1-[(三氟甲基)硫代]-3,4-二氯苯 | 458-06-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-[(三氟甲基)硫代]-3,4-二氯苯
• 英文名称: (3,4-dichlorophenyl)(trifluoromethyl)sulfane
• 英文别名: 3,4-Dichloro(trifluoromethylthio)benzene；1,2-dichloro-4-(trifluoromethylsulfanyl)benzene
• CAS: 458-06-0
• 化学式: C₇H₃Cl₂F₃S
• mdl: MFCD03412212
• 分子量: 247.068
• InChiKey: NWCWECNQCYHESP-UHFFFAOYSA-N

物化性质

• 沸点：
  82-85 °C(Press: 10 Torr)
• 密度：
  1.55±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.142
• 拓扑面积：
  25.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-[(三氟甲基)硫代]-3,4-二氯苯 在 硫酸 、 硝酸 作用下， 生成 (4,5-dichloro-2-nitro-phenyl)-trifluoromethyl sulfoxide
  参考文献：
  名称：

  Ortho- and para-nitrophenyl-trifluoromethyl-sulphoxides, oxidation products thereof, and prodcess of preparing the same

  摘要：

  公开号：

  US02191062A1
• 作为产物：
  描述：

  (3,4-dichloro-phenyl)-trichloromethyl sulfide 在 三氟化锑 作用下， 生成 1-[(三氟甲基)硫代]-3,4-二氯苯
  参考文献：
  名称：

  Trifluoromethyl-phenylsulphides, oxidation products thereof and process of preparingthe same

  摘要：

  公开号：

  US02108606A1

文献信息

• Copper-catalyzed synthesis of aryl and alkyl trifluoromethyl sulfides using CF3SiMe3 and Na2S2O3 as –SCF3 source
  作者：Wei Zhong、Xiaoming Liu

  DOI：10.1016/j.tetlet.2014.07.039

  日期：2014.8

  universal and efficient Cu(I)-catalyzed synthesis of aryl and alkyl trifluoromethyl sulfides has been developed. In this catalytic system, S-aryl or S-alkyl sulfothioate (I or II) proved to be the key intermediate. Substrates bearing groups of I, Br, Cl, OTs, and OMs on the aryl carbon and no matter electron-withdrawing and electron-donating substitutions on the aromatic ring could afford good to excellent

  已经开发出通用且有效的Cu（I）催化的芳基和烷基三氟甲基硫醚的合成方法。在该催化体系中，S-芳基或S-烷基磺基硫酸酯（Ⅰ或Ⅱ）被证明是关键的中间体。在芳基碳上带有I，Br，Cl，OTs和OMs的基团的基团，无论芳环上有吸电子和供电子取代基，都可以提供优异的良率。
• An Air-Stable Copper Reagent for Nucleophilic Trifluoromethylthiolation of Aryl Halides
  作者：Zhiqiang Weng、Weiming He、Chaohuang Chen、Richmond Lee、Davin Tan、Zhiping Lai、Dedao Kong、Yaofeng Yuan、Kuo-Wei Huang

  DOI：10.1002/anie.201208432

  日期：2013.1.28

  A series of copper(I) trifluoromethyl thiolate complexes have been synthesized from the reaction of CuF2 with Me3SiCF3 and S8 (see scheme; Cu red, F green, N blue, S yellow). These air‐stable complexes serve as reagents for the efficient conversion of a wide range of aryl halides into the corresponding aryl trifluoromethyl thioethers in excellent yields.

  从CuF 2与Me 3 SiCF 3和S 8的反应合成了一系列的三氟甲基硫酸铜（I）配合物（参见方案； Cu红，F绿，N蓝，S黄）。这些空气稳定的络合物可作为试剂，以优异的收率将各种芳基卤化物有效地转化为相应的芳基三氟甲基硫醚。
• Metal‐catalyzed Radical Trifluoromethylthiolation of Aryl Boronic Acids in the Aqueous Phase
  作者：Xiao Shao、Shengnan Zhou、Zhaoxin Hu、Yuxin Zha、Shengxia Wu、Xiaoyu Wang、Shengtao Xu、Haipin Zhou

  DOI：10.1002/cctc.202200546

  日期：2022.11.22

  No heat: The direct introduction of the trifluoromethylthio (SCF3) group into drug candidates has received significant attention. Herein, we report an alkali- and heat-free method for the trifluoromethylthiolation of aryl boronic acid substrates using a sulfonyl trifluoromethylthiolating reagent in the water phase. This method shows good tolerance towards various functional groups with satisfactory yields

  无热：将三氟甲硫基 (SCF 3 ) 基团直接引入候选药物受到了极大的关注。在此，我们报告了一种在水相中使用磺酰基三氟甲基硫醇化试剂对芳基硼酸底物进行三氟甲基硫醇化的无碱无热方法。该方法对各种官能团具有良好的耐受性，收率令人满意，为将SCF 3基团直接引入分子中奠定了坚实的基础。
• DE682971
  申请人：——

  公开号：——

  公开（公告）日：——
• A new synthesis of trifluoromethyl sulfides utilizing thiocyanates and fluoroform
  作者：Shay Potash、Shlomo Rozen

  DOI：10.1016/j.jfluchem.2014.09.026

  日期：2014.12

  Fluoroform is a potent greenhouse gas which should not be released to the atmosphere. Large amounts of it are stored and wait for new and useful reactions to be based on it. One such general reaction that is described in this paper is its use in preparation of the important organic trifluoromethyl sulfides. Aliphatic, aromatic and heterocyclic thiocyanates are easy to prepare. They were reacted with fluoroform-based CuCF3 to form the corresponding (trifluoromethyl)thio derivatives. (C) 2014 Elsevier B.V. All rights reserved.