2,2-dimethyl-3-trimethylsiloxypropyl isocyanide | 98748-94-8

• 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: 2,2-dimethyl-3-trimethylsiloxypropyl isocyanide
• 英文别名: (3-isocyano-2,2-dimethylpropoxy)trimethylsilane；(3-Isocyano-2,2-dimethylpropoxy)-trimethylsilane
• CAS: 98748-94-8
• 化学式: C₉H₁₉NOSi
• 分子量: 185.341
• InChiKey: WAEAAUAPCRVVNH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.78
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  13.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,2-dimethyl-3-trimethylsiloxypropyl isocyanide 在 Mo(O)(S₂CNEt₂)2 氟化铵 、 硫化丙烯 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 92.0h， 生成 3-isothiocyanato-2,2-dimethyl-1-propanol
  参考文献：
  名称：

  Direct Synthesis of Isothiocyanates from Isonitriles by Molybdenum-Catalyzed Sulfur Transfer with Elemental Sulfur

  摘要：

  The direct molybdenum-catalyzed sulfuration of a variety of isonitriles with elemental sulfur or propene sulfide as sulfur donors affords the corresponding isothiocyanates in good yields and under mild reaction conditions. A catalytic cycle is suggested, in which the molybdenum oxo disulfur complex operates as the active sulfur-transferring species. A novel adduct between the isonitrile and the molybdenum complex has been characterized by X-ray analysis and its association constant determined by UV-vis spectroscopy, but this adduct appears not to be involved in the sulfur-transfer process.

  DOI：

  10.1021/jo026042i
• 作为产物：
  描述：

  3,3-二甲基氧杂环丁烷 、 三甲基氰硅烷 在 zinc(II) iodide 作用下， 以 二氯甲烷 为溶剂， 生成 2,2-dimethyl-3-trimethylsiloxypropyl isocyanide
  参考文献：
  名称：

  Carr, Steve A.; Weber, William P., Synthetic Communications, 1985, vol. 15, # 9, p. 775 - 782

  摘要：

  DOI：

文献信息

• Rhodium-catalyzed synthesis of isothiocyanate from isonitrile and sulfur
  作者：Mieko Arisawa、Masanori Ashikawa、Atsushi Suwa、Masahiko Yamaguchi

  DOI：10.1016/j.tetlet.2005.01.069

  日期：2005.3

  Rhodium complexes RhH(PPh3)(4) and Rh(acac)(CH2=CH2)(2) catalyze sulfuration of isonitrile with sulfur giving isothiocyanates in high yields. The metal-catalyzed reaction is rapid in refluxing acetone, and completes within 3 h in most cases. The reaction exhibits induction period, which disappeared by preheating sulfur in refluxing acetone for 1.5 h. Use of several organic polysulfides in this transformation was examined in order to compare the reactivity. (C) 2005 Elsevier Ltd. All rights reserved.