Anomalous Reaction of Arylmalononitriles with Nitric Acid. Para-Directing Nature of Dicyanomethyl Group and a Through-Ring Nitro/aci-Nitro Tautomerism of 4-Nitrophenylmalononitrile
スポンサーリンク
概要
- 論文の詳細を見る
Phenylmalononitrile reacts with nitric acid in dichloromethane at room temperature to afford 1,2-bis(4-nitrophenyl)-1,1,2,2-tetracyanoethane as an initial product, which readily suffers oxidative cleavage to give 4-nitrobenzoyl cyanide. Contrary to common understanding, dicyanomethyl group exhibits no meta-directing property. 4-Nitrophenylmalononitrile is found to exist in two stable tautomeric forms, which undergo a facile nitro/<I>aci</I>-nitro interconversion across aromatic ring depending on the nature of solvent employed.
- Chemical Society of Japanの論文
著者
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Ogawa Takuji
Department Of Chemistry Faculty Of Science Ehime University
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Suzuki Hitomi
Deparment Of Chemistry School Of Science Kwansei Gakuin University
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Suzuki Hitomi
Department of Chemistry, Faculty of Science, Ehime University
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Koide Hideki
Department of Chemistry, Faculty of Science, Ehime University
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