1-chloro-3-undecyloxypropan-2-ol | 201995-23-5

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 卤代醇
• 英文名称: 1-chloro-3-undecyloxypropan-2-ol
• 英文别名: 1-Chloro-3-(undecyloxy)propan-2-OL；1-chloro-3-undecoxypropan-2-ol
• CAS: 201995-23-5
• 化学式: C₁₄H₂₉ClO₂
• 分子量: 264.836
• InChiKey: UGYBMQWYHHZCLB-UHFFFAOYSA-N

物化性质

• 沸点：
  356.3±22.0 °C(Predicted)
• 密度：
  0.962±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  17
• 可旋转键数：
  13
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-chloro-3-undecyloxypropan-2-ol 在 sodium hydroxide 、 三氟甲磺酸三甲基硅酯 、 四丁基溴化铵 、 四丁基硫酸氢铵 、 sodium 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 88.5h， 生成 Acetic acid (2R,3S,4R,5R,6R)-3-acetoxy-2-acetoxymethyl-5-allyloxycarbonylamino-6-(2-{2-[2-(2-hexadecyloxy-1-undecyloxymethyl-ethoxy)-ethoxy]-ethoxy}-ethoxy)-tetrahydro-pyran-4-yl ester
  参考文献：
  名称：

  Synthesis and interfacial behavior of three homologous glycero neoglycolipids with various chain lengths

  摘要：

  Three neoglycolipids la-e derived from glycerol were synthezised and their molecular arrangements were studied at the air/water interface through Langmuir-Blodgett technique. The common structural features of these neoglycolipids are: a triethyleneglycol spacer at C-2 of glycerol, a GlcNAc hydrophilic head group at the end of the spacer, two saturated aliphatic chains at C-l and C-3 of glycerol, linked by ether bonds. Compounds la-e differ only by the length of their lipid moieties. By increasing the hydrocarbon chain length from C-11 to C-16, a densely packed state was reached in the monolayer. The compression isotherms displayed an expanded state during the whole compression for compounds la and Ic bearing two C-11 or one C-11 and one C-16 chains. Compound 1b bearing two C-16 chains displayed a quite different interfacial behavior. The transfer of these monolayers onto a solid substrate can be obtained only with a trigger molecule, a phosphatidic acid. (C) 1997 Elsevier Science Ireland Ltd.

  DOI：

  10.1016/s0009-3084(97)00076-5
• 作为产物：
  描述：

  十一烷醇 、 环氧氯丙烷 在 硫酸 作用下， 反应 6.0h， 以28%的产率得到1-chloro-3-undecyloxypropan-2-ol
  参考文献：
  名称：

  Synthesis and interfacial behavior of three homologous glycero neoglycolipids with various chain lengths

  摘要：

  Three neoglycolipids la-e derived from glycerol were synthezised and their molecular arrangements were studied at the air/water interface through Langmuir-Blodgett technique. The common structural features of these neoglycolipids are: a triethyleneglycol spacer at C-2 of glycerol, a GlcNAc hydrophilic head group at the end of the spacer, two saturated aliphatic chains at C-l and C-3 of glycerol, linked by ether bonds. Compounds la-e differ only by the length of their lipid moieties. By increasing the hydrocarbon chain length from C-11 to C-16, a densely packed state was reached in the monolayer. The compression isotherms displayed an expanded state during the whole compression for compounds la and Ic bearing two C-11 or one C-11 and one C-16 chains. Compound 1b bearing two C-16 chains displayed a quite different interfacial behavior. The transfer of these monolayers onto a solid substrate can be obtained only with a trigger molecule, a phosphatidic acid. (C) 1997 Elsevier Science Ireland Ltd.

  DOI：

  10.1016/s0009-3084(97)00076-5

文献信息

• Kushwaha; Katiyar, Antima, Indian Journal of Chemistry, Section A: Inorganic, Physical, Theoretical and Analytical, 2008, vol. 47, # 12, p. 1818 - 1822
  作者：Kushwaha、Katiyar, Antima

  DOI：——

  日期：——
• Synthesis and interfacial behavior of three homologous glycero neoglycolipids with various chain lengths
  作者：P Boullanger、M.-R Sancho-Camborieux、M.-N Bouchu、L Marron-Brignone、R.M Morelis、P.R Coulet

  DOI：10.1016/s0009-3084(97)00076-5

  日期：1997.11

  Three neoglycolipids la-e derived from glycerol were synthezised and their molecular arrangements were studied at the air/water interface through Langmuir-Blodgett technique. The common structural features of these neoglycolipids are: a triethyleneglycol spacer at C-2 of glycerol, a GlcNAc hydrophilic head group at the end of the spacer, two saturated aliphatic chains at C-l and C-3 of glycerol, linked by ether bonds. Compounds la-e differ only by the length of their lipid moieties. By increasing the hydrocarbon chain length from C-11 to C-16, a densely packed state was reached in the monolayer. The compression isotherms displayed an expanded state during the whole compression for compounds la and Ic bearing two C-11 or one C-11 and one C-16 chains. Compound 1b bearing two C-16 chains displayed a quite different interfacial behavior. The transfer of these monolayers onto a solid substrate can be obtained only with a trigger molecule, a phosphatidic acid. (C) 1997 Elsevier Science Ireland Ltd.