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- W2092688908 abstract "The nucleophilic substitution reactions of O-ethyl phenyl phosphonochloridothioate with substituted anilines () and deuterated anilines () are kinetically investigated in acetonitrile at . The deuterium kinetic isotope effects (DKIEs) invariably increase from a secondary inverse DKIE ( = 0.93) to a primary normal DKIE ( = 1.28) as the substituent of nucleophile (X) changes from electron-donating to electron-withdrawing. These can be rationalized by the gradual transition state (TS) variation from a backside to frontside attack. A concerted mechanism is proposed. A trigonal bipyramidal TS is proposed for a backside attack while a hydrogen-bonded, four-center-type TS is proposed for a frontside attack." @default.
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- W2092688908 date "2012-08-20" @default.
- W2092688908 modified "2023-09-27" @default.
- W2092688908 title "Kinetics and Mechanism of the Anilinolysis of O-Ethyl Phenyl Phosphonochloridothioate in Acetonitrile" @default.
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- W2092688908 doi "https://doi.org/10.5012/bkcs.2012.33.8.2707" @default.
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