trans-7,7-bis(phenylthio)-2-heptene | 125115-24-4

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: trans-7,7-bis(phenylthio)-2-heptene
• 英文别名: [(E)-1-phenylsulfanylhept-5-enyl]sulfanylbenzene
• CAS: 125115-24-4
• 化学式: C₁₉H₂₂S₂
• 分子量: 314.516
• InChiKey: ORRKLVLPFUNWKC-NSCUHMNNSA-N

物化性质

• 沸点：
  451.8±38.0 °C(Predicted)
• 密度：
  1.09±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  21
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.26
• 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：

  trans-7,7-bis(phenylthio)-2-heptene 、 三正丁基氢锡 、 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile 以32%的产率得到
  参考文献：
  名称：

  TSAI, YEUN-MIN;CHANG, FU-CHANG;HUANG, JIMIN;SHIU, CHI-LUNG, TETRAHEDRON LETT., 30,(1989) N6, C. 2121-2124

  摘要：

  DOI：
• 作为产物：
  描述：

  trans-5-hepten-1-ol 在 N-氯代丁二酰亚胺 、 sodium hydride 、 三乙胺 作用下， 以 四氯化碳 、 乙醇 、 二氯甲烷 为溶剂， 反应 80.5h， 生成 trans-7,7-bis(phenylthio)-2-heptene
  参考文献：
  名称：

  Generation and intramolecular cyclization of α-phenylsulfenyl and α-alkylsulfenyl radicals

  摘要：

  alpha-Phenylsulfenyl radicals are generated by the reaction of diphenyl dithioacetals or phenyl alpha-chlorosulfides with tributyltin hydride. Alkyl phenyl dithioacetals react selectively with tributyltin hydride to give alpha-alkylsulfenyl radicals. 5-Exo-type of intramolecular cyclizations of these radicals are studied. The cyclization is most successful when the olefin is terminally substituted with an ester group. The cis/trans ratio of the cyclized product varies according to the reaction rates. With a faster cyclization, cis-isomer is the major product. A slower cyclization gives more trans-product. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00156-7

文献信息

• The study of intramolecular free radical cyclization of α-sulfenyl radical
  作者：Yeun-Min Tsai、Fu-Chang Chang、Jimin Huang、Chi-Lung Shiu

  DOI：10.1016/s0040-4039(01)93728-1

  日期：1989.1

  α-Sulfenyl radical can be generated from α-chlorosulfide or dithioacetal. The olefin substituent effect on the intramolecular radical cyclization of this type was studied.

  α-亚硫酰基可以由α-氯硫化物或二硫缩醛产生。研究了烯烃取代基对这种类型的分子内自由基环化的影响。
• TSAI, YEUN-MIN;CHANG, FU-CHANG;HUANG, JIMIN;SHIU, CHI-LUNG, TETRAHEDRON LETT., 30,(1989) N6, C. 2121-2124
  作者：TSAI, YEUN-MIN、CHANG, FU-CHANG、HUANG, JIMIN、SHIU, CHI-LUNG

  DOI：——

  日期：——
• Generation and intramolecular cyclization of α-phenylsulfenyl and α-alkylsulfenyl radicals
  作者：Yeun-Min Tsai、Fu-Chang Chang、Jimin Huang、Chi-Lung Shiu、Chai-Lin Kao、Jyh-Shiunn Liu

  DOI：10.1016/s0040-4020(97)00156-7

  日期：1997.3

  alpha-Phenylsulfenyl radicals are generated by the reaction of diphenyl dithioacetals or phenyl alpha-chlorosulfides with tributyltin hydride. Alkyl phenyl dithioacetals react selectively with tributyltin hydride to give alpha-alkylsulfenyl radicals. 5-Exo-type of intramolecular cyclizations of these radicals are studied. The cyclization is most successful when the olefin is terminally substituted with an ester group. The cis/trans ratio of the cyclized product varies according to the reaction rates. With a faster cyclization, cis-isomer is the major product. A slower cyclization gives more trans-product. (C) 1997 Elsevier Science Ltd.