Bulletin of the Chemical Society of Japan
Online ISSN : 1348-0634
Print ISSN : 0009-2673
ISSN-L : 0009-2673
Reaction of Organic Tin(II) Compound with Phenyl Isothiocyanate and Carbon Disulfide
Ikuko WakeshimaYoshihiro SaitohIchiro Kijima
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1978 Volume 51 Issue 12 Pages 3549-3552

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Abstract

Reaction of organic tin(II) compounds, Sn(OR)2[R=C2H5, CH2CH2N(CH3)2, C6H5, o-CH3C6H4], with phenyl isothiocyanate and carbon disulfide have been investigated. The reaction of di(ethoxo)tin(II) with phenyl isothiocyanate in benzene at room temperature gave the corresponding addition product. The reaction at 80–81 °C however gave diethyl N-phenylcarbonimidate. Phenyl isothiocyanate reacted exothermically with bis[2-(dimethylamino)ethoxo]tin(II) to yield the 1 : 1 addition product. In the reaction with bis(2-methylphenoxo)tin(II), a compound containing one molecule of phenyl isothiocyanate per two molecules of the tin(II) compound was isolated, but the reaction with di(phenoxo)tin(II) did not occur. Di(ethoxo)tin(II) reacted with carbon disulfide to give diethyl thiocarbonate, diethyl carbonate, and tetraethyl orthocarbonate. Bis(o-methylphenoxo)tin(II) and di(phenoxo)tin(II) however did not react with carbon disulfide.

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