Reaction of Methanesulfenyl Bromide with Silver 2,4,6-Trinitrobenzenesulfonate in Organic Solvents

George K. Helmkamp; Dennis C. Owsley; Wayne M. Barnes; Howard N. Cassey

doi:10.1021/ja01008a039

Reaction of Methanesulfenyl Bromide with Silver 2,4,6-Trinitrobenzenesulfonate in Organic Solvents

George K. Helmkamp, Dennis C. Owsley, Wayne M. Barnes, Howard N. Cassey

Research output: Contribution to journal › Article › peer-review

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Abstract

Solutions of methanesulfenium 2,4,6-trinitrobenzenesulfonate in nitromethane, nitrobenzene, and acetonitrile have been prepared and studied by conductance and nmr techniques. The solutions show salt-like behavior, but conductometric and nmr data suggest specific bonding interactions between sulfenium ion and the solvent or the trinitrobenzenesulfonate anion. The results of this study show that these solvent systems behave as sulfenium ion transfer agents rather than as solutions of “free” methanesulfenium 2,4,6-trinitrobenzenesulfonate.

Original language	English
Pages (from-to)	1635-1638
Number of pages	4
Journal	Journal of the American Chemical Society
Volume	90
Issue number	6
DOIs	https://doi.org/10.1021/ja01008a039
State	Published - Mar 1 1968

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title = "Reaction of Methanesulfenyl Bromide with Silver 2,4,6-Trinitrobenzenesulfonate in Organic Solvents",

abstract = "Solutions of methanesulfenium 2,4,6-trinitrobenzenesulfonate in nitromethane, nitrobenzene, and acetonitrile have been prepared and studied by conductance and nmr techniques. The solutions show salt-like behavior, but conductometric and nmr data suggest specific bonding interactions between sulfenium ion and the solvent or the trinitrobenzenesulfonate anion. The results of this study show that these solvent systems behave as sulfenium ion transfer agents rather than as solutions of “free” methanesulfenium 2,4,6-trinitrobenzenesulfonate.",

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year = "1968",

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T1 - Reaction of Methanesulfenyl Bromide with Silver 2,4,6-Trinitrobenzenesulfonate in Organic Solvents

AU - Helmkamp, George K.

AU - Owsley, Dennis C.

AU - Barnes, Wayne M.

AU - Cassey, Howard N.

PY - 1968/3/1

Y1 - 1968/3/1

N2 - Solutions of methanesulfenium 2,4,6-trinitrobenzenesulfonate in nitromethane, nitrobenzene, and acetonitrile have been prepared and studied by conductance and nmr techniques. The solutions show salt-like behavior, but conductometric and nmr data suggest specific bonding interactions between sulfenium ion and the solvent or the trinitrobenzenesulfonate anion. The results of this study show that these solvent systems behave as sulfenium ion transfer agents rather than as solutions of “free” methanesulfenium 2,4,6-trinitrobenzenesulfonate.

AB - Solutions of methanesulfenium 2,4,6-trinitrobenzenesulfonate in nitromethane, nitrobenzene, and acetonitrile have been prepared and studied by conductance and nmr techniques. The solutions show salt-like behavior, but conductometric and nmr data suggest specific bonding interactions between sulfenium ion and the solvent or the trinitrobenzenesulfonate anion. The results of this study show that these solvent systems behave as sulfenium ion transfer agents rather than as solutions of “free” methanesulfenium 2,4,6-trinitrobenzenesulfonate.

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Reaction of Methanesulfenyl Bromide with Silver 2,4,6-Trinitrobenzenesulfonate in Organic Solvents

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