Eur. J. Chem. volume 2, issue 2, P130-135 2011 DOI: 10.5155/eurjchem.2.2.130-135.405
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Malcolm John D’Souza, Kevin Edward Shuman, Arnold Ochieng Omondi, Dennis Neil Kevill
Abstract:

The specific rates of solvolysis (including those obtained from the literature) of isopropenyl chloroformate (1) are analyzed using the extended Grunwald-Winstein equation, involving the NT scale of solvent nucleophilicity (S-methyldibenzothiophenium ion) combined with a YCl scale based on 1-adamantyl chloride solvolysis. A similarity model approach, using phenyl chloroformate solvolyses for comparison, indicated a dominant bimolecular carbonyl-addition mechanism for the solvolyses of 1 in all solvents ex…

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