15-chlorocarbonyl-pentadecanoic acid methyl ester | 50516-03-5

• 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: 15-chlorocarbonyl-pentadecanoic acid methyl ester
• 英文别名: 15-Chlorcarbonyl-pentadecansaeure-methylester；methyl 16-chloro-16-oxohexadecanoate
• CAS: 50516-03-5
• 化学式: C₁₇H₃₁ClO₃
• 分子量: 318.884
• InChiKey: PFOSYUCEFABOQJ-UHFFFAOYSA-N

物化性质

• 熔点：
  43-44 °C(Solv: ethyl ether (60-29-7); ligroine (8032-32-4))
• 沸点：
  383.4±15.0 °C(Predicted)
• 密度：
  0.992±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.39
• 重原子数：
  21.0
• 可旋转键数：
  15.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  43.37
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  15-chlorocarbonyl-pentadecanoic acid methyl ester 生成 methyl 16-oxohexadecanoate
  参考文献：
  名称：

  BOULOUSSA, O.;DENHEZ, J. P.;DIZABO, P., J. LABELLED COMPOUNDS AND RADIOPHARM, 1986, 23, N 2, 127-135

  摘要：

  DOI：
• 作为产物：
  描述：

  在 草酰氯 作用下， 生成 15-chlorocarbonyl-pentadecanoic acid methyl ester
  参考文献：
  名称：

  Aggregate Formation and Photoreactivity in Phospholipid Vesicles and Langmuir-Blodgett Multilayers: Topologically Controlled Photodimerization of Amphiphilic Styrenes

  摘要：

  The amphiphilic styrene fatty acid 1 and its corresponding phosphatidylcholine derivative 2 have been found to exhibit aggregate formation and topologically controlled photodimerization in Langmuir-Blodgett (LB) assemblies and phospholipid vesicles, respectively. For both compounds, formation of the beta or syn, head-to-head photodimer is the chief photoreaction observed upon irradiation in the assemblies; a trace of the cis styrene is observed on irradiation in the phospholipid vesicles. Changes in the absorption spectrum and a lack of fluorescence in the assemblies, compared to dilute organic solutions, suggest that 1 and 2 exist as ''H'' aggregates in both the LB films and vesicles. Monte Carlo simulations suggest that the most stable structure in a monolayer is a simple translation aggregate. Energy minimization gives a cross sectional area in good agreement with that measured for films at the air-water interface. The calculated structure has nearest neighbor separation within the ''magic distance'' for solid state photodimerization of 4.10 Angstrom. The relatively small calculated tilt angle suggests that dimers can be formed without substantial reorganization. The lambda(max) for the aggregate estimated by an extended dipole calculation shows good agreement with the measured absorption maximum. Vesicles of 2, either pure or with excess saturated phospholipid, give topologically controlled formation of the beta dimer via photolysis of an aggregated form.

  DOI：

  10.1021/ja00102a012

文献信息

• Mittlere ringe-XIII
  作者：R. Huisgen、U. Rietz

  DOI：10.1016/0040-4020(58)88047-3

  日期：1958.5

  The intramolecular Friedel-Crafts cyclisation of ω-arylalkanoic acids, which is in the benzene series a valuable synthetic route to bicyclic ketones with medium-sized and large rings, has been investigated with ω-(1-naphthyl)alkanoyl chlorides. The lower members, including naphthyl-caproic acid, close the ring at position 2 to form IV. The higher homologous acids show a preference for annellation at

  ω-芳基链烷酸的分子内Friedel-Crafts环化是苯系列中具有中型和大环的双环酮的有价值的合成途径，已用ω-（1-萘基）链烷酰氯进行了研究。包括萘基-己酸的低级成员在位置2处闭合环以形成IV。较高的同源酸显示优先选择7位的壬基化，从而提供了一种新型的异核萘环酮（VII）。在ω-（1-萘基）癸酸环化过程中，1,4环的闭合与1,7类型竞争。
• New 4,4-difluoro-3a,4a-diaza-s-indacene (BODIPY)-labeled sphingolipids for membrane studies
  作者：I. A. Boldyrev、J. G. Molotkovsky

  DOI：10.1134/s1068162010040096

  日期：2010.7

  The synthesis of a series of new fluorescently labeled sphingolipids containing a 4,4-difluoro-1,3,5,7-tetramethyl-4-bora-3a,4a-diaza-s-indacene-8-yl (Me(4)-BODIPY-8) group at the omega-position of a fatty acyl residue is described. The obtained probes were used in studies of biological and model membrane systems.
• Versatile methods for the synthesis of differentially functionalized pentaerythritol amine derivatives
  作者：T. Jeffrey Dunn、William L. Neumann、Milorad M. Rogic、Steven R. Woulfe

  DOI：10.1021/jo00313a026

  日期：1990.12
• Bergstroem et al., Acta Chemica Scandinavica (1947), 1952, vol. 6, p. 1157,1160, 1169
  作者：Bergstroem et al.

  DOI：——

  日期：——
• Eine Methode zur Überführung von Carbonsäuren in primäre Alkohole
  作者：O. Jeger、J. Norymberski、S. Szpilfogel、V. Prelog

  DOI：10.1002/hlca.19460290318

  日期：——