## Abstract DFT computations on the mechanisms of nucleophilic substitutions on benzyl bromides were performed and the calculated activation parameters were compared with experimentally acquired data. In vacuo, the presence of electron‐withdrawing (e‐w) groups on the benzyl bromides accelerated the
Effect of solvents and effect of nucleophiles in nucleophilic substitution on benzyl bromide—A kinetic study
✍ Scribed by P. Manikyamba; E. V. Sundaram
- Publisher
- John Wiley and Sons
- Year
- 1990
- Tongue
- English
- Weight
- 611 KB
- Volume
- 22
- Category
- Article
- ISSN
- 0538-8066
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✦ Synopsis
Abstract
The kinetics of the reaction of benzyl bromide with thiourea was studied in different pure (protic and aprotic) solvents and the rate data was correlated using linear multiple regression analysis. From the regression coefficients which describe the susceptibility of rate to different solvent parameters, information regarding the solvent‐reagent, and the solvent‐intermediate interactions was obtained and solvation models were proposed.
Applicability of the Swain‐Scott free energy relationship was tested using different sulphur nucleophiles in acetonitrile solvent and the nucleophilicity constant of N‐acetylthiourea was computed as 2.74 from the regression line.
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