(3β)-cholest-5-en-3-yl 6-bromohexyl ether | 162290-20-2

• 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: (3β)-cholest-5-en-3-yl 6-bromohexyl ether
• 英文别名: 6-bromo-1-(cholest-5-en-3β-oxy)hexane
• CAS: 162290-20-2
• 化学式: C₃₃H₅₇BrO
• 分子量: 549.719
• InChiKey: PMINMFOSMMIIFE-IJXDZZBXSA-N

物化性质

• 熔点：
  88-89 °C
• 沸点：
  572.9±43.0 °C(predicted)
• 密度：
  1.07±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  10.37
• 重原子数：
  35.0
• 可旋转键数：
  12.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  9.23
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  (3β)-cholest-5-en-3-yl 6-bromohexyl ether 在 18-冠醚-6 、 potassium carbonate 作用下， 以 氘代氯仿 、 二氯甲烷 、 丙酮 为溶剂， 反应 103.25h， 生成
  参考文献：
  名称：

  介晶电晕对金纳米粒子超晶格类型和各向异性的影响：什么时候尾巴可以摇狗？

  摘要：

  涂有叉状棒状双介晶配体的金纳米粒子形成两个紧密堆积的 3D 晶格，HCP 和 FCC。前者具有部分取向的类向列介晶。这些和其他超晶格结构的几何分析产生的规则有助于设计纳米粒子电晕，从而产生所需的各向同性和各向异性等离子体超晶格。

  DOI：

  10.1002/chem.202203673
• 作为产物：
  描述：

  cholest-5-en-3β-yl 6-<(p-tolylsulfonyl)oxy>hexyl ether 在 potassium bromide 作用下， 以 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 以90%的产率得到(3β)-cholest-5-en-3-yl 6-bromohexyl ether
  参考文献：
  名称：

  Amphiphilic Fullerene-Cholesterol Derivatives: Synthesis and Preparation ofLangmuir andLangmuir-Blodgett Films

  摘要：

  Amphiphilic fullerene bis-adducts 11 and 14 containing two and four cholesterol moieties, respectively, were prepared starting from the corresponding bis-malonate derivatives. In a systematic study, their spreading behavior at the air-water interface was compared to that of bis-adduct 6 with no polar head-group. Compared to 6, for which some three-dimensional aggregation occurs, the polar head-group in 11 and 14 is responsible for an attractive interaction with the aqueous subphase, forcing the molecules towards the water surface into a two-dimensional arrangement. Even if homogeneous Langmuir films were obtained with both 11 and 14, only the films of 14 show a reversible compression/expansion behavior. This suggests that, by increasing the number of cholesterol subunits, the encapsulation of the C-sphere in its addend is more efficient, thus preventing fullerene-fullerene interactions and aggregation phenomena. The Langmuir films of 11 and 14 were also efficiently transferred onto hydrophilic quartz slides, yielding Langmuir-Blodgett films.

  DOI：

  10.1002/1522-2675(20010516)84:5<1119::aid-hlca1119>3.0.co;2-3

文献信息

• Distinct Columnar and Lamellar Liquid Crystalline Phases Formed by New Bolaamphiphiles with Linear and Branched Lateral Hydrocarbon Chains
  作者：Marko Prehm、Claudia Enders、Maryam Yahyaee Anzahaee、Benjamin Glettner、Ute Baumeister、Carsten Tschierske

  DOI：10.1002/chem.200800141

  日期：2008.7.18

  A universal building block for the convergent synthesis of a wide variety of different T-shaped ternary amphiphiles was developed and used for the synthesis of a series of new liquid-crystalline materials composed of a rigid biphenyl core with polar glycerol groups at both ends and linear or branched alkyl chains in a lateral position. In addition, compounds with bulky achiral (2,4,6-trimethylphenoxy

  开发了一种通用的合成模块，用于收敛合成各种不同的T形三元两亲物，并将其用于合成一系列新的液晶材料，这些材料由两端带有极性甘油基且呈线性的刚性联苯核组成或在侧向位置上的支链烷基链。此外，还研究了在烷基侧链末端带有较大的非手性（2,4,6-三甲基苯氧基，金刚烷-1-羧酸，苯甲酸酯）或手性（薄荷基或胆固醇基）取代基的化合物。在所有情况下，侧链均通过醚键与芳族核连接。关于构象效应，讨论了醚连接单元对中间相稳定性和中间相类型的影响。通过偏光显微镜研究了液晶相，量热法和表面对准样品的X射线衍射。在增加侧链时，观察到一系列不同的多边形圆柱相，通过进一步增加这些取代基的尺寸，它们被层状相和非圆柱六方柱状相取代。值得注意的是，只能观察到五边形，六边形和巨型六边形圆柱相，而缺少由边数较少的圆柱体组成的中间相。对于薄荷基和胆固醇基取代的化合物，没有观察到明显的手性作用。然而，多环胆固醇基核的棒状形状导致独特的相
• Smectic C Phases and Reentrant Behavior in Cholesterol Containing Dimer Liquid Crystals
  作者：Antonius Marcelis、Arie Koudijs、Ernst Sudhölter

  DOI：10.1080/15421400490435035

  日期：2004.1

  A series of dodecyloxybiphenylyl and cholesteryl group containing dimers with ethers as spacers have been prepared and their liquid crystalline properties were investigated as a function of spacer length. For short spacers SmA and SmC phases were observed with monolayer ordering. This is aparent from. polarization microscopy and temperature dependent X-ray measurements. With increasing spacer length a N*-phase gradually appears whose liquid crystalline range increases. For the dodecyl spacer no smectic phase is observed anymore. For the nonyl spacer reentrant behavior is found (N*-TGB-SmA-TGB-N*). Reentrant behavior, probably N*-TGB-N*, is also observed for a related compound with an ester spacer.