2-(2,4,6-trifluorophenyl)aminomethylidene-5,5-dimethylcyclohexane-1,3-dione

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(2,4,6-trifluorophenyl)aminomethylidene-5,5-dimethylcyclohexane-1,3-dione
• 英文别名: 5,5-dimethyl-2-[(2,4,6-trifluoroanilino)methylidene]cyclohexane-1,3-dione
• 化学式: C₁₅H₁₄F₃NO₂
• 分子量: 297.277
• InChiKey: NORJWJMQXUYMGV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.36
• 重原子数：
  21.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  46.17
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  2,4,6-三氟苯胺 、 5,5-二甲基-1,3-环己二酮 、 原甲酸三乙酯 反应 0.17h， 生成 2-(2,4,6-trifluorophenyl)aminomethylidene-5,5-dimethylcyclohexane-1,3-dione
  参考文献：
  名称：

  Photobleaching Activity of 2-(Phenylamino)methylidenecyclohexane-1,3-diones in Tobacco (Nicotiana tabacum) Cultured Cells

  摘要：

  A series of phenylalkylidenecyclohexane-1,3-dione derivatives were designed and synthesized as vinylogous analogs of phthalimides, which are known photobleaching herbicides. The bleaching activity of synthesized compounds was assayed with photomixotrophic tobacco cultured cells under either light or dark conditions. Both the chlorophyll and the carotenoid contents of the cells treated with the cyclic diones decreased to almost zero within 24 h under the light condition but not under the dark condition. This rapid emergence of bleaching activity with light is one of the most distinctive actions of Protox-inhibiting herbicides; however, the cyclic dione did not inhibit protoporphyrinogen oxidase in vitro. Thus, we concluded that the cyclic diones possessed a different herbicidal mode of action from Protox-inhibiting herbicide.

  DOI：

  10.1021/jf960962i

文献信息

• Photobleaching Activity of 2-(Phenylamino)methylidenecyclohexane-1,3-diones in Tobacco (<i>Nicotiana</i> <i>tabacum</i>) Cultured Cells
  作者：Jing-Ming Wang、Tadao Asami、Fan-Sik Che、Noboru Murofushi、Shigeo Yoshida

  DOI：10.1021/jf960962i

  日期：1997.7.1

  A series of phenylalkylidenecyclohexane-1,3-dione derivatives were designed and synthesized as vinylogous analogs of phthalimides, which are known photobleaching herbicides. The bleaching activity of synthesized compounds was assayed with photomixotrophic tobacco cultured cells under either light or dark conditions. Both the chlorophyll and the carotenoid contents of the cells treated with the cyclic diones decreased to almost zero within 24 h under the light condition but not under the dark condition. This rapid emergence of bleaching activity with light is one of the most distinctive actions of Protox-inhibiting herbicides; however, the cyclic dione did not inhibit protoporphyrinogen oxidase in vitro. Thus, we concluded that the cyclic diones possessed a different herbicidal mode of action from Protox-inhibiting herbicide.