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New reactions of long‐chain isocyanides
Author(s) -
Jungermann Eric,
Smith Frederick W.
Publication year - 1959
Publication title -
journal of the american oil chemists' society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.512
H-Index - 117
eISSN - 1558-9331
pISSN - 0003-021X
DOI - 10.1007/bf02639612
Subject(s) - isocyanide , chemistry , halogen , organic chemistry , fatty acid , medicinal chemistry , alkyl
Summary and conclusions Three new reactions of fatty isocyanides were discovered and are summarized below. With halogens, products of the type (RNCX) n were isolated; this differs from the aromatic or short‐chain isocyanides which form RNCX 2 under similar conditions. With alkylating agents, such as methyl chloride or ethyl sulfate, the fatty isocyanides formed quaternary‐like surface‐active derivatives. This type of reaction has not been reported previously. With acid chlorides, the following type of structures were formed:R x 0027 ; ' C = O|R x 0027 ; N = C+ C l -this differs from the aromatic or short‐chain isocyanides which are reported to formunder similar conditions.In reactions of fatty isocyanides with alkylating agents and with acid chlorides evidence was presented to indicate that addition occurred at the nitrogen of the isocyanide group. These are the first examples in the literature of such reactions by isocyanides.