(R)-(-)-4-(1-methylheptyloxycarbonyl)phenol | 112231-84-2

• 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: (R)-(-)-4-(1-methylheptyloxycarbonyl)phenol
• 英文别名: (R)-4-(1-methylheptyloxycarbonyl)phenol；(1R)-1-methylheptyl 4-hydroxybenzoate；(R)-1-methylheptyl 4-hydroxybenzoate；(R)-1-methylheptyl-4-hydroxybenzoate；(R)-2-octyl 4-hydroxybenzoate；(R)-(-)-1-Methylheptyl 4-Hydroxybenzoate；[(2R)-octan-2-yl] 4-hydroxybenzoate
• CAS: 112231-84-2
• 化学式: C₁₅H₂₂O₃
• 分子量: 250.338
• InChiKey: JNXAOLWWDAIBSE-GFCCVEGCSA-N

物化性质

• 沸点：
  362.6±15.0 °C(Predicted)
• 密度：
  1.035±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  18
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (R)-(-)-4-(1-methylheptyloxycarbonyl)phenol 在 4-二甲氨基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 28.0h， 生成 (R)-(-)-(1-methylheptyloxycarbonyl)phenyl 4'-[11-(2,2,3,3,4,4,5,5-octafluoropentanoyloxy)undecyloxy]biphenyl-4-carboxylate
  参考文献：
  名称：

  Examination of the interlayer strength of smectic liquid crystals through the study of partially fluorinated and branched fluorinated end-groups

  摘要：

  通过在铁电液晶中引入部分氟化和支化氟化末端基团，我们的目标是研究对基于MHPOBC骨架的一类化合物的物理化学结构、性质以及电场切换行为的影响。我们表明，末端基团的性质强烈影响液晶行为以及与电光切换相关的阈值。在这篇文章中，我们展示了系列化合物的合成、转变温度、电光测量以及X射线衍射研究。

  DOI：

  10.1039/b517913k
• 作为产物：
  描述：

  L-2-辛醇 在 4-二甲氨基吡啶 、 palladium dihydroxide 、 N,N'-二环己基碳二亚胺 、 环己烯 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 24.0h， 生成 (R)-(-)-4-(1-methylheptyloxycarbonyl)phenol
  参考文献：
  名称：

  Structure–activity studies of ferroelectric and antiferroelectric imine ligands and their palladium(ii) complexes. An antiferroelectric metallomesogen

  摘要：

  本研究报道了新型亚胺基液晶化合物的合成及其介形和介电性能，这些化合物显示出倾斜的 SmC* 相。由于苯甲醛亚胺具有与金属配位的能力，因此在这些化合物的中生核内存在亚氨基连接具有重要意义。为了评估通过金属配位使有机配体反平行二聚化对介相中出现反铁电有序性的影响，我们研究了与二价金属（如钯（II））的络合情况。我们制备了一种有机金属钯（II）配合物，它在整个倾斜构造介相范围内都表现出反铁电性。通过改变配体成分中的结构元素，还进行了结构活性研究。这些变化包括介电核内连接基团的位置以及侧羟基的存在。

  DOI：

  10.1039/b310955k

文献信息

• Unusual smectic phases organized by novel λ-shaped mesogenic molecules
  作者：Akihisa Yamaguchi、Isa Nishiyama、Jun Yamamoto、Hiroshi Yokoyama、Atsushi Yoshizawa

  DOI：10.1039/b406716a

  日期：——

  A homologous series of novel λ-shaped mesogenic compounds in which three mesogenic groups are connected to 3, 4-dihydroxybenzoic acid has been prepared and their physical properties investigated by means of optical microscopy, differential scanning calorimetry and X-ray diffraction measurements. The λ-shaped compounds studied showed unusual smectic phases. 4-Cyanobiphenyl-4′-yl 3,4-bis6-[4-(5-octylpyrimidin-2-yl)phenyloxy]hexyloxy}benzoate was found to realize an incommensurate SmA (SmAinc) phase. A “uniform planarly” aligned sample of 2-(4-octylphenyl)pyrimidin-5-yl 3,4-bis6-[4-(5-octylpyrimidin-2-yl)phenyloxy]hexyloxy} benzoate showed a Schlieren-like texture in the smectic phase. We discuss structural effects of the λ-shaped compounds on molecular organization in liquid-crystalline phases.

  已经制备了一组新型的λ形介晶化合物，其中三个介晶基团连接到3,4-二羟基苯甲酸，并通过光学显微镜、差示扫描量热法和X射线衍射测量研究了它们的物理性质。所研究的λ形化合物显示出异常的向列相。发现4-氰基联苯-4'-基-3,4-双6-[4-(5-辛基嘧啶-2-基)苯氧基]己氧基}苯甲酸酯实现了非公度SmA（SmAinc）相。2-(4-辛基苯基)嘧啶-5-基-3,4-双6-[4-(5-辛基嘧啶-2-基)苯氧基]己氧基}苯甲酸酯的“均匀平面”排列样品在向列相中显示出类似条纹的纹理。我们讨论了λ形化合物对液晶相中分子组织结构的结构效应。
• Chiral Tolans: A New Family of Ferroelectric Liquid Crystals. Synthesis and Mesomorphic Properties
  作者：Koji Seto、Hiroshi Shimojitosho、Hideyuki Imazaki、Hiroshi Matsubara、Shigetoshi Takahashi

