1-methyl-2-(phenylthio)ethyl acetate | 32300-28-0

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 1-methyl-2-(phenylthio)ethyl acetate
• 英文别名: 1-phenylthio-2-acetoxypropane；2-acetoxypropyl phenyl sulfide；1-Phenylthio-2-acetoxypropan；1-(phenylthio)propan-2-yl acetate；1-Phenylsulfanylpropan-2-yl acetate
• CAS: 32300-28-0
• 化学式: C₁₁H₁₄O₂S
• 分子量: 210.297
• InChiKey: SSHJXUWZAZXLND-UHFFFAOYSA-N

物化性质

• 沸点：
  299.9±23.0 °C(Predicted)
• 密度：
  1.10±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  51.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  甲醇 、 1-methyl-2-(phenylthio)ethyl acetate 在 triethylamine tris(hydrogen fluoride) 作用下， 以 乙腈 为溶剂， 以8%的产率得到2-acetoxy-1-methoxypropyl phenyl sulfide
  参考文献：
  名称：

  2-酰氧基-3,3,3-三氟丙基硫醚的阳极甲氧基化伴随酰氧基的[1,2]-重排和2-(t-丁氧基羰基)氧基-3,3,3-三氟丙基硫醚的阳极环化

  摘要：

  Anodic methoxylation of 2-acyloxy-3,3,3-trifluoropropyl sulfides was carried out in methanol containing Et3N-3HF as a supporting electrolyte and mediator using an undivided cell to provide the corresponding alpha-methoxylated products and unexpected beta-methoxylated products owing to [1,2]-rearrangement of the acyloxy group in the latter case. It was also found that the regioselectivity and diastereoselectivity of the anodic methoxylation were greatly affected by the concentration of methanol in an electrolytic solvent, electrolytic temperature, and bulkiness of acyloxy group. This is the first example of anodic methoxylation of sulfides accompanying with rearrangement of an acyloxy group. Furthermore, anodic intramolecular cyclization of 2-(t-butoxycarbonyl)oxy-3,3,3-trifluoropropyl sulfide was achieved in 0.01 M Et3N-3HF/MeCN eliminating a t-butyl cation to provide the corresponding trifluoromethylated ethylene carbonate derivative in good yield. (c) 2017 The Electrochemical Society. All rights reserved.

  DOI：

  10.1149/2.1601713jes
• 作为产物：
  描述：

  4-methyl-2-methylene-1,3-dioxolane 以 四氯化碳 为溶剂， 反应 48.0h， 生成 1-methyl-2-(phenylthio)ethyl acetate
  参考文献：
  名称：

  环烯酮缩醛与二硫化碳通过大两性离子反应

  摘要：

  新研究新反应 dumethyl-4 methylene-2 dioxolanne-1,3 avec CS 2 et on etudi les structure dupolymere qui en resulte

  DOI：

  10.1021/ja00326a026

文献信息

• A facile chemoenzymatic route to enantiomerically pure oxiranes: building blocks for biologically active compounds
  作者：Ulrich Goergens、Manfred P. Schneider

  DOI：10.1039/c39910001064

  日期：——

  The enantiomerically pure building blocks (R)-and (S)-1–4 were prepared both by enantioselective, enzymatic hydrolysis and by acyl transfer, and subsequently converted into the corresponding enantiomerically pure oxiranes (R)- and (S)-7 and 8.

  对映体纯积木（[R ）-和（小号） - 1 - 4通过对映体选择性，酶水解和通过酰基转移制备两者，并随后转化为相应的对映体纯的环氧乙烷（[R ） -和（小号） - 7和8。
• Photochemical incorporation of protic solvents by open chain olefins
  作者：N. Miyamoto、H. Nozaki

  DOI：10.1016/0040-4020(73)80201-7

  日期：1973.1

  Irradition of methyl styryl sulphoxide dissolved in MeOH, EtOH, or AcOH induces the photochemical polar addition of the solvents to afford the product, PhCH(OR)CH2SOMe, where R is Me, Et, or Ac. By-products are the corresponding sulphides, PhCH(OR)CH2SMe, and methyl styryl sulphide. Similar adducts of protic solvents are produced upon irradiation of certain vinylic sulphides, methyl phenethynyl sulphide

  辐照溶解在MeOH，EtOH或AcOH中的甲基苯乙烯基亚砜会诱导溶剂的光化学极性加成，从而提供产物PhCH（OR）CH 2 SOMe，其中R为Me，Et或Ac。副产物是相应的硫化物，PhCH（OR）CH 2 SMe和甲基苯乙烯基硫化物。质子溶剂的类似加合物在某些乙烯基硫化物的辐照产生，甲基苯乙炔基硫化物，为包括以及适当取代propenylbenzenes ö -anethole，ø -anol和ö -propenylaniline在SOLN。
• Enzymatic kinetic resolution of organochalcogenides in supercritical CO2
  作者：Rogério A. Gariani、Fernando A.G. Luengo、Luiz A.S. Vale、Reinaldo C. Bazito、João V. Comasseto

  DOI：10.1016/j.tetlet.2011.04.073

  日期：2011.6

  1-(Phenylthio)-, 1-(phenylseleno)- and 1-(phenyltelluro)-propan-2-ol were efficiently resolved by CAL-B in sc-CO2. (C) 2011 Elsevier Ltd. All rights reserved.
• Grudzinskaya, E. Yu.; Skorobogatova, E. V., Journal of Organic Chemistry USSR (English Translation), 1986, vol. 22, # 9, p. 1710 - 1713
  作者：Grudzinskaya, E. Yu.、Skorobogatova, E. V.

  DOI：——

  日期：——
• ENDO, TAKESHI;FUKUDA, HIROYUKI;HIROTA, MASAHIRO, J. AMER. CHEM. SOC., 1984, 106, N 14, 4035-4036
  作者：ENDO, TAKESHI、FUKUDA, HIROYUKI、HIROTA, MASAHIRO

  DOI：——

  日期：——