1-{2-[(2-hydroxypropyl)sulfanyl]ethylsulfanyl}-2-propanol | 83346-09-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-{2-[(2-hydroxypropyl)sulfanyl]ethylsulfanyl}-2-propanol
• 英文别名: 1,2-bis-(2-hydroxy-propylsulfanyl)-ethane；1,2-Bis-(2-hydroxy-propylmercapto)-aethan；2-Propanol, 1,1'-[1,2-ethanediylbis(thio)]bis-；1-[2-(2-hydroxypropylsulfanyl)ethylsulfanyl]propan-2-ol
• CAS: 83346-09-2
• 化学式: C₈H₁₈O₂S₂
• 分子量: 210.362
• InChiKey: TVJMNKFRSJHLBL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  12
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  91.1
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-{2-[(2-hydroxypropyl)sulfanyl]ethylsulfanyl}-2-propanol 在 盐酸 、 水 、 potassium hydroxide 作用下， 以 水 为溶剂， 反应 12.0h， 生成 4,7-dithiadecane-2,9-dithiol
  参考文献：
  名称：

  Synthesis of New Symmetric Disubstituted Dithioether Dithiols

  摘要：

  The beta,beta'-dihydroxydithioethers, derived from oxirane, have been converted into dithioethers dithiols in good yields. A colloidal solution of gold nanoparticles (AuNPs) with 5,8-dithiadodecane-3,10-dithiol was prepared and showed a good stability from tight binding offered by the thiol group on the Au surfaces.

  DOI：

  10.1080/10426507.2012.668984
• 作为产物：
  描述：

  1-巯基-2-丙醇 、 1,2-二溴乙烷 在 sodium ethanolate 作用下， 生成 1-{2-[(2-hydroxypropyl)sulfanyl]ethylsulfanyl}-2-propanol
  参考文献：
  名称：

  Gasson et al., Journal of the Chemical Society, 1948, p. 46

  摘要：

  DOI：

文献信息

• Synthesis of New β,β′-Diketodithioethers via Swern Oxidation and Study of Their Hydrazone Formation Rate
  作者：Seyed Mohammad Seyedi、Hamid Sadeghian、Zohreh Safari

  DOI：10.1080/10426500802453989

  日期：2009.9.18

  The synthesis of β,β′-diketodithioethers 4b–j from corresponding β,β′-dihydroxydithioethers 3b–j was carried out by a Swern oxidation using DMSO-oxalyl chloride as oxidizing agent. β,β′-Dihydroxydithioethers 3b–j were prepared by the reaction of two molar equivalents of epoxides 1b–j with dimercaptoethane 2 in the presence of a saturated aqueous solution of potassium carbonate. The reactivity behavior

  使用 DMSO-草酰氯作为氧化剂，通过 Swern 氧化反应从相应的 β,β'-二羟基二硫醚 3b-j 合成 β,β'-二酮二硫醚 4b-j。β,β'-二羟基二硫醚 3b-j 是通过 2 摩尔当量的环氧化物 1b-j 与二巯基乙烷 2 在饱和碳酸钾水溶液存在下反应制备的。还研究了 2,4-二硝基苯肼形成 β,β'-二酮二硫醚 4b-j 的亚胺反应行为，并通过分子轨道 (MO) 计算提出了一种机制。为了证实所提出的机制，还证明了硫杂功能通过测量 HOMO-LUMO 能级激活腙形成的作用。
• 660. Dithiols. Part XI. The reactions of epoxides with hydroxy- and poly-thiols
  作者：L. N. Owen、Peter N. Smith

  DOI：10.1039/jr9510002973

  日期：——
• Dimercaptoethane oxirane ring opening reaction: β,β′-dihydroxy dithioether synthesis
  作者：Moufida Romdhani Younes、Mohamed Moncef Chaabouni、Ahmed Baklouti

  DOI：10.1016/s0040-4039(01)00268-4

  日期：2001.4
• The Green Method for Regiospecific Ring Opening of Epoxide with Dimercaptoethane
  作者：Seyed Mohammad Seyedi、Hamid Sadeghian、Masoomeh Rezai

  DOI：10.1080/10426500701313888

  日期：2007.6.14

  A simple, efficient, and environmentally friendly one-step regiospecefic ring opening of strained epoxides with dimercaptoethane as a nucleophile in nearly saturated aqueous potassium carbonate is reported. The synthesized beta, beta '-dihydroxydithioether compounds were confirmed by elemental analysis, H-1 NMR, C-13 NMR, and MS spectral studies.
• Synthesis and Biological Evaluation of Some New Thioether-Ester Crown Ethers
  作者：Seyed Mohammad Seyedi、Ali Sadeghian、Hamid Sadeghian、Ayla Hazrathoseyni、Mohammad Sadeghian

  DOI：10.1080/10426500600917060

  日期：2007.1.1

  New thioether-ester crown ethers have been synthesized starting from oxalyl chloride and different beta,beta'-dihydroxydithioethers. The synthesized compounds are screened for their antibacterial activity. Among the macrocyclic thioetheresters (5a-j), only 5,12-di[(allyloxy)methyl]-1,4-dioxa-7,10-dithiacyclododecane2,3-dione (5e) and 5,12-di(isopropoxymethyl)-1,4-dioxa-7,10-dithiacyclododecane2,3-dione (5)9 were effective inhibitors against Staphilococcus aureus methicillin resistance and Pseudomanas aeruginosa with an MIC value of 525 and 265 mu M. Structures of the synthesized compounds have been confirmed by H-1 NMR, C-13 NMR, and MS spectral studies.