SN2 Reaction: Allyl Chloride with HS

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Picture displaying SN2 reaction

Click the structures and reaction arrows in sequence to view the 3D models and animations respectively

The π framework of p orbitals provides stabilisation in the transition state. This improves the rate of the SN2 reaction and also causes the SN2 reaction to be favoured over SN1.

Back to more SN2 reactions

Alternatively, use these links: (Substrate: Nucleophile)

Allyl chloride : SH | Benzyl chloride : SH | 2o benzyl chloride: SH | 2o allyl chloride : SH (SN2′)

R. H. DeWolfe and W. G. Young, Chem. Rev., 1956, 56, 753–901.

J. W. Hill and A. Fry, J. Am. Chem. Soc., 1962, 84, 2763–2769.

 

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