nucleophile

Nucleophiles are the negatively charged ions or the neutral species having the lone pair of electrons that are ready for bonding.

3Species react faster I -

If the species are is a better leaving group then it reacts faster with the nucleophile $C H_{3} O T s$

is a better leaving group than $C H_{3} C l$

$C H_{3} O T s$ $i s s h o w f a s t r e a c t i o n t h a n$ $C H_{3} C l$

45dE

46bE

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45cE

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45dE

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46bE

Which reaction in each of the following pairs would you expect to be faster? (b) The displacement by on bromoethane or on bromocycloh

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46cE

Which reaction in each of the following pairs would you expect to be faster? (c) The SN2 displacement on 2-bromopropane by ̳

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