5,7-dimethyl-2-trichloromethylchromone | 207553-39-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 5,7-dimethyl-2-trichloromethylchromone
• 英文别名: 5,7-Dimethyl-2-(trichloromethyl)chromen-4-one
• CAS: 207553-39-7
• 化学式: C₁₂H₉Cl₃O₂
• mdl: MFCD03035842
• 分子量: 291.561
• InChiKey: LKBZJIIRGBURFC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  17
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5,7-dimethyl-2-trichloromethylchromone 在 硫酸 、 硝酸 作用下， 反应 1.0h， 以95%的产率得到5,7-dimethyl-6,8-dinitro-2-trichloromethylchromone
  参考文献：
  名称：

  摘要：

  The nitration of 5,7-dimethyl-2-polyhaloalkylchromones affords either 5,7-dimethyl-6-nitro- or 5,7-dimethyl-6,8-dinitro-2-polyhaloalkylchromones, depending on the reaction conditions. Signals in the H-1 and C-13 NMR spectra of the sterically hindered chromones were completely assigned using the 2D NOESY, HETCOR, and COLOC spectra. The influence of nonplanar nitro groups on chemical shifts of carbon atoms was studied. Some spectral peculiarities of the peri-methyl group were revealed. The H-1-H-1 and C-13-H-1 spin-spin coupling constants, including the extreme six-bond long-range coupling between the protons of the Me(5) group and H(8), were determined.

  DOI：

  10.1023/a:1021340132279
• 作为产物：
  描述：

  1-(2-羟基-4,6-二甲基苯基)乙酮 在 吡啶 、 盐酸 、 potassium tert-butylate 、 溶剂黄146 作用下， 以 四氢呋喃 为溶剂， 反应 1.58h， 生成 5,7-dimethyl-2-trichloromethylchromone
  参考文献：
  名称：

  A Novel Synthesis of 2-Trichloromethylchromones and 7-Trichloromethylnorkhellin

  摘要：

  2-羟基苯乙酮与三氯乙酰氯在吡啶存在下于-30℃反应，然后用叔丁醇钾处理反应混合物，得到2-羟基-2-三氯甲基苯并二氢吡喃-4-酮。然后脱水得到2-三氯甲基色酮。

  DOI：

  10.1055/s-2002-31966

文献信息

• Condensation of nitriles of polyhalogenated carboxylic acids and benzonitrile with 2-hydroxy-4,6-dimethylacetophenone
  作者：V. Ya. Sosnovskikh

  DOI：10.1007/bf02498966

  日期：1998.2

  Condensation of 2-hydroxy-4,6-dimethylacetophenone with trifluoro- and trichloroacetonitriles gives 2-amino-5,7-dimethyl-2-trifluoro(trichloro)methyl-4-chromanones. The condensation with 2,2,3,3-tetrafluoropropionitrile, perfluorovaleronitrile, and benzonitrile stops at the stage of formation of the corresponding enamines.

  2-羟基-4,6-二甲基苯乙酮与三氟和三氯乙腈的缩合得到2-氨基-5,7-二甲基-2-三氟（三氯）甲基-4-色满酮。与 2,2,3,3-四氟丙腈、全氟戊腈和苄腈的缩合在相应烯胺形成阶段停止。
• Synthesis of 2-(2-hydroxyaroylmethylene)hexahydropyrimidines from 2-trichloromethylchromones and trimethylenediamine
  作者：V. Ya. Sosnovskikh、V. A. Kutsenko

  DOI：10.1007/bf02494859

  日期：1999.11

  The reactions of 2-trichloromethylchromones with trimethylenediamine in ethanol at room temperature afford 2-(2-hydroxyaroylmethylene)hexahydropyrimidines. Under analogous conditions, 2-methylchromone gives a mixture ofN,N′-trimethylenebis[3-amino-1-(2′-hydroxyphenyl)-2-buten-1-one] andN,N′-trimethylenebis(imine) of 2-hydroxyacetophenone.

  2-三氯甲基色酮与三亚甲基二胺在室温下在乙醇中的反应得到2-(2-羟基芳酰基亚甲基)六氢嘧啶。在类似条件下，2-甲基色酮得到 N,N'-三亚甲基双[3-氨基-1-(2'-羟基苯基)-2-丁烯-1-one]和 2-的 N,N'-三亚甲基双(亚胺)的混合物羟基苯乙酮。
• ——
  作者：V. Ya. Sosnovskikh、B. I. Usachev、M. I. Kodess

  DOI：10.1023/a:1021340132279

  日期：——

  The nitration of 5,7-dimethyl-2-polyhaloalkylchromones affords either 5,7-dimethyl-6-nitro- or 5,7-dimethyl-6,8-dinitro-2-polyhaloalkylchromones, depending on the reaction conditions. Signals in the H-1 and C-13 NMR spectra of the sterically hindered chromones were completely assigned using the 2D NOESY, HETCOR, and COLOC spectra. The influence of nonplanar nitro groups on chemical shifts of carbon atoms was studied. Some spectral peculiarities of the peri-methyl group were revealed. The H-1-H-1 and C-13-H-1 spin-spin coupling constants, including the extreme six-bond long-range coupling between the protons of the Me(5) group and H(8), were determined.
• A Novel Synthesis of 2-Trichloromethylchromones and 7-Trichloromethylnorkhellin
  作者：Vyacheslav Ya. Sosnovskikh、Boris I. Usachev

  DOI：10.1055/s-2002-31966

  日期：——

  The reaction of 2-hydroxyacetophenones with trichloroacetyl chloride in the presence of pyridine at -30 °C followed by treatment of the reaction mixture with potassium tert-butylate affords 2-hydroxy-2-trichloromethylchroman-4-ones. Dehydration then provides the 2-trichloromethyl-chromones.

  2-羟基苯乙酮与三氯乙酰氯在吡啶存在下于-30℃反应，然后用叔丁醇钾处理反应混合物，得到2-羟基-2-三氯甲基苯并二氢吡喃-4-酮。然后脱水得到2-三氯甲基色酮。