[2-(2-Chloro-ethyl)-[1,3]dithian-2-yl]-trimethyl-silane | 386761-50-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二噻烷
• 英文名称: [2-(2-Chloro-ethyl)-[1,3]dithian-2-yl]-trimethyl-silane
• 英文别名: [2-(2-Chloroethyl)-1,3-dithian-2-yl]-trimethylsilane
• CAS: 386761-50-8
• 化学式: C₉H₁₉ClS₂Si
• 分子量: 254.92
• InChiKey: IYTDJVGBMSGSBO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.06
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  50.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  [2-(2-Chloro-ethyl)-[1,3]dithian-2-yl]-trimethyl-silane 在 aluminum oxide 作用下， 以 乙醚 、 Petroleum ether 为溶剂， 以100%的产率得到2-trimethylsilyl-1,5-dithiacyclooct-2-ene
  参考文献：
  名称：

  Trialkylsilyl substituent effect on ring expansion of chloroalkyl dithioketals. An easy method for the preparation of 2-trialkylsilyl-1,5-dithiacyclooct-2-enes

  摘要：

  Silylated 2- and 3-chloroalkyl dithioketals were prepared from corresponding 2-lithio dithioketals with 1,2- and 1,3-dihaloalkanes. The functionalized 1,3-dithianes underwent an easy ring expansion reaction into 1,5-dithiacyclooct-2-enes in the presence of basic alumina in refluxing petroleum ether. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)01641-0
• 作为产物：
  描述：

  2-三甲基硅基-1,3-二噻吩 、 1,2-二氯乙烷 在 正丁基锂 、 silica gel 作用下， 以 四氢呋喃 为溶剂， 以23%的产率得到2-trimethylsilyl-1,5-dithiacyclooct-2-ene
  参考文献：
  名称：

  Trialkylsilyl substituent effect on ring expansion of chloroalkyl dithioketals. An easy method for the preparation of 2-trialkylsilyl-1,5-dithiacyclooct-2-enes

  摘要：

  Silylated 2- and 3-chloroalkyl dithioketals were prepared from corresponding 2-lithio dithioketals with 1,2- and 1,3-dihaloalkanes. The functionalized 1,3-dithianes underwent an easy ring expansion reaction into 1,5-dithiacyclooct-2-enes in the presence of basic alumina in refluxing petroleum ether. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)01641-0

文献信息

• Trialkylsilyl substituent effect on ring expansion of chloroalkyl dithioketals. An easy method for the preparation of 2-trialkylsilyl-1,5-dithiacyclooct-2-enes
  作者：F Huguenot、J.-P Bouillon、C Portella

  DOI：10.1016/s0040-4039(01)01641-0

  日期：2001.10

  Silylated 2- and 3-chloroalkyl dithioketals were prepared from corresponding 2-lithio dithioketals with 1,2- and 1,3-dihaloalkanes. The functionalized 1,3-dithianes underwent an easy ring expansion reaction into 1,5-dithiacyclooct-2-enes in the presence of basic alumina in refluxing petroleum ether. (C) 2001 Elsevier Science Ltd. All rights reserved.