1,1-bis(phenylthio)-1-nonene | 150098-08-1

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 1,1-bis(phenylthio)-1-nonene
• 英文别名: 1-Phenylsulfanylnon-1-enylsulfanylbenzene
• CAS: 150098-08-1
• 化学式: C₂₁H₂₆S₂
• 分子量: 342.569
• InChiKey: DQEMEUBDPVMFCL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.6
• 重原子数：
  23
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 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：

  苯硫酚 、 1,1-bis(phenylthio)-1-nonene 在 氧气 、 四乙基对甲苯磺酸铵 作用下， 以 溶剂黄146 为溶剂， 反应 2.0h， 以20%的产率得到S-Phenyl 2-nonenethioate
  参考文献：
  名称：

  Electroinitiated oxygenation of alkenyl sulfides and alkynes in the presence of thiophenol

  摘要：

  Electrolysis of alkenyl sulfides in the presence of thiophenol with bubbling of molecular oxygen gave the corresponding alpha-(phenylthio) carbonyl compounds with the consumption of a catalytic amount of electricity. An electroinitiated radical chain mechanism has been proposed. The reaction also took place without electrochemical initiation, but much (5-50 times) longer reaction time was required for the completion of the reaction. The potential utility of the present reaction in organic synthesis is demonstrated by the net 1,2-transposition of a phenylthio group and a carbonyl group. The electroinitiated oxygenation of ketene dithioacetals also proceeded smoothly to give the corresponding alpha-(phenylthio) thiol esters. It was also found that the electroinitiated oxygenation of alkynes in the presence of thiophenol gave alpha-(phenylthio) carbonyl compounds. A mechanism involving the initial formation of alkenyl sulfides has been proposed.

  DOI：

  10.1021/jo00070a021
• 作为产物：
  描述：

  1-[1,1-Bis(phenylsulfanyl)nonyl]benzotriazole 在 甲基溴化镁 作用下， 以 甲苯 为溶剂， 反应 5.0h， 以88%的产率得到1,1-bis(phenylthio)-1-nonene
  参考文献：
  名称：

  Katritzky, Alan R.; Wang, Zuoquan; Henderson, Scott A., Heterocycles, 1998, vol. 48, # 2, p. 295 - 302

  摘要：

  DOI：

文献信息

• Synthesis of vinyl selenides or sulfides and ketene selenoacetals or thioacetals by nickel(II) vinylation of sodium benzeneselenolate or benzenethiolate
  作者：H. J. Cristau、B. Chabaud、R. Labaudiniere、H. Christol

  DOI：10.1021/jo00356a024

  日期：1986.3
• Katritzky, Alan R.; Wang, Zuoquan; Henderson, Scott A., Heterocycles, 1998, vol. 48, # 2, p. 295 - 302
  作者：Katritzky, Alan R.、Wang, Zuoquan、Henderson, Scott A.

  DOI：——

  日期：——
• Electroinitiated oxygenation of alkenyl sulfides and alkynes in the presence of thiophenol
  作者：Junichi Yoshida、Shogo Nakatani、Sachihiko Isoe

  DOI：10.1021/jo00070a021

  日期：1993.8

  Electrolysis of alkenyl sulfides in the presence of thiophenol with bubbling of molecular oxygen gave the corresponding alpha-(phenylthio) carbonyl compounds with the consumption of a catalytic amount of electricity. An electroinitiated radical chain mechanism has been proposed. The reaction also took place without electrochemical initiation, but much (5-50 times) longer reaction time was required for the completion of the reaction. The potential utility of the present reaction in organic synthesis is demonstrated by the net 1,2-transposition of a phenylthio group and a carbonyl group. The electroinitiated oxygenation of ketene dithioacetals also proceeded smoothly to give the corresponding alpha-(phenylthio) thiol esters. It was also found that the electroinitiated oxygenation of alkynes in the presence of thiophenol gave alpha-(phenylthio) carbonyl compounds. A mechanism involving the initial formation of alkenyl sulfides has been proposed.