42598-85-6Relevant articles and documents
Solvolysis of N,N-dimethylthiocarbamoyl chloride: Effect of sulfur-for-oxygen substitution upon kinetics and product partitioning
Kevill, Dennis N.,Rudolph, Todd M.,D'Souza, Malcolm J.
, p. 192 - 196 (2007/10/03)
A study of the solvolyses of N,N-dimethylcarbamoyl chloride (1) was extended to the solvolyses of N,N-dimethylthiocarbamoyl chloride (2). The specific rates of solvolysis of 2 at 0.0°C are two to three orders of magnitude greater than those for 1. Analysis of the data using the extended Grunwald-Winstein equation leads to sensitivities l and m and an l/m ratio which are lower for 2 than those previously reported for 1. Product selectivities in mixtures of water with ethanol or methanol indicate a greater preference for reaction with alcohol for 2. All observations can be rationalized in terms of the formation of a more stable carbocation from 2, leading to an earlier transition state, reduced nucleophilic solvation and the possibility of extensive progression to a free carbocation prior to product formation. Copyright
The Pyrolysis of S-Alkyl Dimethylthiocarbamates
Johnson,Douglas E.,DeLane, James C.,Wisted, Eric E.
, p. 3688 - 3690 (2007/10/02)
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