Dplus9980 Dplus9980
  • 25-01-2018
  • Chemistry
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Which item is not nucleophilic? a proton a carbanion an imidazole?

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Blitztiger
Blitztiger Blitztiger
  • 31-01-2018
The term "nucleophilic" describes substances that have excess electron pairs that they want to donate or share.

A proton does not have any excess electron pairs, so it is not nucleophilic.
A carbanion has a pair of excess electrons on a carbon atom, so it is nucleophilic.
An imidazole has excess electrons on its nitrogen atom, so it is nucleophilic.

Therefore, only the proton is not nucleophilic.
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