2-methoxypropyl phenyl sulfide | 32300-33-7

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2-methoxypropyl phenyl sulfide
• 英文别名: 1-Phenylthio-2-methoxypropan；2-Methoxypropylsulfanylbenzene
• CAS: 32300-33-7
• 化学式: C₁₀H₁₄OS
• 分子量: 182.287
• InChiKey: WETSVTDYTOSIDC-UHFFFAOYSA-N

物化性质

• 沸点：
  252.5±23.0 °C(Predicted)
• 密度：
  1.03±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  34.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-methoxypropyl phenyl sulfide 在 triethylamine tris(hydrogen fluoride) 作用下， 以 乙腈 为溶剂， 以10%的产率得到2-methoxy-1-fluoropropyl phenyl sulfide
  参考文献：
  名称：

  Electrolytic Partial Fluorination of Organic Compounds.71.¹ Highly Diastereoselective Anodic Fluorination of Sulfides Having Oxygen-Containing Heterocyclic Groups

  摘要：

  Diastereoselective anodic fluorination of sulfides having various oxygen-containing heterocyclic substituents such as 2-furanyl, 1,3-dioxolanyl, 2,2-dimethyl-1,3-dioxolanyl, 2-spirocyclohexyl-1,3-dioxolanyl, 2-spiroadamantyl-1,3-dixolanyl, and 1,3-dioxolanonyl groups at the beta-position was comparatively studied. Among the oxygen-containing heterocyclic substituents, the 2-spirocyclohexyl-1,3-dioxolanyl group gave the best diastereoselectivity (80% de). The diastereoselectivity was also affected by supporting fluoride salts and solvents. Chemical fluorination using selectfluor resulted in much lower diastereoselectivity and extremely poor yield. The fluorinated products were readily converted into the corresponding fluorinated diol in good yields by acidic hydrolysis.

  DOI：

  10.1021/jo035291j
• 作为产物：
  描述：

  1-(苯基硫代)丙烷-2-醇 、 硫酸二甲酯 在 sodium hydroxide 作用下， 以 四氢呋喃 为溶剂， 生成 2-methoxypropyl phenyl sulfide
  参考文献：
  名称：

  细胞毒性化合物。第十三部分。一些1-芳硫基丙-2-醇和2-芳硫基丙醇。一级甲烷磺酸酯重排成二级异构体

  摘要：

  描述了标题醇的合成，其中芳基为苯基，对氯-，对甲氧基-，对甲硫基-，2,4-二硝基-苯基和2-萘基；除萘基化合物外，还包括所有乙酸盐和甲基醚。除了2,4-二硝基苯基衍生物（通常用甲磺酰氯制备）以外，只有在特殊条件下使用甲磺酸酐才能得到仲甲磺酸酯。在伯醇中，2，4-二硝基苯基化合物生成伯甲磺酸酯，而所有其他主要生成仲甲磺酸酯。

  DOI：

  10.1039/j39710001448

文献信息

• The production of episulfonium complexes from propylene and the regioselectivity of their reactions with nucleophiles
  作者：A. S. Gybin、M. Z. Krimer、V. A. Smit、V. S. Bogdanov、�. A. Vorob'eva

  DOI：10.1007/bf00924824

  日期：1979.3
• Cytotoxic compounds. Part XIII. Some 1-arylthiopropan-2-ols and 2-arylthiopropanols. Rearrangement of the primary methanesulphonates into the secondary isomers
  作者：M. S. Khan、L. N. Owen

  DOI：10.1039/j39710001448

  日期：——

  naphthyl compounds. Except for the 2,4-dinitrophenyl derivative (prepared in the normal way with methanesulphonyl chloride) the secondary methanesulphonates could only be obtained by the use of methanesulphonic anhydride under special conditions. Of the primary alcohols, the 2,4-dinitrophenyl compound gave the primary methanesulphonate but all the others gave mainly the secondary methanesulphonates.

  描述了标题醇的合成，其中芳基为苯基，对氯-，对甲氧基-，对甲硫基-，2,4-二硝基-苯基和2-萘基；除萘基化合物外，还包括所有乙酸盐和甲基醚。除了2,4-二硝基苯基衍生物（通常用甲磺酰氯制备）以外，只有在特殊条件下使用甲磺酸酐才能得到仲甲磺酸酯。在伯醇中，2，4-二硝基苯基化合物生成伯甲磺酸酯，而所有其他主要生成仲甲磺酸酯。
• Electrolytic Partial Fluorination of Organic Compounds.71.¹ Highly Diastereoselective Anodic Fluorination of Sulfides Having Oxygen-Containing Heterocyclic Groups
  作者：Katsutoshi Suzuki、Toshio Fuchigami

  DOI：10.1021/jo035291j

  日期：2004.2.1

  Diastereoselective anodic fluorination of sulfides having various oxygen-containing heterocyclic substituents such as 2-furanyl, 1,3-dioxolanyl, 2,2-dimethyl-1,3-dioxolanyl, 2-spirocyclohexyl-1,3-dioxolanyl, 2-spiroadamantyl-1,3-dixolanyl, and 1,3-dioxolanonyl groups at the beta-position was comparatively studied. Among the oxygen-containing heterocyclic substituents, the 2-spirocyclohexyl-1,3-dioxolanyl group gave the best diastereoselectivity (80% de). The diastereoselectivity was also affected by supporting fluoride salts and solvents. Chemical fluorination using selectfluor resulted in much lower diastereoselectivity and extremely poor yield. The fluorinated products were readily converted into the corresponding fluorinated diol in good yields by acidic hydrolysis.