Carbonic acid (3S,8S,10R,13R)-17-(1,5-dimethyl-hexyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester 4-phenylazo-phenyl ester | 29678-79-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: Carbonic acid (3S,8S,10R,13R)-17-(1,5-dimethyl-hexyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester 4-phenylazo-phenyl ester
• 英文别名: trans-cholesteryl azophenyl carbonate；carbonic acid-[4-(phenyl-trans-azo)-phenyl ester]-cholesteryl ester；3β-[4-(Phenyl-trans-azo)-phenoxycarbonyloxy]-cholesten-(5)；Kohlensaeure-[4-(phenyl-trans-azo)-phenylester]-cholesterylester；O-[4-(Phenyl-trans-azo)-phenoxycarbonyl]-cholesterin
• CAS: 29678-79-3
• 化学式: C₄₀H₅₄N₂O₃
• 分子量: 610.88
• InChiKey: JZFKFGFGTKGSIQ-DUJPSWRBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.03
• 重原子数：
  45.0
• 可旋转键数：
  9.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  60.25
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  Carbonic acid (3S,8S,10R,13R)-17-(1,5-dimethyl-hexyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester 4-phenylazo-phenyl ester 以 various solvent(s) 为溶剂， 生成 cis-cholesteryl azophenyl carbonate
  参考文献：
  名称：

  Synthesis and Photoswitching Properties of Some Cholesterol Based Liquid Crystals

  摘要：

  The synthesis and photoswitching properties of some azobenzene linked cholesterol derivatives (3a-d and 5a,b) have been described. Thermal properties of these compounds were studied by differential scanning calorimetry (DSC) and polarizing optical microscopy (POM) techniques. Compounds 3a and 3b exhibit a Smectic A phase, whereas 3d and 5b exhibit Smectic A, TGB and cholesteric phases. Compounds 3c and 5a show a cholesteric mesophase. The presence of azobenzene moiety imparts photochromic properties to these compounds. Trans-cis photoisomerization of me azo-moiety in these compounds in eutectic mixtures consisting of cholesteryl oleyl carbonate, cholesteryl chloride and cholesteryl nonanoate was studied by irradiating at 355 nm. Irradiation of the thin films of these mixtures lead to trans-cis isomerization of the azobenzene chromophore present in the mixture which is accompanied by a large shift in the reflectance band resulting in visual changes in the colour of these films.

  DOI：

  10.1080/10587250008025238
• 作为产物：
  描述：

  胆固醇甲酰氯 、 (E)-4-Phenylazophenol 在 吡啶 作用下， 以 甲苯 为溶剂， 生成 Carbonic acid (3S,8S,10R,13R)-17-(1,5-dimethyl-hexyl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester 4-phenylazo-phenyl ester
  参考文献：
  名称：

  Nonlinear Optical Properties of Some Cholesterol Based Liquid Crystals

  摘要：

  已经描述了一些偶氮苯连接胆固醇衍生物的非线性光学（NLO）特性。供体和受体分子的存在赋予了这些分子电光和 NLO 特性。通过电场极化和超瑞利散射技术对它们的 NLO 特性进行了研究。这些化合物中只有少数表现出与石英相当的 NLO 活性。

  DOI：

  10.1246/cl.1999.1081

文献信息

• Kondensationen von Chlorameisens�urecholesterylester mit Alkoholen und Phenolen
  作者：Erwin Schadendorff、August Verdino

  DOI：10.1007/bf01522071

  日期：1934.12
• US3720658A
  申请人：——

  公开号：US3720658A

  公开（公告）日：1973-03-13
• US4032470A
  申请人：——

  公开号：US4032470A

  公开（公告）日：1977-06-28
• US4134888A
  申请人：——

  公开号：US4134888A

  公开（公告）日：1979-01-16
• US4153343A
  申请人：——

  公开号：US4153343A

  公开（公告）日：1979-05-08