  DOI：10.1246/bcsj.63.1020

  日期：1990.4

  chiral alkyl group, synthesized by a palladium-catalyzed coupling reaction, provide a new series of liquid crystalline materials which form chiral smectic C (SmC*) phases exhibiting ferroelectric properties. Mesomorphic properties of the compounds composed of three aromatic rings is strongly affected by the position of an acetylenic linkage and the direction of an ester linking unit. The effect of variations

  通过钯催化偶联反应合成的具有手性烷基的二苯乙炔同系物提供了一系列新的液晶材料，其形成具有铁电性质的手性近晶 C (SmC*) 相。由三个芳环组成的化合物的介晶性质受炔键位置和酯键单元方向的强烈影响。已经系统地研究了末端链长的变化对近晶 A (SmA) 和 SmC* 两个和三个芳环系统的热稳定性的影响。
• The synthesis and characterisation of a novel thiophene-based liquid crystal exhibiting ferro-, ferri- and antiferro-electric phase types
  作者：David J. Byron、Lachezar Komitov、Avtar S. Matharu、Ian MCsherry、Robert C. Wilson

  DOI：10.1039/jm9960601871

  日期：——

  The synthesis and liquid crystal properties of (R)–(–)-4-(l-methylheptyloxycarbonyl)phenyl 5-(4-decyloxyphenyl)thiophene-2-carboxylate is reported. This material exhibits the following phase types (°C): I 97.4 SA 92.2 SC* 81.4 ferri 78.8 antiferroelectric 48.6 glass state (characterised by thermal optical microscopy and differential scanning calorimetry). Results from electro-optical investigations, for example, field-induced transitions, temperature and voltage dependence and current and electro-optic response, clearly illustrate the presence of the SC* ferro-, ferri- and antiferro-electric phase types.

  报道了(R)–(–)-4-(l-甲基庚氧基羧基)苯基5-(4-癸氧基苯基)噻吩-2-羧酸酯的合成及其液晶特性。该材料表现出以下相类型（°C）：I 97.4 SA 92.2 SC* 81.4 ferri 78.8 antiferroelectric 48.6 玻璃态（通过热光学显微镜和差示扫描量热法进行表征）。电光研究的结果，例如场诱导转变、温度和电压依赖性以及电流和电光响应，清晰地展示了SC*铁电、铁电相和反铁电相的存在。
• Fluorocarbon and hydrocarbon end groups: effects on mesomorphism and physical properties of smectic liquid crystals
  作者：Stephen J. Cowling、Alan W. Hall、John W. Goodby

  DOI：10.1039/c1jm11138h

  日期：——

  In this article we examine the effects of cyclohexane and perfluorocyclohexane being used as bulky end groups on the mesomorphism of classical smectic liquid crystal mesogens. The mesogen that is used in this work is typical of the MHPOBC family of materials. The mesophase behaviour is investigated and miscibility studies are carried out. Electro-optical evaluation of the materials is investigated to show the effect of the terminal group on physical properties such as spontaneous polarisation and tilt angle.

  在这篇文章中，我们研究了环己烷和全氟环己烷作为笨重端基对经典共晶液晶介质的介构的影响。这项研究中使用的介质是典型的 MHPOBC 系列材料。研究人员对介相行为进行了调查，并开展了混溶性研究。对材料的电光评估进行了研究，以显示终端基团对自发极化和倾斜角等物理性质的影响。
• Ferroelectric, ferrielectric and antiferroelectric mesophases in compounds with a polybenzyloxycarbonyl mesogenic core
  作者：Ewa Dzik、J�zef Mieczkowski、Ewa Gorecka、Damian Pociecha

  DOI：10.1039/b417144f

  日期：——

  It was found that the synclinic interlayer interactions for materials having mesogenic cores made of repeating benzyloxycarbonyl units are stronger than for the parent MHPOBC and analogous compounds having biphenyl–phenyl mesogenic cores, as evidenced by significantly broader range of the synclinic phase and less frequent appearance of anticlinic phases in the homologous series. The biaxiality of the three-layer structure of the SmC*Fi1 phase was directly observed at the temperature where the optical pitch is spontaneously unwound. The ferrielectric phase structure is nearly Ising-like. The Ising structure is most probably enforced by strong interlayer quadrupole order, in materials in which the ferri-phase appears nearly 20 K below the SmA phase.

  研究发现，与母体 MHPOBC 和具有联苯-苯基中生核的类似化合物相比，具有重复苄氧羰基单元中生核的材料的合环层间相互作用更强，这表现在同源系列中的合环相范围明显更广，反链相出现的频率更低。在光间距自发解开的温度下，可以直接观察到 SmC*Fi1 相三层结构的双轴性。铁电相结构近似于伊辛结构。在铁电相出现于比 SmA 相低近 20 K 的材料中，这种伊辛结构很可能是由强烈的层间四极秩序强制形成的。