4-hydroxy-4'-heptoxybiphenyl | 105100-89-8

• 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-hydroxy-4'-heptoxybiphenyl
• 英文别名: 4,4'-heptyloxybiphenol；4'-heptyloxy-4-biphenylol；4'-(heptyloxy)[1,1'-biphenyl]-4-ol；4-(4'-n-heptyloxyphenyl)phenol；4’-(heptyloxy)[1,1’-biphenyl]-4-ol；4-n-hexyloxy-4'-hydroxybiphenyl；4-heptoxy-4'-biphenol；4-(4-Heptoxyphenyl)phenol
• CAS: 105100-89-8
• 化学式: C₁₉H₂₄O₂
• 分子量: 284.398
• InChiKey: GAUYUEPFPQPZNU-UHFFFAOYSA-N

物化性质

• 沸点：
  422.8±28.0 °C(Predicted)
• 密度：
  1.029±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  21
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-hydroxy-4'-heptoxybiphenyl 在 氢氧化钾 、 草酰氯 、 caesium carbonate 作用下， 以 乙醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 生成 5-(4'-Heptyloxy-biphenyl-4-yloxy)-pentanoyl chloride
  参考文献：
  名称：

  Synthesis and Mesomorphic Properties of New T- Shaped Dimesogens

  摘要：

  Several new T- shaped liquid crystalline dimesogenic compounds were synthesized and their LC proper-ties were characterized. These T-shaped dimesogens consist of substituted fluorene and substituted biphenyl units connected by flexible spacer units of varying lengths. The compounds were characterized for their liquid crystallinity by differential scanning calorimetry (DSC) and polarizing microscopy. All the compounds were found to exhibit enantiotropic nematic phase.

  DOI：

  10.1080/10587250108025055
• 作为产物：
  描述：

  1-碘庚烷 、 4,4'-二羟基联苯 在 氢氧化钾 作用下， 以 二甲基亚砜 为溶剂， 反应 3.0h， 以40%的产率得到4-hydroxy-4'-heptoxybiphenyl
  参考文献：
  名称：

  AN EFFICIENT, FACILE, AND FAST SYNTHESIS OF 4-ALKOXY-4′-HYDROXYBIPHENYLS

  摘要：

  A simple, fast and efficient method of synthesis of 4-alkoxy-4'-hydroxybiphenyls has been described. The reactions of 4,4'-dihydroxybiphenyl with appropriate alkyl halides were carried out over 3 h in DMSO in presence of solid powdered KOH.

  DOI：

  10.1081/scc-120014771

文献信息

• Synthesis and properties of a new series of mesogenic compounds with pyridine, oxidopyridinium, thienyl and furyl moieties
  作者：Dorota Kardas、Jozef Mieczkowski、Damian Pociecha、Jadwiga Szydlowska、Ewa Gorecka

  DOI：10.1039/b007039o

  日期：——

  This paper presents the synthesis and mesophase properties of several homologous series of structurally related compounds in which the aromatic ring attached to 4′-alkyloxybiphenyl-4-ol was systematically changed. The homologues with achiral and chiral terminal groups were studied. New compounds forming both antiferroelectric and ferroelectric phases were obtained for pyridyl and phenyl derivatives.

  本文介绍了若干结构相关化合物的同系系列的合成及其介晶性质，其中4'-烷氧基联苯-4-醇所连接的芳香环系统性地发生了变化。研究了具有非手性和手性末端基团的同系物。对于吡啶基和苯基衍生物，获得了形成反铁电相和铁电相的新化合物。
• Generation of biaxiality in smectic A phases by introduction of intermolecular perfluoroarene–arene and C–H/F interactions, and the non-odd–even effect of the molecules in their transition temperatures and layer distances
  作者：Keiki Kishikawa、Takahiro Inoue、Yoshiyuki Sasaki、Sumihiro Aikyo、Masahiro Takahashi、Shigeo Kohmoto

  DOI：10.1039/c1sm05887h

  日期：——

  Compounds 1a–j, 4-alkoxy-4′-pentafluorobenzoyloxybiphenyls, were synthesized to investigate the biaxiality in the smectic A phases of rod-like molecules possessing both perfluorinated and non-fluorinated benzene rings. The phase behaviors of the compounds and the molecular packing structures of their smectic A phases were investigated by polarized optical microscopy (POM), differential scanning colorimetry (DSC), and X-ray diffraction (XRD). As a result, it was found that the plot of the transition temperatures against the number of carbon atoms in the terminal alkyl chains did not show a clear odd–even effect, and an unique effect “tgg-effect” was observed in the plots of their layer distances against the number of carbon atoms. In the detailed 1D- and 2D-XRD studies of the smectic A phases, lateral directional orders in each layer were observed. It is assumed that these results originate from the biaxiality of the smectic A phases and slow rotation of the molecules around their molecular long axes.

