β-[2]naphthylsulfanyl-phenethyl alcohol | 107683-39-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: β-[2]naphthylsulfanyl-phenethyl alcohol
• 英文别名: β-[2]Naphthylmercapto-phenaethylalkohol；2-Naphthalen-2-ylsulfanyl-2-phenylethanol
• CAS: 107683-39-6
• 化学式: C₁₈H₁₆OS
• 分子量: 280.39
• InChiKey: HBVVVKNNBMMHBJ-UHFFFAOYSA-N

物化性质

• 沸点：
  462.7±38.0 °C(Predicted)
• 密度：
  1.22±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  45.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 四氢呋喃 、 lithium aluminium tetrahydride 作用下， 生成 β-[2]naphthylsulfanyl-phenethyl alcohol
  参考文献：
  名称：

  Notes- Reaction of Styrene Oxide with 2-Naphthalenethiol

  摘要：

  DOI：

  10.1021/jo01089a617

文献信息

• Efficient, eco-Friendly and Regioselective Method for Thiolysis of 1,2-Epoxides with Diaryl Disulfides in the Presence of Zn/Bi(TFA)₃-TBPB or Zn/Bi(OTf)₃-TBPB
  作者：Ahmad R. Khosropour、Mohammad M. Khodaei、Kazem Ghozati

  DOI：10.1515/znb-2005-0517

  日期：2005.5.1

  Diaryl disulfides undergo regioselective ring-opening of 1,2-epoxides in the presence of zinc powder and 3-4 mol-% of bismuth(III) trifluoroacetate or 1 mol-% of bismuth(III) triflate in molten tetrabutylphosphonium bromide (TBPB) to afford the corresponding β -hydroxy thioethers in good to excellent yields.

  二芳基二硫醚在锌粉和3-4 mol-% 三氟乙酸铋(III) 或1 mol-% 三氟乙酸铋(III) 在熔化的四丁基溴化膦铵(TBPB) 存在下，对1,2-环氧化物进行区域选择性开环反应，得到相应的β-羟基硫醚，收率良好至优良。
• Zn/CeCl₃.7H₂O-TBPB: A New and ‘Green’ Promoter System for Rapid and Regioselective Thiolyzation of 1,2-Epoxides with Aryl Disulfides
  作者：Ahmad R. Khosropour、Mohammad M. Khodaei、Kazem Ghozati

  DOI：10.1246/cl.2004.1378

  日期：2004.10

  A new, efficient, clean, and regioselective ‘one-pot’ procedure for thiolyzation of epoxides with aryl disulfides catalyzed by cerium(III) chloride heptahydrate immobilized on tetrabutyl phosphonium bromide as an ionic liquid is reported.

  报道了一种新颖、高效、清洁且区域选择性的“一锅”方法，用于用芳香二硫化物对环氧化物进行硫解反应，该反应以羟基化铈(III)氯化物七水合物固定在四正丁基磷盐溴化物作为离子液体为催化剂。
• InCl₃-Catalyzed Highly Regioselective Ring Opening of Epoxides with Thiols
  作者：J. S. Yadav、B. V. S. Reddy、Gakul Baishya

  DOI：10.1246/cl.2002.906

  日期：2002.9

  Epoxides react smoothly with thiols in the presence of 10 mol% InCl3 under very mild conditions to afford the corresponding β-hydroxy sulfides in high yields with high regioselectivity. Similar yields and selectivity are also obtained with catalytic amount of indium triflate under these reaction conditions.

  在10 mol% InCl3存在下，环氧化物与硫醇在非常温和的条件下顺利反应，生成相应的β-羟基硫化物，且产率较高，位置选择性较强。在这些反应条件下，使用催化量的三氟化铟也能获得类似的产率和选择性。
• Rapid, benign, and additive-free thiolysis of epoxides under ultrasonic/aqueous conditions
  作者：Mohammad M. Mojtahedi、Sajad Khalili

  DOI：10.1080/17415993.2014.909814

  日期：2014.7.4

  An environmentally friendly and efficient procedure is developed for ring opening of various epoxides with thiols under non-thermal conditions. Reactions take place by ultrasonic irradiation of the two reactants suspended in an additive-free aqueous medium. Consequently, high-yield formation of various beta-hydroxy sulfides is quickly observed.[GRAPHICS].
• BiCl₃ Catalyzed Thiolyzation Reaction of 1,2-Epoxides with Diaryl Disulfides in the Presence of Zinc Powder and Ionic Liquid
  作者：A. R. Khosropour、M. M. Khodaei、K. Ghozati

  DOI：10.1080/104265090929931

  日期：2005.11.1

  A new and efficient method has been developed for the regio- and chemoselective synthesis of beta-hydroxysulfides with the ring-opening reaction of 1,2-epoxides by diaryl disulfides and zinc powder in the presence of a catalytic amount of BiCl3 in molten tetrabutyl phosphonium bromide as an ionic liquid.