bis(phenylthio)pentane | 40340-02-1

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: bis(phenylthio)pentane
• 英文别名: 1,5-bis(phenylthio)pentane；1,5-bis-phenylsulfanyl-pentane；1,5-Bis-phenylmercapto-pentan；5-Phenylsulfanylpentylsulfanylbenzene
• CAS: 40340-02-1
• 化学式: C₁₇H₂₀S₂
• 分子量: 288.478
• InChiKey: PNHRJECHZUCDLT-UHFFFAOYSA-N

物化性质

• 沸点：
  220 °C(Press: 2.5 Torr)
• 密度：
  1.10±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  19
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 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：

  bis(phenylthio)pentane 在 硝酸 作用下， 以 苯 为溶剂， 生成 1,5-Bisphenylsulfinylpentan
  参考文献：
  名称：

  Prokhorov,G.M. et al., Journal of Organic Chemistry USSR (English Translation), 1974, vol. 10, p. 1865 - 1868

  摘要：

  DOI：
• 作为产物：
  描述：

  四氢吡喃 、 苯硫酚 在 indium(III) chloride 、 silica gel 作用下， 反应 0.17h， 以61%的产率得到bis(phenylthio)pentane
  参考文献：
  名称：

  Unusual Cleavage of Ethers by Thiophenol on the Surface of Silica Gel Impregnated with Indium(III) Chloride under Microwave Irradiation: Efficient Procedure for the Synthesis of Thioethers through Transthioetherification

  摘要：

  环状和开链苄醚在掺有氯化铟(III)的硅胶表面，在微波辐照下与硫苯发生裂解，生成相应的二硫醚和单硫醚。

  DOI：

  10.1055/s-2002-31911

文献信息

• Ionic Liquid as Catalyst and Reaction Medium: A Simple, Convenient and Green Procedure for the Synthesis of Thioethers, Thioesters and Dithianes using an Inexpensive Ionic Liquid, [pmIm]Br
  作者：Brindaban C. Ranu、Ranjan Jana

  DOI：10.1002/adsc.200505122

  日期：2005.11

  room temperature ionic liquid, 1-pentyl-3-methylimidazolium bromide, [pmIm]Br efficiently catalyzes the reaction of alkyl halides or acyl halides with thiols without any solvent at room temperature leading to the synthesis of thioethers and thioesters in high yields. This reaction has also been extended for the preparation of dithianes and transthioetherification. The ionic liquid is recovered and

  一种易于获得且廉价的室温离子液体溴化1-戊基-3-甲基咪唑鎓[pmIm] Br，可在室温下有效催化烷基卤化物或酰基卤化物与硫醇的反应，而无需任何溶剂，从而导致在高产。该反应也已经扩展到二噻烷的制备和反硫醚化。离子液体被回收并循环用于随后的运行。
• On the reactivity of indium(III) benzenechalcogenolates (chalcogen = sulfur and selenium) towards organyl halides for the synthesis of organyl phenyl chalcogenides
  作者：Clovis Peppe、Liérson Borges de Castro

  DOI：10.1139/v09-043

  日期：2009.5

  was examined. A practical one-pot method to prepare organyl phenyl chalcogenides from indium metal and diphenyl dichalcogenide was found. The coupling is fairly broad in scope and generally works better for organyl halides capable to produce stable carbocations.

  检测了铟 (III) 苯硫属元素化物（硫属元素 = 硫、硒）对有机卤化物（有机基 = 烷基、烯丙基、苄基、酰基）的反应性。发现了一种从铟金属和二苯基二硫属元素化物制备有机苯基硫属元素化物的实用一锅法。偶联的范围相当广泛，通常对能够产生稳定碳正离子的有机卤化物效果更好。
• Aryl 1-chloroalkyl sulfoxides as acyl anion equivalents: a new synthesis of vinyl sulfides, ketones, and diketones from aryl 1-chloroalkyl sulfoxides and α,ω-dichloro-α,ω-disulfinylalkanes
  作者：Tsuyoshi Satoh、Daisaku Taguchi、Chihiro Suzuki、Satoshi Fujisawa

  DOI：10.1016/s0040-4020(00)01015-2

  日期：2001.1

  anhydride and NaI in acetone at low temperature afforded vinyl sulfides in high yields. The vinyl sulfides were converted to ketones by hydrolysis with HClO4 in refluxing 1,4-dioxane in good yields. In this procedure, the lithiated aryl 1-chloroalkyl sulfoxides acted as acyl anion equivalents. The procedure was extended to a synthesis of α,ω-diketones starting from α,ω-dichloro-α,ω-disulfinylalkanes. The procedure

  在低温下用三氟乙酸酐和NaI处理由芳基1-氯烷基亚砜通过与碘代烷烃的烷基化反应而合成的芳基α-氯烷基亚砜，可以高产率得到乙烯基硫化物。在回流的1，4-二恶烷中，通过用HClO 4水解，将乙烯基硫化物转化为酮。在该程序中，锂化的芳基1-氯烷基亚砜起酰基阴离子当量的作用。该程序扩展到从α，ω-二氯-α，ω-二亚磺酰基烷烃开始合成α，ω-二酮。当α，ω-二亚磺酰基烷烃的碳链长度大于四个时，发现该方法行之有效，并且发现二酮的收率有些变化（60-80％）。
• Gold(I) complexes of unidentate and bidentate phosphorus-, arsenic-, antimony-, and sulphur-donor ligands
  作者：Charles A. McAuliffe、R. V. (Dick) Parish、P. David Randall

  DOI：10.1039/dt9790001730

  日期：——

  Complexes of gold(I) with a variety of unidentate and potentially chelating P-, As-, Sb-, and S-donor ligands have been characterised by analysis, 1H n.m.r., i.r., and u.v.–visible spectroscopy, and electrical conductivity. In the majority of cases, the gold atom is two co-ordinate, [AuX(L)] or [XAu(L′–L′)AuX](L = unidentate ligand, L′–L′= bidentate ligand, X = Cl, Br, or SCN), but a few examples of

  通过分析，1 H nmr，ir和uv可见光谱和电导率表征了金（I）与各种未知的和潜在螯合的P-，As-，Sb-和S-供体配体的配合物。在大多数情况下，金原子是两个坐标，[AuX（L）]或[XAu（L'–L'）AuX]（L =相同的配体，L'–L'=齿状的配体，X = Cl，Br或SCN），但发现了一些可能的三配位实例，[AuXL 2 ]或[AuX（L'–L'）]。对于双齿配体，主链的刚性似乎是促进螯合的关键因素。阳离子络合物[AuL 2 ] +的形成容易程度取决于溶剂的极性。
• The toxicity of organic sulphides to the eggs and larvae of the glasshouse red spider mite. I.—SS′-disubstituted alkane-αω-dithiols
  作者：R. F. Brookes、J. E. Cranham、W. A. W. Cummings、D. Greenwood、B. S. Jackson、H. A. Stevenson

  DOI：10.1002/jsfa.2740080106

  日期：1957.1

  A laboratory test method for assessing the activity of chemicals against the eggs and young mites of the glasshouse red spider (Tetranychus telarius L.) is described. The results given by a series of SS′-disubstituted alkane-αω-dithiols using this test method are tabulated and discussed.

  描述了一种实验室测试方法，用于评估化学品对温室红蜘蛛（Tetranychus telarius L.）的卵和幼螨的活性。使用该测试方法由一系列 SS'-二取代烷烃-αω-二硫醇给出的结果列表和讨论。