1-(m-phenoxy-phenyl)-2,2,2-trifluoro-ethanol | 67851-11-0

• 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: 1-(m-phenoxy-phenyl)-2,2,2-trifluoro-ethanol
• 英文别名: 2,2,2-trifluoro-1-(3-phenyloxyphenyl)ethanol；2,2,2-trifluoro-1-(3-phenoxy-phenyl)ethanol；2,2,2-trifluoro-1-(3-phenoxyphenyl)ethanol；α-trifluoromethyl-3-phenoxybenzyl alcohol；(R,S) 1-(m-phenoxy-phenyl)-2,2,2-trifluoro-ethanol；alpha-Trifluoromethyl-3-phenoxybenzyl alcohol
• CAS: 67851-11-0
• 化学式: C₁₄H₁₁F₃O₂
• 分子量: 268.235
• InChiKey: KFIVGBBIMLPJAF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-(m-phenoxy-phenyl)-2,2,2-trifluoro-ethanol 在 四溴化碳 、 三苯基膦 作用下， 以 甲苯 为溶剂， 反应 15.0h， 以66%的产率得到1-(1-bromo-2,2,2-trifluoroethyl)-3-phenoxybenzene
  参考文献：
  名称：

  Synthesis of 2-aryl-3,3,3-trifluoropropanoic acids using electrochemical carboxylation of (1-bromo-2,2,2-trifluoroethyl)arenes and its application to the synthesis of β,β,β-trifluorinated non-steroidal anti-inflammatory drugs

  摘要：

  Electrochemical carboxylation of (1-bromo-2,2,2-trifluoroethyl)arenes resulted in an efficient fixation of carbon dioxide to give the corresponding 2-aryl-3,3,3-trifluoropropanoic acids in good yields, and the present reactions were successfully applied to the synthesis of beta,beta,beta-trifluorinated non-steroidal anti-inflammatory drugs (NSAIDs). (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.11.053
• 作为产物：
  描述：

  2,2,2-trifluoro-1-(3-phenoxyphenyl)ethan-1-one 在 sodium tetrahydroborate 、 盐酸 作用下， 以 甲醇 、 水 为溶剂， 以95%的产率得到1-(m-phenoxy-phenyl)-2,2,2-trifluoro-ethanol
  参考文献：
  名称：

  Synthesis of 2-aryl-3,3,3-trifluoropropanoic acids using electrochemical carboxylation of (1-bromo-2,2,2-trifluoroethyl)arenes and its application to the synthesis of β,β,β-trifluorinated non-steroidal anti-inflammatory drugs

  摘要：

  Electrochemical carboxylation of (1-bromo-2,2,2-trifluoroethyl)arenes resulted in an efficient fixation of carbon dioxide to give the corresponding 2-aryl-3,3,3-trifluoropropanoic acids in good yields, and the present reactions were successfully applied to the synthesis of beta,beta,beta-trifluorinated non-steroidal anti-inflammatory drugs (NSAIDs). (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.11.053

文献信息

• Electrochemical trifluoromethylation of carbonyl compounds
  作者：S. Sibille、S. Mcharek、J. Perichon

  DOI：10.1016/0040-4020(89)80140-1

  日期：1989.1

  The electroreduction of CF3Br in DMF containing aldehydes or ketones, using a sacrificial zinc anode, affords the corresponding trifluoromethyl alcohols together with the unreactive organozinc species CF3ZnBr and (CF3)2Zn. The alcohols are obtained with good yields from aldehydes. With ketones the organozinc species are formed preferentially to the alcohols, but the addition of tetramethylethylene-diamine

  使用牺牲锌阳极在含有醛或酮的DMF中对CF 3 Br进行电还原，可得到相应的三氟甲醇以及未反应的有机锌物质CF 3 ZnBr和（CF 3）2 Zn。从醛以良好的产率获得醇。与酮相比，有机锌物质优先于醇形成，但是四甲基乙二胺的添加使醇以中等收率形成。
• Insecticidal .alpha.-trifluoromethyl-3-phenoxybenzyl carboxylates
  申请人：FMC Corporation

  公开号：US04152455A1

  公开（公告）日：1979-05-01

  New insecticides, organic esters wherein the alcohol moiety is .alpha.-trifluoromethyl-3-phenoxybenzyl alcohol and the acid moiety is a pyrethroid carboxylic acid, are described and shown to control a broad spectrum of insects, including acarids.

  新的杀虫剂，是有机酯类，其中醇基是α-三氟甲基-3-苯氧基苯甲醇，酸基是拟除虫菊酸类，被描述并证明可以控制广谱的昆虫，包括螨类。
• .alpha.-TRIFLUOROMETHYL-3-PHENOXYBENZYL ALCOHOL
  申请人：FMC Corporation

  公开号：US04162366A1

  公开（公告）日：1979-07-24

  New insecticides, organic esters wherein the alcohol moiety is .alpha.-trifluoromethyl-3-phenoxybenzyl alcohol and the acid moiety is a pyrethroid carboxylic acid, are described and shown to control a broad spectrum of insects, including acarids.

  描述了一种新的杀虫剂，有机酯类，其中醇部分为.alpha.-三氟甲基-3-苯氧基苯甲醇，酸部分为拟除虫菊酸类，证明可以控制广谱的昆虫，包括螨类。
• Novel cyclopropane carboxylic acid derivatives
  申请人：Roussel Uclaf

  公开号：US04833163A1

  公开（公告）日：1989-05-23

  Novel isomers and mixtures thereof of cyclopropane carboxylic acid derivatives with a 3-unsaturated side chain of Z geometry of the formula ##STR1## wherein A' is ##STR2## wherein R.sub.13 is selected from the group consisting of hydrogen and CN and R is an optionally unsaturated alkyl of 1 to 18 carbon atoms having insecticidal and nematocidal activity as well as plant and animal acaricidal activity and their preparation.

  环丙烷羧酸衍生物的新异构体和混合物，其具有式子##STR1##中的Z几何的3-不饱和侧链，其中A'是##STR2##其中R.sub.13从氢和CN组成的群中选择，R是具有杀虫和杀线虫活性以及植物和动物螨虫活性的1至18个碳原子的可选不饱和烷基，以及它们的制备。
• Arylthiovinylcyclopropanecarboxylate insecticide and intermediates therefor
  申请人：FMC Corporation

  公开号：EP0003420A1

  公开（公告）日：1979-08-08

  Arylthiovinylcyclopropanecarboxylates having the general formula are disclosed. The insecticidal efficacy and preparation of the compounds and novel intermediates therefor are also described and exemplified.

  本发明公开了通式为 的芳硫基乙烯基环丙烷羧酸酯。还描述并举例说明了这些化合物及其新型中间体的杀虫功效和制备方法。