1-phenyl-3,3-bis(phenylsulfanyl)propan-1-ol | 185559-31-3

• 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-phenyl-3,3-bis(phenylsulfanyl)propan-1-ol
• 英文别名: 1-phenyl-3,3-bis(phenylthio)-1-propanol
• CAS: 185559-31-3
• 化学式: C₂₁H₂₀OS₂
• 分子量: 352.521
• InChiKey: NNVMKWDBVOOTSC-UHFFFAOYSA-N

物化性质

• 沸点：
  538.7±50.0 °C(Predicted)
• 密度：
  1.23±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  70.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-phenyl-3,3-bis(phenylsulfanyl)propan-1-ol 在 4-二甲氨基吡啶 、 potassium fluoride 、 Cp2Ti(P(OEt)3)2 、 双氧水 、 potassium hydrogencarbonate 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 29.0h， 生成 (Z)-5-phenyl-2-pentene-1,5-diol
  参考文献：
  名称：

  钛茂（II）促进的具有末端碳-碳双键的硫缩醛的环化反应制备（Z）-Alk-2-ene-1,5-二醇

  摘要：

  由[2,2-双（苯硫基）乙基]（丁-3-烯氧基）二甲基硅烷或3的二甲基（丙-2-烯基）甲硅烷基醚制得的钛茂金属（II）促进的钛卡宾配合物的闭环易位， 3-双（苯硫基）丙醇制得七元环状不饱和甲硅烷基醚。环状甲硅烷基醚的硅碳键的氧化裂解产生具有高Z立体选择性的烯烃二醇。

  DOI：

  10.1002/1099-0690(200101)2001:1<155::aid-ejoc155>3.0.co;2-#
• 作为产物：
  描述：

  氧化苯乙烯 、 双(苯硫基)甲烷 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 2.0h， 以93%的产率得到1-phenyl-3,3-bis(phenylsulfanyl)propan-1-ol
  参考文献：
  名称：

  Ring-Closing Metathesis of Titanium–Carbene Complexes Prepared from Thioacetals Having a Carbon–Carbon Double Bond

  摘要：

  The ring-closing metathesis proceeded to give cycloalkenes in good yields when diphenyl thioacetals having a carbon-carbon double bond were treated with the low-valent titanium species Cp2Ti[P(OEt)(3)](2) in THF at room temperature and then at reflux. This methodology is successfully applied to the preparation of cyclic ethers and sulfides. (C) 2000 Published by Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(00)00201-5

文献信息

• Aggregative activation and carbanion chemistry : complex base deprotonation and directed functionalisation of dithioacetals
  作者：Philippe Gros、Philippe Hansen、Paul Caubére

  DOI：10.1016/s0040-4020(96)00972-6

  日期：1996.11

  Bis(phenylthio)methane and [1,3]-dithiane were efficiently deprotonated by the NaNH2-Et(OCH2CH2)(2)-ONa complex base. A marked behaviour difference was observed between the sodium carbanion of [1,3]-dithiane and the corresponding lithio-derivative; A ''radicaioid'' mechanism is proposed to explain the results observed. Copyright (C) 1996 Elsevier Science Ltd
• Ring-Closing Metathesis of Titanium–Carbene Complexes Prepared from Thioacetals Having a Carbon–Carbon Double Bond
  作者：Tooru Fujiwara、Yoshiko Kato、Takeshi Takeda

  DOI：10.1016/s0040-4020(00)00201-5

  日期：2000.7

  The ring-closing metathesis proceeded to give cycloalkenes in good yields when diphenyl thioacetals having a carbon-carbon double bond were treated with the low-valent titanium species Cp2Ti[P(OEt)(3)](2) in THF at room temperature and then at reflux. This methodology is successfully applied to the preparation of cyclic ethers and sulfides. (C) 2000 Published by Elsevier Science Ltd.
• Preparation of ( <i>Z</i> )‐Alk‐2‐ene‐1,5‐diols by the Titanocene(II)‐Promoted Cyclization of Thioacetals Possessing a Terminal Carbon−Carbon Double Bond
  作者：Tooru Fujiwara、Kenjirou Yanai、Keiko Shimane、Mayumi Takamori、Takeshi Takeda

  DOI：10.1002/1099-0690(200101)2001:1<155::aid-ejoc155>3.0.co;2-#

  日期：2001.1

  Titanocene(II)-promoted ring-closing metathesis of the titanium carbene complexes prepared from [2,2-bis(phenylthio)ethyl](but-3-enyloxy)dimethylsilanes or dimethyl(prop-2-enyl)silyl ethers of 3,3-bis(phenythio)propanols gave seven-membered cyclic unsaturated silyl ethers. Oxidative cleavage of a silicon−carbon bond of the cyclic silyl ethers resulted in olefinic diols, with high Z stereoselectivity.

  由[2,2-双（苯硫基）乙基]（丁-3-烯氧基）二甲基硅烷或3的二甲基（丙-2-烯基）甲硅烷基醚制得的钛茂金属（II）促进的钛卡宾配合物的闭环易位， 3-双（苯硫基）丙醇制得七元环状不饱和甲硅烷基醚。环状甲硅烷基醚的硅碳键的氧化裂解产生具有高Z立体选择性的烯烃二醇。