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- W2056934852 abstract "Abstract Based on kinetic, structural and synthetic evidence, a mechanism is proposed for the synthesis of aminomethanesulfonates (R·NH·CHR'·SO3 (-)). The mechanism involves the initial protonation of the amine, proton transfer to the hydroxymethanesulfonate via a six-membered cyclic intermediate followed by a nucleophilic attack of the free amine on the carbon atom. The transition state is assumed to correspond to a structure with practically all the positive charge on the nitrogen atom. For the hydrolysis reaction, the initial protonation of the aminomethanesulfonate is followed by the nucleophilic attack of a water molecule. This mechanism is in agreement with the experimentally determined Hammett reaction constants ρ, i.e. −3.5 for the formation reaction and −2.3 for the hydrolysis." @default.
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- W2056934852 date "1981-10-01" @default.
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- W2056934852 title "MECHANISM OF AMINOMETHANESULFONATE FORMATION AND HYDROLYSIS REACTIONS" @default.
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- W2056934852 doi "https://doi.org/10.1080/03086648108077427" @default.
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