4-(1-戊基-4-二环[2.2.2]辛基)苯酚 | 89027-55-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 4-(1-戊基-4-二环[2.2.2]辛基)苯酚
• 英文名称: 1-pentyl-4-(4-hydroxyphenyl)bicyclo<2.2.2>octane
• 英文别名: 1-(4-hydroxyphenyl)-4-pentylbicyclo(2.2.2)octane；1-(4-hydroxyphenyl)-4-pentylbicyclo[2.2.2]octane；4-(4-pentylbicyclo[2.2.2]octyl)phenol；4-(4-Pentylbicyclo[2.2.2]octan-1-yl)phenol；4-(4-pentyl-1-bicyclo[2.2.2]octanyl)phenol
• CAS: 89027-55-4
• 化学式: C₁₉H₂₈O
• 分子量: 272.431
• InChiKey: KWJMEZCXFGMQJU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-溴-4,4,4-三氟丁烷 、 4-(1-戊基-4-二环[2.2.2]辛基)苯酚 生成 1-(1-Pentylbicyclo[2.2.2]octane-4-yl)-4-(4,4,4-trifluorobutoxy)benzene
  参考文献：
  名称：

  Nematic Liquid Crystals with a Trifluoromethyl Group

  摘要：

  We have synthesised a new class of compounds incorporating a trifluoromethyl group in the terminal alkoxy or alkenyloxy chain. Compounds containing several aromatic rings were synthesised with a view to producing compounds of high birefringence. This also included the synthesis of compounds containing a carbon-carbon triple bond. Compounds with three 1,4-disubstituted rings were synthesised in order to produce materials with a high nematic clearing point and as low a melting point as possible. Laterally fluoro-substituted compounds were prepared to generate a high positive value of the dielectric anisotropy, a low melting point and no smectic mesophases. Substances containing a cyclohexyl ring, which tend to induce a lower viscosity and compounds incorporating a bicyclo[2.2.2]octane ring were also synthesised in order to produce a high nematic clearing point and to influence the elastic constants. The (E)-trifluorobut-2-enyloxy-compounds were prepared in attempts to produce compounds with appropriate elastic constants and a high birefringence.

  DOI：

  10.1080/10587250108025060
• 作为产物：
  描述：

  1-bromo-4-pentylbicyclo(2,2,2)-octane 生成 4-(1-戊基-4-二环[2.2.2]辛基)苯酚
  参考文献：
  名称：

  Nematic Liquid Crystals with a Trifluoromethyl Group

  摘要：

  We have synthesised a new class of compounds incorporating a trifluoromethyl group in the terminal alkoxy or alkenyloxy chain. Compounds containing several aromatic rings were synthesised with a view to producing compounds of high birefringence. This also included the synthesis of compounds containing a carbon-carbon triple bond. Compounds with three 1,4-disubstituted rings were synthesised in order to produce materials with a high nematic clearing point and as low a melting point as possible. Laterally fluoro-substituted compounds were prepared to generate a high positive value of the dielectric anisotropy, a low melting point and no smectic mesophases. Substances containing a cyclohexyl ring, which tend to induce a lower viscosity and compounds incorporating a bicyclo[2.2.2]octane ring were also synthesised in order to produce a high nematic clearing point and to influence the elastic constants. The (E)-trifluorobut-2-enyloxy-compounds were prepared in attempts to produce compounds with appropriate elastic constants and a high birefringence.

  DOI：

  10.1080/10587250108025060

文献信息

• Nematic 2,5-disubstituted thiophenesElectronic supplementary information (ESI) available: extensive synthetic information. See http://www.rsc.org/suppdata/jm/b2/b202073b/
  作者：Neil L. Campbell、Warren L. Duffy、Gareth I. Thomas、Janine H. Wild、Stephen M. Kelly、Kevin Bartle、Mary O'Neill、Vicky Minter、Rachel P. Tuffin

  DOI：10.1039/b202073b

  日期：2002.8.30

  A large number of new liquid crystals incorporating the 2,5-disubstituted thiophene ring have been prepared and their mesomorphic behaviour studied in order to systematically investigate the correlation between the molecular structure and mesomorphism of thiophene derivatives with different shapes, polarisability and polarity. As a consequence of these investigations we have prepared a new class of liquid crystals incorporating a 2,5-disubstituted thiophene ring and a conjugated trans-carbon–carbon double bond in the terminal chain. These novel thiophene derivatives are the first liquid crystals incorporating a 2,5-disubstituted thiophene ring to exhibit a nematic phase at room temperature. This enables the flexoelectric coefficients of a bent-shaped molecule to be measured directly and at room temperature for the first time to the authors' knowledge. Many of these new thiophenes exhibit a high birefringence and a high nematic clearing point and are of potential use as components of nematic mixtures in LCDs.

