(1,2-hexadecanediyldioxy)diacetic acid | 60742-68-9

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 酰卤
• 英文名称: (1,2-hexadecanediyldioxy)diacetic acid
• 英文别名: 1,2-Bis-(chlorcarbonylmethoxy)-hexadecan；(1-tetradecyl-ethane-1,2-diyl)-bis-acetyl chloride；2-[2-(2-chloro-2-oxoethoxy)hexadecoxy]acetyl chloride
• CAS: 60742-68-9
• 化学式: C₂₀H₃₆Cl₂O₄
• 分子量: 411.409
• InChiKey: PFNCHSUHBSNARE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.01
• 重原子数：
  26.0
• 可旋转键数：
  20.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  52.6
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (1,2-hexadecanediyldioxy)diacetic acid 在 硼烷四氢呋喃络合物 、 三乙胺 作用下， 以 四氢呋喃 、 苯 为溶剂， 反应 36.0h， 生成 2-n-tetradecyl-<2.2.2>-cryptand
  参考文献：
  名称：

  Lipophilic derivatives of [2.2.1]- and [2.2.2]cryptands: thermodynamics of micellization of their alkali and alkaline-earth cryptates

  摘要：

  Critical micelle concentrations (cmc's) were measured at several temperatures in the range 8-32-degrees-C for previously unknown 2-n-C14H29-[2.2.1], cryptand 1, in the presence of 1 equiv of either Na+ or Ca2+. Thermodynamic parameters for micelle formation by the complexes were assessed by using the cmc dependence on temperature, DELTA-H-degrees(mic), which was found to be 3.5 kJ/mol (0.84 kcal/mol) for Na+.1, (cmc at 26-degrees-C = 0.092 mM), and 8.4 kJ/mol (2.0 kcal/mol) for Ca2+.2 (cmc at 26-degrees-C = 0.583 mM). DELTA-S-degrees(mic) was 0.09 kJ/mol K for both complexes. The overall micellization process is entropy driven (large T-DELTA-S-degrees) while the major difference between the two complexes is of enthalpic origin. These results are compared to the ones observed for the K+ and Ba2+ complexes of known 2-n-C14H29-[2.2.2]cryptand. These observations help quantitate the problem of micellar surface charge.

  DOI：

  10.1021/jo00004a034
• 作为产物：
  描述：

  (1,2-hexadecanediyldioxy)diacetic acid 在 吡啶 、 草酰氯 作用下， 以 苯 为溶剂， 反应 48.0h， 以98%的产率得到(1,2-hexadecanediyldioxy)diacetic acid
  参考文献：
  名称：

  Lipophilic derivatives of [2.2.1]- and [2.2.2]cryptands: thermodynamics of micellization of their alkali and alkaline-earth cryptates

  摘要：

  Critical micelle concentrations (cmc's) were measured at several temperatures in the range 8-32-degrees-C for previously unknown 2-n-C14H29-[2.2.1], cryptand 1, in the presence of 1 equiv of either Na+ or Ca2+. Thermodynamic parameters for micelle formation by the complexes were assessed by using the cmc dependence on temperature, DELTA-H-degrees(mic), which was found to be 3.5 kJ/mol (0.84 kcal/mol) for Na+.1, (cmc at 26-degrees-C = 0.092 mM), and 8.4 kJ/mol (2.0 kcal/mol) for Ca2+.2 (cmc at 26-degrees-C = 0.583 mM). DELTA-S-degrees(mic) was 0.09 kJ/mol K for both complexes. The overall micellization process is entropy driven (large T-DELTA-S-degrees) while the major difference between the two complexes is of enthalpic origin. These results are compared to the ones observed for the K+ and Ba2+ complexes of known 2-n-C14H29-[2.2.2]cryptand. These observations help quantitate the problem of micellar surface charge.

  DOI：

  10.1021/jo00004a034

文献信息

• Synthesis of Alkyl-Substituted Crown Ethers: Efficient Phase-transfer Catalysts
  作者：Mauro CINQUINI、Pietro TUNDO

  DOI：10.1055/s-1976-24101

  日期：——
• CINQUINI M.; TUNDO P., SYNTHESIS <SYNT-BF>, 1976, NO 8, 516-519
  作者：CINQUINI M.、 TUNDO P.

  DOI：——

  日期：——
• CINQUINI M.; MONTANARI F.; TUNDO P., GAZZ, CHIM. ITAL. <GCIT-A9>, 1977, 107, NO 1-2, 11-14
  作者：CINQUINI M.、 MONTANARI F.、 TUNDO P.

  DOI：——

  日期：——