2,5-Dimethyl-5-phenylsulfanylhexane-2,4-diol | 179806-67-8

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2,5-Dimethyl-5-phenylsulfanylhexane-2,4-diol
• 英文别名: 2,5-dimethyl-5-phenylsulfanylhexane-2,4-diol
• CAS: 179806-67-8
• 化学式: C₁₄H₂₂O₂S
• 分子量: 254.393
• InChiKey: NHLAEDGYNAOFAT-UHFFFAOYSA-N

物化性质

• 沸点：
  401.5±35.0 °C(Predicted)
• 密度：
  1.09±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  65.8
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,5-Dimethyl-5-phenylsulfanylhexane-2,4-diol 在 对甲苯磺酸 作用下， 以 二氯甲烷 为溶剂， 以99%的产率得到2,2,5,5-Tetramethyl-3-phenylsulfanyloxolane
  参考文献：
  名称：

  Secondary and tertiary alcohols as nucleophiles in the stereospecific synthesis of substituted tetrahydrofurans by cyclisation of 1,3-diols with phenylsulfanyl migration

  摘要：

  Rearrangement of a series of 4-phenylsulfanyl-1,3-diols with TsOH gives tetrahydrofurans stereospecifically and in high yield even if the nucleophile is a secondary or tertiary alcohol. We discuss the stereochemistry and acceptable substution patterns of the diols which will carry out this reaction and define their limits. (C) 1996 Elsevier Science Ltd.

  DOI：

  10.1016/0040-4039(96)00737-x
• 作为产物：
  描述：

  2-甲基-2-(苯基巯基)丙醛 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 生成 2,5-Dimethyl-5-phenylsulfanylhexane-2,4-diol
  参考文献：
  名称：

  Secondary and tertiary alcohols as nucleophiles in the stereospecific synthesis of substituted tetrahydrofurans by cyclisation of 1,3-diols with phenylsulfanyl migration

  摘要：

  Rearrangement of a series of 4-phenylsulfanyl-1,3-diols with TsOH gives tetrahydrofurans stereospecifically and in high yield even if the nucleophile is a secondary or tertiary alcohol. We discuss the stereochemistry and acceptable substution patterns of the diols which will carry out this reaction and define their limits. (C) 1996 Elsevier Science Ltd.

  DOI：

  10.1016/0040-4039(96)00737-x

文献信息

• Secondary and tertiary alcohols as nucleophiles in the stereospecific synthesis of substituted tetrahydrofurans by cyclisation of 1,3-diols with phenylsulfanyl migration
  作者：Jason Eames、Maria A. de las Heras、Stuart Warren

  DOI：10.1016/0040-4039(96)00737-x

  日期：1996.6

  Rearrangement of a series of 4-phenylsulfanyl-1,3-diols with TsOH gives tetrahydrofurans stereospecifically and in high yield even if the nucleophile is a secondary or tertiary alcohol. We discuss the stereochemistry and acceptable substution patterns of the diols which will carry out this reaction and define their limits. (C) 1996 Elsevier Science Ltd.