Formation of cyanonitro-3-cyclohexen-1-ones in the reaction of tetramethylbenzonitriles with fuming nitric acid.
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概要
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The reaction of 3,4,5,6-tetramethylbenzene-1,2-dicarbonitrile with fuming nitric acid at room temperature yielded appreciable amounts of 3,4-dicyano-5,6-dinitro-2,2,5,6-tetramethyl-3-cyclohexen-1-one and 3,4-dicyano-6-hydroxy-5-nitro-2,2,5,6-tetramethyl-3-cyclohexen-1-one in addition to the expected side-chain substitution products. 2,3,5,6-Tetramethylbenzonitrile similarly gave 3-cyano-5,6-dinitro-2,2,4,5-tetramethyl-3-cyclohexen-1-ones as minor products. The structures of these nitro ketones have been assigned by spectral methods and a probable mechanistic pathway to their formation is presented.
- 公益社団法人 日本化学会の論文
著者
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Suzuki Hitomi
Deparment Of Chemistry School Of Science Kwansei Gakuin University
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Hanafusa Terukiyo
Department of Chemistry, Faculty of Science, Hiroshima University
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Koge Mamie
Department of Chemistry, Faculty of Science, Hiroshima University
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Inoue Akiyoshi
Department of Chemistry, Faculty of Science, Hiroshima University
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