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• W2951503411 abstract "Several ring-substituted tert-butyl phenylperacetates (YC6H4CH2CO3But) and their deuterated versions (YC6H4CD2CO3But) were prepared (Y: p-OCH3, p-CH3, p-H, and p-NO2). Thermolyses at 80 °C in CDCl3 showed excellent first-order kinetics. The rates have been measured as kYH × 104 and kYD × 104 s-1: 11.9 and 9.20 (p-OCH3), 2.64 and 2.22 (p-CH3), 1.06 and 0.93 (p-H), 0.164 and 0.156 (p-NO2). Hammett correlations were derived to yield ρYH+ = −1.17 and ρYD+ = −1.12. However, better Hammett plots were obtained with three points (p-OCH3, p-CH3, and p-H) showing ρYH+ = −1.35 and ρYD+ = −1.28. SDKIE was calculated as 1.293 (p-OCH3), 1.189 (p-CH3), 1.140 (p-H), and 1.051 (p-NO2), showing substantial substituent effects. Values of kYH/kYD for p-NO2 showed little temperature dependence. Hammett correlations and SDKIE were derived from the same kinetic entity that is the bond cleavage." @default.
• W2951503411 created "2019-06-27" @default.
• W2951503411 creator A5012945820 @default.
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• W2951503411 date "1999-05-01" @default.
• W2951503411 modified "2023-10-12" @default.
• W2951503411 title "Secondary α-Deuterium Kinetic Isotope Effects Signifying a Polar Transition State in the Thermolysis of Ring-Substituted <i>tert</i>-Butyl Phenylperacetates" @default.
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• W2951503411 doi "https://doi.org/10.1021/jo9814492" @default.
• W2951503411 hasPublicationYear "1999" @default.
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