2-chloroundec-1-ene-4-thiol | 1092960-61-6

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 乙烯基卤化物
• 英文名称: 2-chloroundec-1-ene-4-thiol
• CAS: 1092960-61-6
• 化学式: C₁₁H₂₁ClS
• 分子量: 220.807
• InChiKey: BMHDOEVVXKDBFH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  13
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-chloroundec-1-ene-4-thiol 在 copper(l) iodide 、 potassium phosphate monohydrate 作用下， 以 1,4-二氧六环 为溶剂， 反应 2.5h， 以90%的产率得到2-Heptyl-4-methylidenethietane
  参考文献：
  名称：

  “Ligand-Free” CuI-Catalyzed Highly Efficient Intramolecular S-Vinylation of Thiols with Vinyl Chlorides and Bromides

  摘要：

  With CuI as the catalyst and K3PO4 center dot 3H(2)O as the base, highly efficient intramolecular S-vinylation of thiols with vinyl chlorides or bromides was successfully implemented without the help of an additional ligand. Moreover, the competition experiments revealed that the 4-exo cyclization is fundamentally preferred over other modes (5-exo, 6-exo, and 6-endo) of cyclization.

  DOI：

  10.1021/jo802235e
• 作为产物：
  描述：

  S-(2-chloroundec-1-en-4-yl) ethanethioate 在 lithium aluminium tetrahydride 作用下， 以84%的产率得到2-chloroundec-1-ene-4-thiol
  参考文献：
  名称：

  “Ligand-Free” CuI-Catalyzed Highly Efficient Intramolecular S-Vinylation of Thiols with Vinyl Chlorides and Bromides

  摘要：

  With CuI as the catalyst and K3PO4 center dot 3H(2)O as the base, highly efficient intramolecular S-vinylation of thiols with vinyl chlorides or bromides was successfully implemented without the help of an additional ligand. Moreover, the competition experiments revealed that the 4-exo cyclization is fundamentally preferred over other modes (5-exo, 6-exo, and 6-endo) of cyclization.

  DOI：

  10.1021/jo802235e

文献信息

• “Ligand-Free” CuI-Catalyzed Highly Efficient Intramolecular S-Vinylation of Thiols with Vinyl Chlorides and Bromides
  作者：Qiwu Zhao、Ling Li、Yewen Fang、Deqian Sun、Chaozhong Li

  DOI：10.1021/jo802235e

  日期：2009.1.2

  With CuI as the catalyst and K3PO4 center dot 3H(2)O as the base, highly efficient intramolecular S-vinylation of thiols with vinyl chlorides or bromides was successfully implemented without the help of an additional ligand. Moreover, the competition experiments revealed that the 4-exo cyclization is fundamentally preferred over other modes (5-exo, 6-exo, and 6-endo) of cyclization.