benzyl N-[(trifluoromethyl)sulfanyl]carbamate | 13099-77-9

• 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: benzyl N-[(trifluoromethyl)sulfanyl]carbamate
• 英文别名: benzyloxytrifluoromethanesulfacarbamide；Trifluormethylmercapto-carbamidsaeure-benzylester；benzyl N-(trifluoromethylsulfanyl)carbamate
• CAS: 13099-77-9
• 化学式: C₉H₈F₃NO₂S
• 分子量: 251.229
• InChiKey: PZRQLVFMZXQVEG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  benzyl [diethylamino(trifluoromethyl)-λ4-sulfanylidene]carbamate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以86%的产率得到benzyl N-[(trifluoromethyl)sulfanyl]carbamate
  参考文献：
  名称：

  Synthesis of Trifluoromethanesulfinamidines and -sulfanylamides

  摘要：

  Fluorinated moieties constitute important substituents used in many applications to modify the properties of molecules. The action of DAST onto Ruppert's rea gent yields to a not isolable intermediate that can then react with various primary amines to give trifluoromethanesulfinamidines and trifluoromethanesulfanylamides. Such compounds were unknown until now and constitute interesting new families of fluorinated molecules.

  DOI：

  10.1021/jo8018544

文献信息

• Haas,A.; Schott,P., Chemische Berichte, 1966, vol. 99, p. 3103 - 3107
  作者：Haas,A.、Schott,P.

  DOI：——

  日期：——
• First and second generation of trifluoromethanesulfenamide reagent: A trifluoromethylthiolating comparison
  作者：Quentin Glenadel、Sébastien Alazet、Thierry Billard

  DOI：10.1016/j.jfluchem.2015.06.007

  日期：2015.11

  Trifluoromethylthiolation of molecules is a more and more studied reaction. In particular, the direct electrophilic trifluoromethylthiolation plays an important role in this chemistry. Among the various developed reagents, trifluoromethanesulfenamides constitute an efficient family of reagents. However, no systematic comparison of these two generations has been realized. In this paper, the difference of reactivity of these reagents is studied towards various nucleophiles. (C) 2015 Elsevier B.V. All rights reserved.
• Synthesis of Trifluoromethanesulfinamidines and -sulfanylamides
  作者：Aurélien Ferry、Thierry Billard、Bernard R. Langlois、Eric Bacqué

  DOI：10.1021/jo8018544

  日期：2008.12.5

  Fluorinated moieties constitute important substituents used in many applications to modify the properties of molecules. The action of DAST onto Ruppert's rea gent yields to a not isolable intermediate that can then react with various primary amines to give trifluoromethanesulfinamidines and trifluoromethanesulfanylamides. Such compounds were unknown until now and constitute interesting new families of fluorinated molecules.