Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Studies on Acetylenic Compounds. XL. The Addition Reaction of Nitrosyl Chloride and Nitryl Chloride to Acetylenic Compounds
岩井 一成富田 和男井手 純也
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1965 年 13 巻 2 号 p. 118-129

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The addition reaction of nitryl chloride and nitrosyl chloride with phenyl acetylene (Ia), phenylmethylacetylene (Ib), diphenylacetylene (Ic), 3-phenyl-2-propyn-1-ol alcohol acetate (Id), phenylpropiolic acid (Ie), and ethyl phenylpropiolate (If) was carried out under various conditions which afforded the corresponding chloro-nitroolefins : α-chloro-β-nitrostyrene (trans IIa and cis IIa), 1-chloro-1-phenyl-2-nitro-1-propene-1(IIb), α-chloro-β-nitrostylbene(IIc), 2-nitro-3-chloro-3-phenyl-2-propen-1-ol acetate (IId), α-nitro-β-chlorocinnamic acid (IIe), and ethyl α-nitro-β-chlorocinnamate (IIf) respectively. The geometrical relationship of the isomers of α-chloro-β-nitrostyrene were determined by dipole moments and infrared and ultraviolet spectra.
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© The Pharmaceutical Society of Japan
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