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Studies of Solvolyses of Biphenyl-4-carbonyl Chloride by Extended Grunwald-Winstein Equation
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 Title & Authors
Studies of Solvolyses of Biphenyl-4-carbonyl Chloride by Extended Grunwald-Winstein Equation
Choi, Hojune; Koh, HanJoong; Yang, Kiyull; Koo, InSun;
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 Abstract
The solvolysis rate constants of biphenyl-4-carbonyl chloride (C6H5C6H5COCl, 1) in 19 different solvents are well correlated with the extended Grunwald-Winstein equation, using the NT solvent nucleophilicity scale, YCl solvent ionizing scale, and I aromatic ring parameter with sensitivity values of 0.31±0.10, 0.46±0.05, and 0.96±0.20 for l, m, and h, respectively. These l, m, and h values can be considered to support a dissciative SN2 reaction pathway. This interpretation is further supported by the activation parameters, i.e., relatively small positive ΔH (15.3~16.1 kcal/mol) values and large negative ΔS (−17.2~−20.0 cal/mol·K) values.
 Keywords
Biphenyl-4-carbonyl chloride;Extended Grunwald-Winstein equation;Dissociative SN2 mechanism;
 Language
Korean
 Cited by
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