(E,E)-Bis(hex-1-en-1-yl) sulfide

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: (E,E)-Bis(hex-1-en-1-yl) sulfide
• 英文别名: (E)-1-[(E)-hex-1-enyl]sulfanylhex-1-ene
• 化学式: C₁₂H₂₂S
• 分子量: 198.373
• InChiKey: AEWPTSXBECCQJP-WGDLNXRISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  13
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  25.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2-苯乙硫醇 、 1-己炔 以13%的产率得到
  参考文献：
  名称：

  Benati Luisa, Capella Laura, Montevecchi Pier Carlo, Spagnolo Piero, J. Org. Chem, 59 (1994) N 10, S 2818-2823

  摘要：

  DOI：

文献信息

• Free-Radical Addition of Alkanethiols to Alkynes. Rearrangements of the Intermediate .beta.-(Vinylthio) Radicals
  作者：Luisa Benati、Laura Capella、Pier Carlo Montevecchi、Piero Spagnolo

  DOI：10.1021/jo00089a030

  日期：1994.5

  A variety of 2-mercapto-substituted vinyl radicals have been produced through the free-radical reaction of alkanethiols (including phenethyl, allyl, and benzyl mercaptans) with monosubstituted acetylenes in benzene at 90 degrees C. The 8-(benzylthio)vinyl radicals 6 readily rearranged to (vinylthio)methyl radicals 7 via a novel 1,4-migration of the phenyl group from thiomethyl to vinyl carbon; 2- (phenethylthio)vinyl radicals 12 underwent internal 1,5-hydrogen transfer to form beta-thio-substituted benzyl radicals 13 which in turn suffered fast beta-elimination of vinylthio radicals 18; and 2-(allylthio)vinyl radical 20 underwent kinetically preferred 5-exo cyclization to give the primary radical 26 which could easily rearrange to the more stable ring-expanded radical 25.
• Benati Luisa, Capella Laura, Montevecchi Pier Carlo, Spagnolo Piero, J. Org. Chem, 59 (1994) N 10, S 2818-2823
  作者：Benati Luisa, Capella Laura, Montevecchi Pier Carlo, Spagnolo Piero

  DOI：——

  日期：——
• US4130713A
  申请人：——

  公开号：US4130713A

  公开（公告）日：1978-12-19
• US4189586A
  申请人：——

  公开号：US4189586A

  公开（公告）日：1980-02-19
• US4337345A
  申请人：——

  公开号：US4337345A

  公开（公告）日：1982-06-29