The Telomerization of Methyl Acetate and Methyl Cyanoacetate with Ethylene

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概要

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• The telomerization of methyl acetate and cyanoacetate with ethylene initiated by di-<I>tert</I>-butyl peroxide was investigated. Methyl esters of linear and α-branched alkanoic acids, and linear and α-branched alkyl acetates, as well as hydrocarbons, were identified in the system of methyl acetate. The methyl esters of linear and α-branched α-cyanoalkanoic acids were identified in the system of methyl cyanoacetate, but no alkyl cyanoacetates could be found. It was suggested that intramolecular 1,5-hydrogen transfer in telomer radicals with two ethylene units and a chain-transfer reaction to the telomers gave the branched telomers. The chain-transfer constants were estimated in the system of methyl cyanoacetate. The introduction of the cyano group to methyl acetate at the α-position gave a favorable system for chain-transfer reactions and facilitated intramolecular 1,5-hydrogen transfer in the telomer radicals. The relatively higher relative reactivity of the methoxy group to the acetyl group in methyl acetate in the telomerization with ethylene was discussed.

• 公益社団法人 日本化学会の論文

著者

• Hirao Ichiro

  Laboratory of Industrial Chemistry, Department of Chemical Engineering, Kyushu Institute of Technology

• Fujimoto Tsutomu

  Laboratory of Organic Synthesis, Department of Chemical Engineering, Kyushu Institute of Technology

関連論文

• Polyether-amides from the Condensation of ω-(p-Carboxyphenoxy)alkanoic Acids with Aliphatic Diamines
• Studies of the Synthesis of Furan Compounds. XXVI. The Reaction of 5-Nitro-2-furimidoylhydrazine with Acid Anhydrides
• The Telomerization of Methyl Acetate and Methyl Cyanoacetate with Ethylene

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