(S)-2-苯基丙硫醇 | 129396-58-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: (S)-2-苯基丙硫醇
• 英文名称: (S)-2-phenylpropanethiol
• 英文别名: (2S)-2-phenylpropane-1-thiol
• CAS: 129396-58-3
• 化学式: C₉H₁₂S
• 分子量: 152.26
• InChiKey: TZSHURJWYGHGEK-MRVPVSSYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (S)-2-苯基丙硫醇 在 Oxone 作用下， 生成 -1-(2-phenylpropylsulfinyl)-2-nitrocyclopentene
  参考文献：
  名称：

  不对称诱导的加成消除策略：手性亚砜作为离去基团

  摘要：

  β硝基-α的反应中，β -不饱和亚砜7与δ内酰胺烯醇化物11 - 15，得到20 - 24分别，在具有高对映体过量良好的化学产率。

  DOI：

  10.1016/s0040-4039(00)97377-5
• 作为产物：
  描述：

  2-phenylpropyl 4-methylbenzenesulfonate 在 盐酸 、 硫脲 、 sodium hydroxide 作用下， 以 乙醇 为溶剂， 生成 (S)-2-苯基丙硫醇
  参考文献：
  名称：

  Transformation from [Au₂₅(SCH₂CH₂CH₂CH₃)₁₈]⁰ to Au₂₈(SCH₂CH(CH₃)Ph)₂₁ gold nanoclusters: gentle conditions is enough

  摘要：

  在这里，我们报告了在温和条件下通过配体交换反应将[Au₂₅(SR)₁₈]⁰转化为Au₂₈(SR)₂₁的过程。

  DOI：

  10.1039/c9cc08872e

文献信息

• Copolymerization of elemental sulfur to synthesize high sulfur content polymeric materials
  申请人：ARIZONA BOARD OF REGENTS ON BEHALF OF THE UNIVERSITY OF ARIZONA

  公开号：US11078333B2

  公开（公告）日：2021-08-03

  Copolymerization of elemental sulfur with functional comonomers afford sulfur copolymers having a high molecular weight and high sulfur content. Nucleophilic activators initiate sulfur polymerizations at relative lower temperatures and in solutions, which enable the use of a wider range of comonomers, such as vinylics, styrenics, and non-homopolymerizing comonomers. Nucleophilic activators promote ring-opening reactions to generate linear polysulfide intermediates that copolymerize with comonomers. Dynamic sulfur-sulfur bonds enable re-processing or melt processing of the sulfur polymer. Chalcogenide-based copolymers have a refractive index of about 1.7-2.6 at a wavelength in a range of about 5000 nm-8μιτι. The sulfur copolymer can be a thermoplastic or a thermoset for use in elastomers, resins, lubricants, coatings, antioxidants, cathode materials for electrochemical cells, dental adhesives/restorations, and polymeric articles such as polymeric films and free-standing substrates. Optical substrates are constructed from the chalcogenide copolymer and are substantially transparent in the visible and infrared spectrum.

  元素硫与功能性共聚单体的共聚可产生具有高分子量和高含硫量的硫共聚物。亲核活化剂可在相对较低的温度和溶液中引发硫聚合反应，从而可使用更广泛的共聚单体，如乙烯基、苯乙烯基和非共聚单体。亲核活化剂可促进开环反应，生成与共聚单体共聚的线性多硫化物中间体。通过动态硫磺键，可对硫磺聚合物进行再加工或熔融加工。在波长约为 5000 纳米-8μιτι 的范围内，卤化镓基共聚物的折射率约为 1.7-2.6。硫磺共聚物可以是热塑性塑料或热固性塑料，可用于弹性体、树脂、润滑剂、涂层、抗氧化剂、电化学电池的阴极材料、牙科粘合剂/修复剂，以及聚合物制品，如聚合物薄膜和独立基底。光学基底由铬化共聚物制成，在可见光和红外光谱中基本透明。
• Reductive Alkylation of Arenes by a Thiol-Based Multicomponent Reaction
  作者：Regev Parnes、Doron Pappo

  DOI：10.1021/acs.orglett.5b01142

  日期：2015.6.19

  A simple and highly chemo- and regioselective method for introducing primary alkyl substituents into aromatic compounds was developed. The method is based on an electrophilic aromatic substitution of an aldehyde, promoted by a thiol, to afford 1-(alkylthio)alkylarenes, which can either be reduced in situ with triethylsilane or reacted further. This multicomponent reaction enables the direct introduction of both aromatic and linear and branched aliphatic alkyl groups into arenes. The above one-pot protocol may be performed in air and in the presence of water and is compatible with various functional groups.
• Diastereoselective Diels-Alder Cycloadditions with Chiral 1-(Alkylsulfinyl)-2-nitroalkenes
  作者：Kaoru Fuji、Kiyoshi Tanaka、Hitoshi Abe、Kiyoshi Matsumoto、Takashi Harayama、Atsutoshi Ikeda、Tooru Taga、Yoshihisa Miwa、Manabu Node

  DOI：10.1021/jo00087a043

  日期：1994.4

  Several chiral 2-nitro-1-sulfinylalkenes were prepared and examined for their utility as dienophiles for asymmetric [4 + 2] cycloaddition. Trisubstituted dienophiles 3-6 undergo diastereoselective cycloaddition with cyclopentadiene in the presence of Lewis acids. Even the tetrasubstituted chiral sulfinyl dienophiles 1 and 2 could be coerced into undergoing [4 + 2] cycloaddition to afford the cycloadducts in high yield without concomitant elimination if the reaction was conducted under high pressure. Generally, the Z-sulfinyl dienophiles 1-4 showed higher diastereo- and endo/exo-selectivity than;the E-dienophiles 5 and 6.
• Enantioselective construction of highly functionalized bicyclo[4.3.0] system through Diels-Alder cycloaddition
  作者：Kaoru Fuji、Kiyoshi Tanaka、Hitoshi Abe、Akichika Itoh、Manabu Node、Tooru Taga、Yoshihisa Miwa、Motoo Shiro

  DOI：10.1016/s0957-4166(00)80029-4

  日期：1991.1

  The Diels-Alder reaction of chiral 2-alkylsulfinyl-1-nitroalkene 4 with Danishefsky`s diene afforded adducts 9a and 10a in good chemical yield with a high enantiomeric excess, while diastereomeric nitroalkene 5 gave 9b and 10b, enantiomeric to 9a and 10a, respectively. The synthesis of the chiral dienophiles and mechanism of the chiral induction in the cycloaddition are discussed.