1-Benzylsulfanyl-3-phenoxypropan-2-ol

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-Benzylsulfanyl-3-phenoxypropan-2-ol
• 化学式: C₁₆H₁₈O₂S
• 分子量: 274.384
• InChiKey: SXWCKJKELMEIOR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  19
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  54.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  苯基缩水甘油醚 、 氯化苄 在 sodium hydroxide 作用下， 以 水 为溶剂， 反应 0.33h， 以95%的产率得到1-Benzylsulfanyl-3-phenoxypropan-2-ol
  参考文献：
  名称：

  Odourless Strategy for Deep Eutectic Solvent-Mediated Ring Opening of Epoxides with In Situ Generated S-Alkylisothiouronium Salts

  摘要：

  A general, straightforward and odourless ring-opening reaction allows the preparation of beta-hydroxy sulfides from in situ generated S-alkylisothiouronium salts in urea-choline chloride-based deep eutectic solvent (DES). In addition, reaction of epoxides with thiourea in DES yields the corresponding thiiranes.

  DOI：

  10.1055/s-0033-1341050

文献信息

• Erbium(III) Triflate is a Highly Efficient Catalyst for the Synthesis of β-Alkoxy Alcohols, 1,2-Diols and β-Hydroxy Sulfides by Ring Opening of Epoxides
  作者：Monica Nardi、Renato Dalpozzo、Manuela Oliverio、Rosina Paonessa、Antonio Procopio

  DOI：10.1055/s-0029-1216956

  日期：2009.10

  ring-opening reaction of epoxides with erbium(III) triflate are described. Epoxides can be cleaved under neutral conditions with alcohols and thiols in the presence of catalytic amounts of Lewis acid, affording the corresponding β-alkoxy alcohols and β-hydroxy sulfides in high yields. In water, epoxide ring opening occurs to produce the corresponding diols in good yields epoxides - Lewis acids - nucleophilic

  描述了环氧化物与三氟甲磺酸（（III）开环反应中的化学和立体选择性。可以在催化量的路易斯酸存在下，在中性条件下用醇和硫醇裂解环氧化物，以高收率得到相应的β-烷氧基醇和β-羟基硫化物。在水中，发生环氧化物开环以高产率生产相应的二醇 环氧-路易斯酸-亲核加成-开环-绿色化学
• JandaJel as a polymeric support to improve the catalytic efficiency of immobilized-1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD) under solvent-free conditions
  作者：Daniela Lanari、Roberto Ballini、Simona Bonollo、Alessandro Palmieri、Ferdinando Pizzo、Luigi Vaccaro

  DOI：10.1039/c1gc15790f

  日期：——

  JandaJel, with its greater spacing between the linear polymeric chains compared to that of polystyrene matrices, is a very efficient support for improving the catalytic efficiency of TBD under SolFC.

  JandaJel由于其线性聚合物链之间的间距比聚苯乙烯基质更大，是一种在SolFC下提高TBD催化效率非常有效的载体。
• A Simple and Convenient Method for Preparation of Sulfides
  作者：Marta Feroci、Achille Inesi、Leucio Rossi

  DOI：10.1080/00397919908086421

  日期：1999.8.1

  tetraethylammonium carbonate (TEAC) obtained respectively by chemical and electrochemical way, react with thiols in acetonitrile affording, after addition of a suitable alkylating reagent, the corresponding sulfides in high to excellent yields.

  摘要 分别通过化学和电化学方法获得的四乙基碳酸氢铵（TEAHC）和四乙基碳酸铵（TEAC）在乙腈中与硫醇反应，加入合适的烷基化试剂后，相应的硫化物产率高至极好。
• Solid–Liquid Phase-transfer Catalytic Synthesis of Chiral Glycerol Sulfide Ethers Under Microwave Irradiation†
  作者：Jing-Xian Wang、Yumei Zhang、Danfeng Huang、Yulai Hu

  DOI：10.1039/a708058a

  日期：——

  Epoxypropoxyphenols react with benzenethiols under phase-transfer catalysis and microwave irradiation to give chiral glycerol sulfide ethers, this procedure is simple, rapid and efficient.

  在相转移催化与微波辐照下，环氧丙氧基苯酚与苯硫酚反应生成手性甘油硫醚，该方法简便、迅速且高效。
• Regioselective Reaction of Epoxides with Disulfides Using Zn/AlCl₃System: A Simple Synthesis of β-Hydroxy Sulfides
  作者：B. Movassagh、S. Sobhani、F. Kheirdoush、Z. Fadaei

  DOI：10.1081/scc-120023422

  日期：2003.9

  Abstract Epoxides are regioselectively cleaved by zinc thiolate intermediate, generated from disulfides in the presence of Zn/AlCl3 system, to afford high yields of the corresponding β-hydroxy sulfides.

  摘要 环氧化物被硫醇锌中间体区域选择性裂解，在 Zn/AlCl3 体系存在下由二硫化物生成，以提供相应的 β-羟基硫化物的高产率。