  制备了大量含有2,5-二取代噻吩环的新型液晶，并研究了它们的介晶行为，以系统地探讨不同形状、极化能力和极性的噻吩衍生物的分子结构与介晶性之间的关联。通过这些研究，我们合成了一类新型液晶，它们含有2,5-二取代噻吩环和末端链中的共轭反式碳-碳双键。这些新颖的噻吩衍生物是首批在室温下表现出向列相的含有2,5-二取代噻吩环的液晶。这使得弯曲形状分子的挠曲电系数能够首次在作者所知的情况下直接在室温下测量。许多这些新型噻吩具有高双折射率和高向列相清亮点，有可能作为液晶显示器中向列相混合物的成分。
• Liquid crystal alkenyl bicyclo&lsqb;2.2.2&rsqb;octanes and mixtures and devices containing such compounds
  申请人：The Secretary of State for Defence in Her Britannic Majesty's Government of the United Kingdom of Great Britain and Northern Ireland

  公开号：US06187393B1

  公开（公告）日：2001-02-13

  Compounds of formula (I) are provided which are particularly useful in super twisted nematic devices, where n may be 0-5; m may be 0-5; p may be 1-9; q may be 1, 1, or 2; A1, A2 are independently chosen from 1-4, -disubstituted benzene, 2,5-disubstituted pyrimidine, or 2,5-disubstituted pyridine, trans- 1,4-disubstituted cyclohexane, trans- 2,5-disubstitued dioxane. The aromatic rings may be laterally substituted with F, Cl, Br or CN; Z1 may be O, COO, OOC; Z2, Z3 are independent chosen from a direct bond, COO, OOC, C2H4, CH2O, OCH2, or -c≡c-, provided that when Z1 is O and m is 1, 3 or 5 the carbon—carbon double bond configuration is E; provided that when Z1 is O and m is 2 or 4 the carbon—carbon double bond configuration is Z; provided that when Z1 is COO or OOC and m is 0, 2 or 4 the carbon—carbon double bond configuration is E; and provided that when Z1 is COO or OOC and m is 1, 3 or 5 the carbon—carbon double bond configuration is Z.

  提供了化学式（I）的化合物，特别适用于超扭曲向列型液晶器件，其中n可以为0-5；m可以为0-5；p可以为1-9；q可以为1,1或2；A1，A2独立选择自1-4，-二取代苯，2,5-二取代嘧啶，或2,5-二取代吡啶，反-1,4-二取代环己烷，反-2,5-二取代二噁烷。芳香环可以侧基取代F，Cl，Br或CN；Z1可以为O，COO，OOC；Z2，Z3独立选择自直接键，COO，OOC，C2H4，CH2O，OCH2或-c≡c-，前提是当Z1为O且m为1，3或5时，碳-碳双键构型为E；当Z1为O且m为2或4时，碳-碳双键构型为Z；当Z1为COO或OOC且m为0，2或4时，碳-碳双键构型为E；当Z1为COO或OOC且m为1，3或5时，碳-碳双键构型为Z。
• Carr, N.; Gray, G. W.; Kelly, S. M., Molecular Crystals and Liquid Crystals (1969-1991), 1985, vol. 129, p. 301 - 314
  作者：Carr, N.、Gray, G. W.、Kelly, S. M.

  DOI：——

  日期：——
• Adomenas, P. V.; Girdzhyunaite, D. K.; Mazhunaitis, G. V., Journal of Organic Chemistry USSR (English Translation), 1983, vol. 19, # 11, p. 2069 - 2070
  作者：Adomenas, P. V.、Girdzhyunaite, D. K.、Mazhunaitis, G. V.

  DOI：——

  日期：——
• LIQUID CRYSTAL ALKENYL BICYCLO 2.2.2]OCTANES AND MIXTURES AND DEVICES CONTAINING SUCH COMPOUNDS
  申请人：QinetiQ Limited

  公开号：EP0929509B1

  公开（公告）日：2003-01-15