3-(trifluoromethyl)glutaric anhydride | 4759-65-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 英文名称: 3-(trifluoromethyl)glutaric anhydride
• 英文别名: 3-(Trifluormethyl)-glutarsaeureanhydrid；3-trifluoromethyl-pentanedioic acid anhydride；4-(Trifluoromethyl)dihydro-2H-pyran-2,6(3H)-dione；4-(trifluoromethyl)oxane-2,6-dione
• CAS: 4759-65-3
• 化学式: C₆H₅F₃O₃
• 分子量: 182.099
• InChiKey: PTGCUXZHDCRLEE-UHFFFAOYSA-N

物化性质

• 熔点：
  90-91 °C
• 沸点：
  228.9±35.0 °C(Predicted)
• 密度：
  1.473±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3-(trifluoromethyl)glutaric anhydride 在 ammonium hydroxide 、 五氯化磷 、 三氯氧磷 作用下， 以 水 为溶剂， 反应 9.5h， 生成 2,6-二氯-4-三氟甲基吡啶
  参考文献：
  名称：

  Convenient Approaches to 4-Trifluoromethylpyridine

  摘要：

  A number of approaches to the synthesis of 2-chloro- and 2,6-dichloro-4-trifluoromethylpyridine are described. The first method for 2-chloro- and 2,6-dichloro-4-trifluoromethylpyridine is based on commercially available ethyl trifluoroacetate. An alternative access to 2,6-dichloro-4-trifluoromethyl pyridine uses trifluoroacetaldehyde as starting material. 2-Chloro-4-trifluoromethylpyridine is prepared from ethyl(trifluoroacetylvinyl)-ether in two steps.

  DOI：

  10.1021/op000109r
• 作为产物：
  描述：

  3-三氟甲基戊二酸 以 乙酸酐 为溶剂， 反应 14.0h， 生成 3-(trifluoromethyl)glutaric anhydride
  参考文献：
  名称：

  Synthesis of Novel Analogues of Marine Indole Alkaloids: Mono(indolyl)-4-trifluoromethylpyridines and Bis(indolyl)-4-trifluoromethylpyridines as Potential Anticancer Agents

  摘要：

  Mono(indolyl)-4-trifluoromethylpyridines and bis(indolyl)-4-trifluoromethylpyridines were synthesized using Suzuki cross-coupling reaction between 2-chloro-4-trifluoromethylpyridine 9, 2,6-dichloro-4-trifluoromethylpyridine 6 or 2,6-dichloro-3-cyano-4-trifluoromethylpyridine 23 and N-tosyl-3-indolylboronic acid 10. They were evaluated for cytotoxic activity against P388 and A-549 cells with IC50 values. 4-Trifluoromethyl-2,6-bis[3'-(N-tosyl-6'-methoxylindolyl)]pyridine 18 was identified as the most potent in this series. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(01)00070-0

文献信息

• Highly Diastereoselective Alcoholysis of σ-Symmetric Dicarboxylic Acid Anhydrides Using 1-Phenyl-3,3-bis(trifluoromethyl)propan-1,3-diol
  作者：Yoshimitsu Suda、Seiji Yago、Motoo Shiro、Takeo Taguchi

  DOI：10.1246/cl.1992.389

  日期：1992.3

  Highly diastereoselective alcoholysis of σ-symmetric dicarboxylic acid anhydrides was performed using 1-phenyl-3,3-bis(trifluoromethyl)propan-1,3-diol. The importance of the geminally trifluoromethylated carbinol moiety for achieving a high degree of chiral induction was confirmed from lower diastereoselectivity with the hydroxyl protected 1,3-diol or with the similar 1,3-diols having hydrocarbon substituents instead of the trifluoromethyl group.

  对σ对称二羧酸酐的高反应选择性醇解采用了1-苯基-3,3-二（三氟甲基）丙二醇。通过与羟基保护的1,3-二醇或具有碳氢取代基的相似1,3-二醇进行比较，确认了双氟甲基取代的羟醇部分在实现高程度的手性诱导中的重要性，因为后者的反应选择性较低。
• Stereoselective aldol reactions using pseudo <i>C</i>₂ symmetric 1-benzyl-4-(trifluoromethyl)piperidine-2,6-dione
  作者：Yuta Inoue、Takahiro Hatayama、Tomoko Kawasaki-Takasuka、Tomohiro Agou、Toshio Kubota、Takashi Yamazaki

  DOI：10.1039/c8cc05458d

  日期：——

  Crossed aldol reactions of the CF3-containing pseudo C2 symmetric cyclic imide 3 were carried out by way of the corresponding boron bisenolate to stereoselectively furnish the desired products 4 and this procedure allowed the preferential construction of the diastereomers of the compounds previously obtained from the acyclic counterpart 1.

