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1-Phenyl-1-chloroethane is a secondary halide. Most secondary halides undergo Sn1 reactions quite slowly. Why does it go faster?

2006-11-20 07:18:23 · 5 answers · asked by kelxcore09 1 in Science & Mathematics Chemistry

5 answers

Yeah, resonance stabilizes the carbocation. It works like this: the delocalized electrons "distribute" the positive charge all around the aromatic ring. Therefore the carbocation is favoured by the equilibrium and the reaction goes faster.

2006-11-20 07:24:59 · answer #1 · answered by Ferts 3 · 1 0

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2016-03-17 07:42:45 · answer #2 · answered by Anonymous · 0 0

Resonance stabilisation of the intermediate carbocation.
Draw them out, and you will see that the + charge can be put all over the place. This makes it more stable, and the reaction more likely to go by this route.

2006-11-20 07:22:43 · answer #3 · answered by Gervald F 7 · 0 0

1-chloroethane

2016-10-17 22:33:15 · answer #4 · answered by blades 4 · 0 0

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2016-04-10 09:23:58 · answer #5 · answered by Anonymous · 0 0

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