  化合物1a–j，即4-烷氧基-4′-五氟苯甲酸氧基联苯，被合成用于研究具有全氟化和非氟化苯环的棒状分子在液晶A相中的双轴性。通过偏光显微镜（POM）、差示扫描量热法（DSC）和X射线衍射（XRD）研究了这些化合物的相行为及其液晶A相的分子排列结构。结果发现，过渡温度与末端烷基链中碳原子数的图示并未显示出明显的奇偶效应，而在层间距与碳原子数的图示中观察到一个独特的“tgg效应”。在液晶A相的详细一维和二维X射线衍射研究中，观察到每一层中的横向方向有序性。这些结果被认为是源于液晶A相的双轴性以及分子绕其长轴的缓慢旋转。
• Wide blue phase range observed in simple binary mixture systems containing rodlike racemic biphenyl mesogens with 2-octyloxy tails
  作者：Chiung-Cheng Huang、Chang-Yi Guo、Wei-Cheng Hsieh、Chih-Yi Fang、Jian-Fu Chiou、Ming-Jiun Shyu、Bo-Hao Chen、I-Jui Hsu、Jey-Jau Lee

  DOI：10.1039/c6ra20799e

  日期：——

  of simple and rodlike racemic biphenyl mesogens possessing a 2-octyloxy tail and different substituents at the inner-core position of the phenyl ring were easily prepared. The mesophases of these racemic biphenyl mesogens were confirmed by variable-temperature XRD and the characteristic texture of POM. In general, cubic BPs can be induced by adding an appropriate ratio of chiral additive S811 or ISO(6OBA)2

  容易制备四个具有2-辛氧基尾和在苯环的内核位置具有不同取代基的简单和棒状外消旋联苯介晶。这些外消旋联苯液晶元的中间相通过可变温度XRD和POM的特征结构得到证实。通常，在加热和冷却过程中，将适当比例的手性添加剂S811或ISO（6OBA）2添加到这些外消旋联苯液晶元中，可以诱发立方BP 。有趣的是，BPIII（5–6 K）在高手性条件下很容易控制由单取代联苯液晶元和手性掺杂剂S811组成的混合混合物。另外，当化合物C 6 OBiPhI-OH与35 wt％S811在冷却过程中混合时，BPIII的形成温度接近室温（36°C）。混合体系中存在的20 K以上的稳定BP由手性掺杂剂ISO（6OBA）2组成，没有取代的联苯液晶元C n OBiPhI-H或二氟取代的C n OBiPhI-FF。值得注意的是，通过在联苯化合物C 6 OBiPhI-H中仅添加10 wt％具有高HTP的手性掺杂剂ISO（6OB
• Novel ferrocene diesters with liquid-crystal properties
  作者：J. Bhatt、B. M. Fung、K. M. Nicholas、C.-D. Poon

  DOI：10.1039/c39880001439

  日期：——

  A series of bis-(4-alkoxy-4′-biphenyl)ferrocene 1,1′-diesters (1) has been synthesized; three compounds in this homologous series exhibit liquid-crystal phases.

  合成了一系列的双-（4-烷氧基-4'-联苯）二茂铁1,1'-二酯（1）；该同源系列中的三种化合物显示液晶相。
• Polymorphism and Crystal Structure of Chiral Smectogenic 4′-Heptyloxy-4-biphenylyl<i>p</i>-[(<i>S</i>)-2-Methylbutyl]benzoate
  作者：Kayako Hori、Yuji Ohashi

  DOI：10.1246/bcsj.62.3216

  日期：1989.10

  Two crystal forms 1 and 2 were found for the title compound. DSC measurements showed that the two crystals transform to different mesophases (Sm* I and Sm* J). Crystal data. 4′-Heptyloxy-4-biphenylyl p-[(S)-2-methylbutyl]benzoate, 1, Mr=458.61, C31H38O3, monoclinic, P21, T=298 K, a=15.065(3), b=45.59(2), c=5.636(1) Å, β=95.51(2)°, V=4109(2) Å3, Z=6, dx=1.118 Mg m−3, μ=0.475 mm−1, F(000)=1488; 2, triclinic, P1, a=13.37(2), b=22.96(2), c=10.213(5) Å, α=105.55(5), β=105.22(6), γ=102.31(9)°, V=2775(5) Å3, Z=4, dx=1.102 M gm−3. The crystal structure of 1 has been determined by single crystal X-ray analysis. Final R was 0.109. The crystal has a distinct layer structure similar to that of a smectic liquid crystal. Two of the three crystallographically independent molecules with extended paraffin chains have parallel arrangement, to which the third molecule with a twisted and highly disordered chain is antiparallel. The paraffin chains of the parallel molecules in a layer have close contacts with each other. Such contacts would enhance the intra-layer interaction which causes the transition to Sm* I.

  标题化合物有两种晶体结构，分别为1和2。DSC测量显示，这两种晶体会转变为不同的中间相（Sm* I和Sm* J）。晶体数据。4′-庚氧基-4-联苯基对[(S)-2-甲基丁基]苯甲酸酯，1，Mr=458.61，C31H38O3，单斜晶系，P21，T=298 K，a=15.065(3)，b=45.59(2)，c=5.636(1) Å，β=95.51(2)°，V=4109(2) Å3，Z=6，dx=1.118 Mg m−3，μ=0.475 mm−1，F(000)=1488；2，三斜晶系，P1，a=13.37(2)，b=22.96(2)，c=10.213(5) Å，α=105.55(5)，β=105.22(6)，γ=102.31(9)°，V=2775(5) Å3，Z=4，dx=1.102 M gm−3。1的