(S)-3-(2-isopropoxyphenoxy)-propane-1,2-diol

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (S)-3-(2-isopropoxyphenoxy)-propane-1,2-diol
• 英文别名: (2S)-3-(2-propan-2-yloxyphenoxy)propane-1,2-diol
• 化学式: C₁₂H₁₈O₄
• 分子量: 226.273
• InChiKey: CIRYSSBUFOLMCE-JTQLQIEISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  58.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-异丙氧基苯酚 、 (S)-3-氯-1,2-丙二醇 以79%的产率得到(S)-3-(2-isopropoxyphenoxy)-propane-1,2-diol
  参考文献：
  名称：

  Spontaneous resolution among chiral glycerol derivatives: crystallization features of ortho-alkoxysubstituted phenyl glycerol ethers

  摘要：

  Five chiral arylglycerol ethers 2-R-C6H4-O-CH2CH(OH)CHOH (R = OMe, OEt, OPrn, OPri, OBui) have been prepared in racemic and enantiopure form. The melting points and enthalpies of fusion of every species were measured by differential scanning calorimetry. Binary phase diagrams were reconstructed for the whole family, the entropies of the mixing of the enantiomers in the liquid state. and Gibbs free energy of formation of the racemic compound, as well as Pettersson i-values were derived from the thermal data. The differences in the phase behavior of the investigated compounds were associated with the conformations of the alkoxy fragments. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2007.08.019

文献信息

• Spontaneous resolution among chiral glycerol derivatives: crystallization features of ortho-alkoxysubstituted phenyl glycerol ethers
  作者：Alexander A. Bredikhin、Zemfira A. Bredikhina、Dmitry V. Zakharychev、Larisa V. Konoshenko

  DOI：10.1016/j.tetasy.2007.08.019

  日期：2007.8

  Five chiral arylglycerol ethers 2-R-C6H4-O-CH2CH(OH)CHOH (R = OMe, OEt, OPrn, OPri, OBui) have been prepared in racemic and enantiopure form. The melting points and enthalpies of fusion of every species were measured by differential scanning calorimetry. Binary phase diagrams were reconstructed for the whole family, the entropies of the mixing of the enantiomers in the liquid state. and Gibbs free energy of formation of the racemic compound, as well as Pettersson i-values were derived from the thermal data. The differences in the phase behavior of the investigated compounds were associated with the conformations of the alkoxy fragments. (c) 2007 Elsevier Ltd. All rights reserved.