N-methyl-N-octadecyloctadecanamide | 3886-83-7

• 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: N-methyl-N-octadecyloctadecanamide
• CAS: 3886-83-7
• 化学式: C₃₇H₇₅NO
• 分子量: 550.009
• InChiKey: KMQSTOUVLNZOGC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  17
• 重原子数：
  39
• 可旋转键数：
  33
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.97
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-methyl-N-octadecyloctadecanamide 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 1.5h， 以76%的产率得到双十八烷基甲基叔胺
  参考文献：
  名称：

  A hydrolytic reporter of copper(II) availability in artificial liposomes

  摘要：

  The dioctadecyl ammonium surfactant 1, functionalized with a p-nitrophenyl ester of picolinic acid, has been synthesized and its hydrolysis in covesicular blends of nonfunctional surfactants dihexadecyldimethylammonium bromide, 3, dioctadecyldimethylammonium bromide, 4, and racemic 1,2-bis(palmitoyloxy)-3-(trimethylammonium)propyl bromide, 5, studied after addition of Cu(II) ions at pH = 5.0 and different temperatures. The cleavage of 1 gives the p-nitrophenoxide surfactant 2, which shows a strong absorption band at 400 nm. Clear biphasic kinetics were observed for all vesicular systems at a temperature below the gel-to-liquid crystal phase transition temperature (T(c)) of the membrane: the first, faster process (almost-equal-to 60% of the ester cleaved) was associated with the Cu(II)-catalyzed hydrolysis of the exovesicular ester; the slower one (the remaining almost-equal-to 40% of the ester cleaved) was associated with the uncatalyzed hydrolysis of the endovesicular ester. Above T(c) only a monoexponential process was observed. Variable temperature experiments allowed one to conclude that the cationic vesicles studied are totally impermeable to Cu(II) ions either below or above their T(c) which controls the rate of the transbilayer movements of the lipids.

  DOI：

  10.1021/jo00063a020
• 作为产物：
  描述：

  硬脂酸 在 氯化亚砜 、 sodium hydride 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 79.5h， 生成 N-methyl-N-octadecyloctadecanamide
  参考文献：
  名称：

  A hydrolytic reporter of copper(II) availability in artificial liposomes

  摘要：

  The dioctadecyl ammonium surfactant 1, functionalized with a p-nitrophenyl ester of picolinic acid, has been synthesized and its hydrolysis in covesicular blends of nonfunctional surfactants dihexadecyldimethylammonium bromide, 3, dioctadecyldimethylammonium bromide, 4, and racemic 1,2-bis(palmitoyloxy)-3-(trimethylammonium)propyl bromide, 5, studied after addition of Cu(II) ions at pH = 5.0 and different temperatures. The cleavage of 1 gives the p-nitrophenoxide surfactant 2, which shows a strong absorption band at 400 nm. Clear biphasic kinetics were observed for all vesicular systems at a temperature below the gel-to-liquid crystal phase transition temperature (T(c)) of the membrane: the first, faster process (almost-equal-to 60% of the ester cleaved) was associated with the Cu(II)-catalyzed hydrolysis of the exovesicular ester; the slower one (the remaining almost-equal-to 40% of the ester cleaved) was associated with the uncatalyzed hydrolysis of the endovesicular ester. Above T(c) only a monoexponential process was observed. Variable temperature experiments allowed one to conclude that the cationic vesicles studied are totally impermeable to Cu(II) ions either below or above their T(c) which controls the rate of the transbilayer movements of the lipids.

  DOI：

  10.1021/jo00063a020

文献信息

• [EN] 3-PHENYL-BENZOFURAN-2-ONE DIPHOSPHATE DERIVATIVES AS STABILIZERS<br/>[FR] DÉRIVÉS DE 3-PHÉNYL-BENZOFURAN-2-ONE DIPHOSPHATE UTILISÉS COMME STABILISANTS
  申请人：BASF SE

  公开号：WO2019243267A1

  公开（公告）日：2019-12-26

  The invention relates to a composition comprising an organic material susceptible to oxidative, thermal or light-induced degradation and a compound of formula I-P, I-O or I-M. Further embodiments are a compound of formula I-P, I-O or I-M, a process for protection of the organic material by the compound, the use of the compound against degradation of the organic material, an additive composition comprising the compound, processes for manufacturing the compound and an intermediate involved therein.

  本发明涉及一种组合物，包括易于氧化、热降解或光降解的有机材料和公式I-P、I-O或I-M的化合物。进一步的实施方式包括公式I-P、I-O或I-M的化合物，通过该化合物保护有机材料的过程，使用该化合物对抗有机材料的降解，包括该化合物的添加剂组成，制造该化合物的过程以及其中所涉及的中间体。
• 3-PHENYL-BENZOFURAN-2-ONE DIPHOSPHATE DERIVATIVES AS STABILIZERS
  申请人：BASF SE

  公开号：EP3810621A1

  公开（公告）日：2021-04-28
• A hydrolytic reporter of copper(II) availability in artificial liposomes
  作者：Giovanna Ghirlanda、Paolo Scrimin、Paolo Tecilla、Umberto Tonellato

  DOI：10.1021/jo00063a020

  日期：1993.5

  The dioctadecyl ammonium surfactant 1, functionalized with a p-nitrophenyl ester of picolinic acid, has been synthesized and its hydrolysis in covesicular blends of nonfunctional surfactants dihexadecyldimethylammonium bromide, 3, dioctadecyldimethylammonium bromide, 4, and racemic 1,2-bis(palmitoyloxy)-3-(trimethylammonium)propyl bromide, 5, studied after addition of Cu(II) ions at pH = 5.0 and different temperatures. The cleavage of 1 gives the p-nitrophenoxide surfactant 2, which shows a strong absorption band at 400 nm. Clear biphasic kinetics were observed for all vesicular systems at a temperature below the gel-to-liquid crystal phase transition temperature (T(c)) of the membrane: the first, faster process (almost-equal-to 60% of the ester cleaved) was associated with the Cu(II)-catalyzed hydrolysis of the exovesicular ester; the slower one (the remaining almost-equal-to 40% of the ester cleaved) was associated with the uncatalyzed hydrolysis of the endovesicular ester. Above T(c) only a monoexponential process was observed. Variable temperature experiments allowed one to conclude that the cationic vesicles studied are totally impermeable to Cu(II) ions either below or above their T(c) which controls the rate of the transbilayer movements of the lipids.