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Topic: Nucleophilic Substitution  (Read 4353 times)

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Offline Winga

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Nucleophilic Substitution
« on: March 26, 2005, 07:07:29 AM »
Why weaker the base, better the leaving group?

Offline Donaldson Tan

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Re:Nucleophilic Substitution
« Reply #1 on: March 26, 2005, 07:23:25 AM »
i would tend to think weaker base in the sense that it would be less reactive, thus indicate higher stability to act as a leaving group
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dexangeles

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Re:Nucleophilic Substitution
« Reply #2 on: March 27, 2005, 04:01:00 PM »
less basic --> less nucleophilic --> better leaving group

Offline Winga

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Re:Nucleophilic Substitution
« Reply #3 on: March 27, 2005, 07:21:21 PM »
But, less basic doesn't mean that it must be less nucleophilic, right?

Offline Mitch

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Re:Nucleophilic Substitution
« Reply #4 on: March 27, 2005, 07:29:13 PM »
Maybe its because you don't want to encourage the competitive reaction of elimination.
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