(2R)-2-hexylbutane-1,4-diol | 149070-98-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (2R)-2-hexylbutane-1,4-diol
• 英文别名: (R)-decane-1,4-diol；(4R)-decane-1,4-diol
• CAS: 149070-98-4
• 化学式: C₁₀H₂₂O₂
• 分子量: 174.283
• InChiKey: GFICPCFLWFXIJC-SNVBAGLBSA-N

物化性质

• 沸点：
  279.6±8.0 °C(predicted)
• 密度：
  0.922±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  12
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (2R)-2-hexylbutane-1,4-diol 在 硫酸 作用下， 生成 (R)-2-hexyltetrahydrofuran
  参考文献：
  名称：

  Synthesis of enantiomerically pure volatile compounds derived from (R)-3-hydroxynonanal

  摘要：

  Practical preparations of enantiomerically pure R-configured 3-hydroxynonanal dimethyl acetal, 3-acetoxynonanal dimethyl acetal, methyl 3-acetoxynonanoate, delta-undecalactone, 1,3-nonanediol and its esters, 1,4-decanediol and its esters and 2-hexyltetrahydrofuran based on the ozenolysis product of commercial castor oil are described. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(00)00019-7
• 作为产物：
  描述：

  (R)-5-Hexyl-dihydro-furan-2-one 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 生成 (2R)-2-hexylbutane-1,4-diol
  参考文献：
  名称：

  Synthesis of enantiomerically pure volatile compounds derived from (R)-3-hydroxynonanal

  摘要：

  Practical preparations of enantiomerically pure R-configured 3-hydroxynonanal dimethyl acetal, 3-acetoxynonanal dimethyl acetal, methyl 3-acetoxynonanoate, delta-undecalactone, 1,3-nonanediol and its esters, 1,4-decanediol and its esters and 2-hexyltetrahydrofuran based on the ozenolysis product of commercial castor oil are described. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(00)00019-7

文献信息

• Asymmetric synthesis of 2-substituted butane-1,4-diols by hydrogenation of homochiral fumaramide derivatives
  作者：Samaila Jawaid、Louis J. Farrugia、David J. Robins

  DOI：10.1016/j.tetasy.2004.11.023

  日期：2004.12

  Diastereoselective hydrogenation of homochiral fumaramides 1 derived from (2R)-Oppolzer's sultam was observed by analysis of the H-1 NMR spectra of the succinamide mixtures with de's of 77-88%. Reduction of these succinamides using LiAlH4 gave the corresponding (2S)-butane-1,4-diols and established that addition of hydrogen takes place selectively on the re-face of 14 fumaramides 1. The stereoselectivity was confirmed by estimating the ee's from the F-19 NMR spectra of the Mosher's diesters of the diols. This methodology was applied to the synthesis of selected pyrrolidine natural products in homochiral form. (C) 2004 Elsevier Ltd. All rights reserved.
• Synthesis of enantiomerically pure volatile compounds derived from (R)-3-hydroxynonanal
  作者：Jozef Kula、Thuat Bui Quang、Magdalena Sikora

  DOI：10.1016/s0957-4166(00)00019-7

  日期：2000.3

  Practical preparations of enantiomerically pure R-configured 3-hydroxynonanal dimethyl acetal, 3-acetoxynonanal dimethyl acetal, methyl 3-acetoxynonanoate, delta-undecalactone, 1,3-nonanediol and its esters, 1,4-decanediol and its esters and 2-hexyltetrahydrofuran based on the ozenolysis product of commercial castor oil are described. (C) 2000 Elsevier Science Ltd. All rights reserved.