Alkoxy isothiocyanates, RO–N[double bond, length half m-dash]C[double bond, length half m-dash]S[hair space]

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Allan T. Bech, Robert Flammang, Carl Th. Pedersen, Ming Wah Wong and Curt Wentrup


Abstract

Methoxy isothiocyanate has been identified as a product of pyrolysis of the silver salt of N-methoxydithiocarbamic acid. It is also formed on FVT of 1-(N-methoxythiocarbamoyl)imidazole and 1-(N-methoxythiocarbamoyl)-1,2,4-triazole. Methoxy isothiocyanate was identified by IR spectroscopy in argon matrices at 10 K supported by good agreement with the ab initio and DFT calculated spectrum. Isopropoxy isothiocyanate was generated from the corresponding silver salt in a similar manner. The oligomerization of MeONCS to trithiolanes and tetrathianes is also described.


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