N-(trimethylsilyl)methanesulfonimidoyl chloride | 138937-40-3

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: N-(trimethylsilyl)methanesulfonimidoyl chloride
• 英文别名: N-Trimethylsilylmethanesulfonimidoyl Chloride；Methanesulfonimidoyl chloride, N-(trimethylsilyl)-；[(chloro-methyl-oxo-λ6-sulfanylidene)amino]-trimethylsilane
• CAS: 138937-40-3
• 化学式: C₄H₁₂ClNOSSi
• 分子量: 185.75
• InChiKey: MKSLEZKWZMLPHE-UHFFFAOYSA-N

物化性质

• 沸点：
  196.0±23.0 °C(Predicted)
• 密度：
  1.09±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.07
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  37.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,2,2-三氟乙醇 、 N-(trimethylsilyl)methanesulfonimidoyl chloride 在 三乙胺 作用下， 以 苯 为溶剂， 以73%的产率得到2,2,2-Trifluoroethyl-N-trimethylsilyl Methanesulfonimidate
  参考文献：
  名称：

  Roy, Aroop K., Journal of the American Chemical Society, 1993, vol. 115, # 7, p. 2598 - 2601

  摘要：

  DOI：
• 作为产物：
  描述：

  N,N-bis(trimethylsilyl)methanesulfonamide 在 chlorotriphenylphosphonium chloride 作用下， 以 氯仿 为溶剂， 生成 N-(trimethylsilyl)methanesulfonimidoyl chloride
  参考文献：
  名称：

  The first, unambiguous synthesis of poly(alkyl/aryl oxothiazenes). A novel route to precursors, and synthesis of polymers

  摘要：

  DOI：

  10.1021/ja00030a087

文献信息

• Method for preparing sulfonimidoyl halides
  申请人：Dow Corning Corporation

  公开号：US05068379A1

  公开（公告）日：1991-11-26

  N-triorganosilylsulfonimidoyl halides are prepared using a novel series of reactions from compounds of hexavalent sulfur selected from amides, chlorides and anhydrides of organosulfonic acids. More specifically, the present method relates to the reaction of an N-triorganosilyl- or an N,N-bis(triorganosilyl)-sulfonamide with a triorganodihalophosphorane to form the corresponding sulfonimidoyl halide.

  N-三有机硅基磺酰亚胺卤化物是使用一系列新颖的反应从选择的六价硫化合物（包括有机磺酸酰胺、氯化物和酸酐）制备的。更具体地，本方法涉及将N-三有机硅基磺酰胺或N,N-双(三有机硅基)磺酰胺与三有机二卤代磷烷反应，形成相应的磺酰亚胺卤化物。
• Synthesis, Characterization, and Theoretical Analysis of Soluble Poly(oxothiazenes): The Ambient Temperature Lewis Acid Catalyzed<i>in Situ</i>Polymerization of<i>N</i>-Silylsulfonimidoyl Chlorides
  作者：Victoria Aldeva、Sossina Gezahegn、Babak Panahi、Michelle Shuoprasad、Jon Ward、Daniel A. Foucher、Robert A. Gossage、Andrew R. McWilliams

  DOI：10.1021/ma302424u

  日期：2013.4.9

  The ambient temperature condensation, to yield low molecular weight poly(methyloxothiazene) (M-w = 1 x 10(4); PDI = 1.4), can be achieved by the reaction of MeS(O-2)NHSiMe3 and SOCl2-this latter reaction being performed in an attempt to isolate ClSMe(O)NSiMe3 (6a). The in situ addition of a Lewis acid initiator (e.g., PCl5) to freshly prepared samples of N-silylsulfonimidoyl chlorides (ClSR(O)NSiMe3, 6a-d, R = Me, Et, Ph, p-C6H4Me) yielded high molecular weight, narrowly dispersed polymers, 5a-d (M-w = 6.7 x 10(4)-3.3 x 10(6); PDI = 1.2-1.6) of general formula [RS(O)=N](n). These materials have been characterized by GPC, NMR (H-1, C-13) spectroscopy, and DSC. UV-vis spectroscopy of CH2Cl2 solutions of 5a-d reveal a high-energy pi-pi* transition (lambda(max) = 300-350 nin) that tails into the visible. Additionally, theoretical modeling of oligomeric (rnethyloxothiazenes) at either a semiempirical, Hartree-Fock, or DFT level of theory suggests that these polymers adopt an irregular helical architecture.
• Roy Aroop K., J. Amer. Chem. Soc., 115 (1993) N 7, S 2598-2603
  作者：Roy Aroop K.

  DOI：——

  日期：——
• Roy, Aroop K., Journal of the American Chemical Society, 1993, vol. 115, # 7, p. 2598 - 2601
  作者：Roy, Aroop K.

  DOI：——

  日期：——
• The first, unambiguous synthesis of poly(alkyl/aryl oxothiazenes). A novel route to precursors, and synthesis of polymers
  作者：Aroop K. Roy

  DOI：10.1021/ja00030a087

  日期：1992.2