  含CF 3的伪C 2对称环状酰亚胺3的交叉羟醛反应通过相应的二烯基硼酸硼进行，以立体选择性地提供所需的产物4，并且该方法允许优先构建先前由环戊二烯得到的化合物的非对映异构体。无环物1。
• Glutarimide derivatives and herbicides
  申请人：NISSAN CHEMICAL INDUSTRIES LTD.

  公开号：EP0454444A1

  公开（公告）日：1991-10-30

  Glutarimide derivatives of formula (I) : and glutaric acid amide derivatives of formula (VII) : have a herbicidal effect

  公式（I）的戊二酰亚胺衍生物和公式（VII）的戊二酸酰胺衍生物具有除草作用。
• Herbicidal oxetane and thiaetane derivatives
  申请人：CIBA-GEIGY AG

  公开号：EP0530642A1

  公开（公告）日：1993-03-10

  Oxetane and thiaetane derivatives of the formula I in which Q is oxygen, sulfur, -COO-, -Z-CH(R₃)-COO-, or CO-Y₄-CH(R₁₀)-COO-; W is and R₁ is hydrogen or fluorine; R₂ is halogen or cyano; R₃ and R₁₀ independently of one another are hydrogen or C₁-C₃alkyl; R₄ is hydrogen, fluorine, chlorine, bromine, C₁-C₄alkyl or trifluoromethyl; R₅ and R₇ independently of one another are C₁-C₄alkyl; R₆ and R₈ independently of one another are hydrogen or C₁-C₄alkyl; R₉ is hydrogen, C₁-C₆alkyl, C₃-C₇cycloalkyl, C₁-C₄alkoxy-C₁-C₄alkyl or C₁-C₇haloalkyl; X is oxygen or sulfur; Y₁, Y₂, Y₃, Y₄, Y₅ and Y₆ independently of one another are oxygen or sulfur; Z is oxygen or sulfur; n is 0; 1, 2, 3 or 4; and q is 1 or 2, have good selective herbicidal properties when used pre- or post-emergence.

  式I中的Oxetane和thiaetane衍生物，其中Q是氧，硫，-COO-，-Z-CH（R₃）-COO-或CO-Y₄-CH（R₁₀）-COO-;W为，R₁为氢或氟;R₂为卤素或氰基;R₃和R₁₀分别为氢或C₁-C₃烷基;R₄为氢，氟，氯，溴，C₁-C₄烷基或三氟甲基;R₅和R₇分别为C₁-C₄烷基;R₆和R₈分别为氢或C₁-C₄烷基;R₉为氢，C₁-C₆烷基，C₃-C₇环烷基，C₁-C₄烷氧-C₁-C₄烷基或C₁-C₇卤代烷基;X为氧或硫;Y₁，Y₂，Y₃，Y₄，Y₅和Y₆分别为氧或硫;Z为氧或硫;n为0;1,2,3或4;q为1或2，当用于种植前或种植后具有良好的选择性除草特性。
• Herbicidal glutarimides
  申请人：Rohm and Haas Company

  公开号：US05393735A1

  公开（公告）日：1995-02-28

  This invention relates to glutarimide compounds exhibiting herbicidal activity having the structure ##STR1## wherein A is carbonyl, thiocarbonyl or methylene, A.sup.1 is carbonyl or methylene, Q is O or (CH.sub.2).sub.n where n is 0 or 1, D is CH or N and R, R.sup.1, R.sup.2, T, X, Y and Z are as defined within, compositions containing these compounds and methods of using these compounds as herbicides and algicides.

  本发明涉及一种具有除草活性的戊二酰亚胺化合物，其结构为##STR1##其中A为羰基、硫代羰基或亚甲基，A.sup.1为羰基或亚甲基，Q为O或(CH.sub.2).sub.n，其中n为0或1，D为CH或N，R、R.sup.1、R.sup.2、T、X、Y和Z的定义如下，包含这些化合物的组合物以及使用这些化合物作为除草剂和藻类杀灭剂的方法。