4'-n-dodecylbiphenyl-4-carboxylic acid | 107853-96-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4'-n-dodecylbiphenyl-4-carboxylic acid
• 英文别名: 4-(4-Dodecylphenyl)benzoic acid
• CAS: 107853-96-3
• 化学式: C₂₅H₃₄O₂
• 分子量: 366.544
• InChiKey: ODJQBLRUMXTLKR-UHFFFAOYSA-N

物化性质

• 沸点：
  509.4±39.0 °C(Predicted)
• 密度：
  1.003±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  9.9
• 重原子数：
  27
• 可旋转键数：
  13
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4'-n-dodecylbiphenyl-4-carboxylic acid 在 硫酸 、 sodium hydride 作用下， 以 乙二醇二甲醚 为溶剂， 反应 4.0h， 生成 1-(3-Butoxyphenyl)-3-[4-(4-dodecylphenyl)phenyl]propane-1,3-dione
  参考文献：
  名称：

  Sadashiva, Bukkinakere K.; Prasad, Veena, Journal of the Chemical Society. Perkin transactions II, 1996, # 4, p. 755 - 760

  摘要：

  DOI：
• 作为产物：
  描述：

  p-n-dodecyl-p'-acetylbiphenyl 在 sodium hypobromide 作用下， 生成 4'-n-dodecylbiphenyl-4-carboxylic acid
  参考文献：
  名称：

  Sadashiva, Bukkinakere K.; Prasad, Veena, Journal of the Chemical Society. Perkin transactions II, 1996, # 4, p. 755 - 760

  摘要：

  DOI：

文献信息

• Direct transition from a nematic phase to a polar biaxial smectic A phase in a homologous series of unsymmetrically substituted bent-core compoundsElectronic supplementary information (ESI) available: physical and spectral data obtained for the compounds of series 1j, 1k and 1l. See http://www.rsc.org/suppdata/jm/b3/b309262c/
  作者：R. Amaranatha Reddy、B. K. Sadashiva

  DOI：10.1039/b309262c

  日期：——

  The synthesis and characterization of twenty seven new compounds belonging to three homologous series of compounds derived from 3-hydroxybenzoic acid are reported. One of the terminal positions of the constituent molecules of these compounds is substituted with a strongly polar cyano group while the other end contains an n-alkyl chain attached to a biphenyl moiety. Twenty two of these compounds show the polar partial bilayer biaxial smectic A phase which is antiferroelectric in nature. In addition, a direct transition from the nematic phase to the polar partial bilayer biaxial smectic A phase which has not been seen before is also reported. The mesophases have been characterized using polarized light optical microscopy, differential scanning calorimetry, X-ray diffraction studies and electro-optical experiments.

  报告中介绍了属于 3-hydroxybenzoic acid 衍生的三个同源化合物系列的 27 种新化合物的合成和特性。这些化合物组成分子的一个末端位置被一个强极性氰基取代，而另一端则含有一个连接到联苯分子上的正烷基链。这些化合物中有 22 种显示出极性部分双层双轴平滑 A 相，其性质为反铁电性。此外，还报道了从向列相直接过渡到极性部分双双轴 Smectic A 相的情况，这是以前从未见过的。利用偏振光光学显微镜、差示扫描量热法、X 射线衍射研究和电光实验对这些介相进行了表征。
• Liquid crystalline properties of unsymmetrical bent-core compounds containing chiral moieties
  作者：R. Amaranatha Reddy、B. K. Sadashiva、U. Baumeister

  DOI：10.1039/b419479a

  日期：——

  The synthesis, characterization and mesomorphic properties of new unsymmetrical bent-core compounds containing chiral moieties are reported. These compounds have been derived from either 3-hydroxybenzoic acid or 2,7-dihydroxynaphthalene as the central unit. The chiral group is incorporated either within the bent-core structure as a linking group or is appended in the terminal position. The influence of the position of the chiral moiety on the mesomorphic properties has been investigated. The bent-core compounds containing a chiral group (octan-2-ol) in the terminal chain exhibit a direct transition from chiral calamitic phases such as SmC*, SmC*γ to a polar banana phase with a two-dimensional lattice (ColobPA*) on decreasing temperature. In order to prove this phase sequence, the corresponding compound with a racemic octan-2-ol group at the terminal chain has been synthesized. The preliminary observations and investigations are presented for comparison with the chiral compound. Possible explanations for this unusual phase sequence and the models for the ColobPA* (SmSPA*) phase are also discussed on the basis of X-ray and electric field experiments.

  报告了含有手性分子的新型非对称弯曲核化合物的合成、表征和介形性质。这些化合物以 3-羟基苯甲酸或 2,7-二羟基萘为中心单元。手性基团或作为连接基团加入到弯曲核心结构中，或附加在末端位置。我们研究了手性基团的位置对介形性质的影响。在末端链中含有手性基团（辛烷-2-醇）的弯曲核化合物表现出随着温度的降低，从手性钙钛矿相（如 SmC*、SmC*γ）直接过渡到具有二维晶格的极性香蕉相（ColobPA*）。为了证明这一相序，我们合成了末端链上带有外消旋辛烷-2-醇基团的相应化合物。初步观察和研究结果与手性化合物进行了比较。在 X 射线和电场实验的基础上，还讨论了这种不寻常相序的可能解释以及 ColobPA* (SmSPA*) 相的模型。
• Synthesis of Some Novel Aromatic Alkynyl Silanes: Mesomorphic Characterization of Ethynyl-Substituted Rod-Shaped Molecules
  作者：H. T. Srinivasa、S. Hariprasad

  DOI：10.1080/15421406.2013.822299

  日期：2014.1.1

  The synthesis and characterization of 10 new rod-shaped substituted benzoates possessing the 4-(2-trimethylsilyl)ethynyl group in terminal phenyl position is reported employing the simple and efficient Sonogashira cross-coupling and DCC esterification. 4-Dodecylbiphenyl-4-carboxylic(2-trimethylsilylethynyl)-phenyl ester (3i), 4-(4-hexadecyloxybenzyloxy) carboxylic-4-trimethylsilanylethynyl-phenyl ester (3j), and 1,4-bis(4-(pentyloxy)phenyl)buta-1,3-diyne (7) compounds were evaluated for liquid crystal property. [Supplemental materials are available for this article. Go to the publisher's online edition of Molecular Crystals and Liquid Crystals to view the free supplemental file.]
• Induction of B₁, B₆ and Biaxial Smectic A Phases in Binary Mixtures of Compounds with Rod-Like and Bent-Core Molecules
  作者：R. Pratibha、N. V. Madhusudana、B. K. Sadashiva

  DOI：10.1080/10587250108025355

  日期：2001.7.1
• Novel liquid cristalline compounds having substituents
  申请人：DAINIPPON INK AND CHEMICALS, INC.

  公开号：EP0188222B1

  公开（公告）日：1992-04-29