Nucleophilic displacement reactions of benzyl chlorides.

Yeh-Huey. Tsai
The rates of reactions of methoxide and a series of substituted thiophesoecides with 2-methyl, 2,6-dimethyl, 4-methyl, 3-nitro and unsubstituted benzyl chloride have been measured. The pKa values of nine substituted thiophenols were determined in methanol. The magnitude of the London interaction energy in the transition state for 2,6-dimethylbenzyl chloride was found to be approximately twice that of the observed value for 2-methylbenzyl chloride. This suggests that the effect of London interaction may be additive. The...
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