2,6-Dimethoxy-3,4,5-trifluorobenzoic acid | 224434-09-7

• 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: 2,6-Dimethoxy-3,4,5-trifluorobenzoic acid
• 英文别名: 3,4,5-trifluoro-2,6-dimethoxybenzoic acid
• CAS: 224434-09-7
• 化学式: C₉H₇F₃O₄
• 分子量: 236.147
• InChiKey: AKRDHFJMCJJNBF-UHFFFAOYSA-N

物化性质

• 沸点：
  321.9±37.0 °C(Predicted)
• 密度：
  1.452±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2,6-Dimethoxy-3,4,5-trifluorobenzoic acid 在 五氯化磷 、 氢溴酸 、 magnesium ethylate 作用下， 以 苯 为溶剂， 反应 2.0h， 生成 1-(3,4,5-trifluoro-2,6-dimethoxybenzoyl)butane-1,3-dione
  参考文献：
  名称：

  Synthesis of ethyl 3-oxo-2-(3,4,5-trifluoro-2,6-dimethoxybenzoyl)butyrate

  摘要：

  Ethyl acetoacetate was acylated with 3,4,5-trifluoro-2,6-dimethoxybenzoyl chloride to give, for the first time, ethyl 3-oxo-2-(3,4,5-trifluoro-2,6-dimethoxybenzoyl)butyrate and its copper chelate. The title compound was used for the synthesis of 6,7,8-trifluoro-5-hydroxy-2-methylchromone, 1-(3,4,5-trifluoro-2,6-dimethoxyphenyl)butane-1,3-dione, and its copper chelate.

  DOI：

  10.1007/bf02494900
• 作为产物：
  描述：

  五氟苯甲酰氯 在 碘 、 magnesium 、 sodium hydroxide 作用下， 以 甲苯 为溶剂， 反应 2.0h， 生成 2,6-Dimethoxy-3,4,5-trifluorobenzoic acid
  参考文献：
  名称：

  一种简便有效的方法来检测多氟水杨酸及其抗结核活性

  摘要：

  我们已经开发了用于polyfluorosalicylic酸合成通过亲核的实际方法邻-单用甲醇镁氟原子的3'-取代。我们设法将目标多氟水杨酸的收率从良好提高到定量。我们已经研究了多氟水杨酸的抗结核活性。已经发现化合物的最小抑制浓度（MIC）为0.7至6.5μg/ mL，这取决于结构。

  DOI：

  10.1016/j.bmcl.2016.03.107

文献信息

• The selective ortho-methoxylation of pentafluorobenzoic acid – a new way to tetrafluorosalicylic acid and its derivatives
  作者：I.T. Bazyl'、S.P. Kisil'、Y.V. Burgart、V.I. Saloutin、O.N. Chupakhin

  DOI：10.1016/s0022-1139(98)00316-9

  日期：1999.2

  A simple and efficient preparation of tetrafluorosalicylic acid has been developed which involves a selective substitution of fluorine in pentafluorobenzoic acid with methoxyl group by magnesium methoxide. The synthesis of 2,6-dimethoxy-3,4,5-trifluorobenzoic acid, 4,5,6-trifluororesorcinol and its dimethoxy ether is described.

  已经开发了一种简单而有效的四氟水杨酸的制备方法，该方法包括用甲醇镁选择性地用甲氧基选择性取代五氟苯甲酸中的氟。描述了2,6-二甲氧基-3,4,5-三氟苯甲酸，4,5,6-三氟间苯二酚及其二甲氧基醚的合成。
• Fluoroaryl containing β,β′-dioxoesters in the synthesis of fluorobenzopyran-4(2)-ones
  作者：S.P Kisil’、Ya.V Burgart、V.I Saloutin、O.N Chupakhin

  DOI：10.1016/s0022-1139(01)00346-3

  日期：2001.5

  Fluoroaryl containing beta, beta'-dioxoesters and their copper(II) chelates have been prepared by acylation of ethyl acetoacetate with 2,6-dimethoxy-3,4,5-trifluorobenzoyl, 2-methoxy-3,4,5,6-tetrafluorobenzoyl and pentafluorobenzoyl chlorides. Cyclization of these beta,beta'-dioxoesters leads to formation of substituted fluorochromones. Depending on conditions, 2-methyl-5-methoxy-6,7,8-trifluoro-3-ethoxycarbonylchromone hydrolyzed to 5-hydroxy-2-methyl-6,7,8-trifluorochromone or 5-hydroxy-2-methyl-6,7,8-trifluorochromone-3-carboxylic acid. The same chromone reacts with morpholine to form a seven-substituted product and ammonium hydroxide to give 3-iminoacetyl-4-hydroxy-5-methoxy-6,7,8-trifluorocoumarin. Hydrolysis of the latter affords 3-acetyl-4-hydroxy-5-methoxy-6,7,8-trifluorocoumarin Ethyl-2-(2,6-dimethoxy-3,4,5-trifluorobenzoyl)-3-oxobutanoates undergoes ketone-splitting to 1-(2,6-dimethoxy-3,4,5-trifluorophenyl)-1.3-butandione. (C) 2001 Elsevier Science B.V. All rights reserved.
• Bazyl'; Kisil'; Burgart, Russian Journal of General Chemistry, 1999, vol. 69, # 4, p. 613 - 619
  作者：Bazyl'、Kisil'、Burgart、Kodess、Gein、Saloutin

  DOI：——

  日期：——