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in each of the following indicate which reaction will occur faster. explain your reasoning. 1 chlorobutane...

in each of the following indicate which reaction will occur faster. explain your reasoning.

1 chlorobutane with sodium azide and sodium p toluenesulfonate in aqueous ethanol.

if p toluenesulfonate is a better nucleophile than azide, why doesnt p toluenesulfonate occur faster?

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Answer #1

Reatcion with 1 chlorobutane with sodium azide is faster because 1-chlrobutane is primary alkyl halideand so should react by an SN2 mechanism. Sodium azide is better nucleophile than sodium p-toluenesulfonate so reaction occur faster than p toluenesulfonate.

if p toluenesulfonate is a better nucleophile than azide..

No it is not like that Azide ion is a very good nucleophilewhereas p-toluenesulfonateis a very good leaving group but a very poor nucleophile.In an SN2 reaction with1-chlorobutane,sodium azide will react faster than sodium p-toluenesulfonate.

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