2-Ethylsulfanyl-3,3-dimethyl-3,4,5,6-tetrahydro-2H-benzo[b]thiocine

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2-Ethylsulfanyl-3,3-dimethyl-3,4,5,6-tetrahydro-2H-benzo[b]thiocine
• 英文别名: 2-Ethylsulfanyl-3,3-dimethyl-2,4,5,6-tetrahydro-1-benzothiocine
• 化学式: C₁₅H₂₂S₂
• 分子量: 266.472
• InChiKey: FWBZITXHZULEJR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  50.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  S-Ethyl 2,2-dimethyl-5-(2'-iodophenyl)-dithiopentanoate 在 偶氮二异丁腈 、 三正丁基氢锡 作用下， 以 苯 为溶剂， 反应 0.5h， 以38%的产率得到2-Ethylsulfanyl-3,3-dimethyl-3,4,5,6-tetrahydro-2H-benzo[b]thiocine
  参考文献：
  名称：

  The Endocyclic Restriction Test: An Investigation of the Geometries of Thiophilic Additions of Aryl Radicals and Aryllithium Reagents to Dithioesters

  摘要：

  Prospective thiophilic additions of aryl radicals and aryllithium reagents in four-, six-, eight-, and 15-membered endocyclic rings have been investigated for the radical and organolithium intermediates generated from the dithioesters 8-11. These reactions, selected to provide information about the geometries of endocyclic thiophilic reactions, show radical addition to be the major pathway for all but the four-membered ring whereas endocyclic thiophilic carbanionic addition is favorable only for the eight-membered ring. The implications of these results are discussed in terms of the possible reaction mechanisms.

  DOI：

  10.1021/jo00103a037

文献信息

• Beak Peter, Park Yong Sun, Reif Lee A., Liu Chao, J. Org. Chem, 59 (1994) N 24, S 7410- 7413
  作者：Beak Peter, Park Yong Sun, Reif Lee A., Liu Chao

  DOI：——

  日期：——
• The Endocyclic Restriction Test: An Investigation of the Geometries of Thiophilic Additions of Aryl Radicals and Aryllithium Reagents to Dithioesters
  作者：Peter Beak、Yong Sun Park、Lee A. Reif、Chao Liu

  DOI：10.1021/jo00103a037

  日期：1994.12

  Prospective thiophilic additions of aryl radicals and aryllithium reagents in four-, six-, eight-, and 15-membered endocyclic rings have been investigated for the radical and organolithium intermediates generated from the dithioesters 8-11. These reactions, selected to provide information about the geometries of endocyclic thiophilic reactions, show radical addition to be the major pathway for all but the four-membered ring whereas endocyclic thiophilic carbanionic addition is favorable only for the eight-membered ring. The implications of these results are discussed in terms of the possible reaction mechanisms.