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.
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.
We are sorry that this page was not useful for you!
Let us improve this page!
Tell us how we can improve this page (in your own language if you prefer)? If you would like a response, please include your email address e.g. [email protected]