4-<4-(4-pentenyloxy)phenyl>benzoic acid | 93001-10-6

• 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-<4-(4-pentenyloxy)phenyl>benzoic acid
• 英文别名: 4'-(4-penten-1-yloxy)biphenyl-4-carboxylic acid；4'-pent-4-enyloxy-biphenyl-4-carboxylic acid；4-(4-Penten-1-yloxy)biphenyl-4'-carboxylic acid；4-(4-pent-4-enoxyphenyl)benzoic acid
• CAS: 93001-10-6
• 化学式: C₁₈H₁₈O₃
• 分子量: 282.339
• InChiKey: SITVVRWDDOYSRF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  21
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 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：

  4-<4-(4-pentenyloxy)phenyl>benzoic acid 在 Grubbs catalyst first generation 、 4-二甲氨基吡啶 、 platinum(IV) oxide 、 氢气 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 24.0h， 生成 (9R)-9-methyl-7,12,22,31-tetraoxapentacyclo[30.2.2.22,5.214,17.218,21]dotetraconta-1(35),2(42),3,5(41),14,16,18,20,32(36),33,37,39-dodecaene-6,13-dione
  参考文献：
  名称：

  Enhancement of the cholesteric induction power by macrocyclization in liquid crystal dimers with a chiral spacer

  摘要：

  带有手性间隔物的液晶二聚体可将向列液晶溶剂中的螺旋扭曲力提高四倍，因为两个尾部是相连的。在大环化二聚体中，两个中间体固定在倾斜的重叠排列中，手性由间隔物的手性决定。

  DOI：

  10.1039/c0jm03161e
• 作为产物：
  描述：

  5-溴-1-戊烯 在 potassium carbonate 、 magnesium 作用下， 以 乙醚 、 丁酮 为溶剂， 生成 4-<4-(4-pentenyloxy)phenyl>benzoic acid
  参考文献：
  名称：

  Surendranath, V.; Johnson, D. L., Molecular Crystals and Liquid Crystals (1969-1991), 1989, vol. 167, p. 207 - 212

  摘要：

  DOI：

文献信息

• A new series of liquid crystalline dimers with exceptionally high apparent tilt
  作者：Nils Olsson、Martin Schröder、Siegmar Diele、Gunnar Andersson、Ingolf Dahl、Bertil Helgee、Lachezar Komitov

  DOI：10.1039/b615541c

  日期：——

  A new series of dimeric chiral antiferroelectric materials using a trisiloxane as the central connecting linker and having fluorinated tails has been synthesized together with their corresponding monomers. Spacer lengths of 3–6 and 11 methylene groups were used. As a comparison to see the effect of the siloxane length on the phase behaviour, one dimer with a tetrasiloxane core was also synthesized. Monomers with 3–6 carbons in the spacer showed just orthogonal smectic phases and only the long 11 carbon spacer 7F4PPB11 showed tilted phases in a very similar way to what was found in the unfluorinated monomers previously studied. All trisiloxanes showed a high temperature antiferroelectric phase and those with a spacer length of 4 or more carbons also showed one or two columnar antiferroelectric phases when decreasing the temperature. The spontaneous polarisation Ps was high, especially in the columnar phases where it ranged from 800–1200 nC cm–2 and upward. The apparent tilt angles were exceptionally high, above 45 degrees for all materials studied. In accordance with the trend described previously, the tetrasiloxane containing dimer showed a ferroelectric phase at high temperature. But in this case the columnar phase was found to be antiferroelectric. Hence, the general idea that trisiloxane cores promote antiferroelectricity and tetrasiloxanes promote the ferroelectric phase is still correct also for these materials in the SmC* phase, but not for the columnar phase. It can also be noted that the phase separation between siloxane, fluorinated tail and mesogenic parts of the molecules was so high that the material became columnar on lowering the temperature.

  我们合成了一系列新的二聚手性反铁电材料，这些材料使用三硅氧烷作为中心连接物，并具有氟化尾部及其相应的单体。使用的间隔长度为 3-6 和 11 个亚甲基。为了比较硅氧烷长度对相行为的影响，还合成了一种以四硅氧烷为核心的二聚体。间隔碳数为 3-6 个的单体只显示出正交的平滑相，只有 11 个碳的长间隔碳 7F4PPB11 显示出倾斜相，与之前研究的无氟单体非常相似。所有三硅氧烷都显示出高温反铁电相，而那些具有 4 个或更多碳间隔长度的三硅氧烷在降低温度时也显示出一个或两个柱状反铁电相。自发极化 Ps 很高，尤其是在柱状相中，其范围在 800-1200 nC cm-2 及以上。所有研究材料的视倾角都非常高，超过 45 度。与之前描述的趋势一致，含有四硅氧烷的二聚体在高温下呈现铁电相。但在这种情况下，柱状相被发现是反铁电相。因此，三硅氧烷核心促进反铁电性，而四硅氧烷促进铁电相的一般观点对于这些处于 SmC* 相的材料来说仍然是正确的，但对于柱状相来说并不正确。我们还注意到，分子中硅氧烷、氟化尾部和介电部分之间的相分离程度非常高，以至于在降低温度时材料会变成柱状。
• Synthesis of smectic liquid-crystalline polysiloxanes from biphenylcarboxylate esters and their use as stationary phases for high-resolution gas chromatography
  作者：Brian A. Jones、Jerald S. Bradshaw、Masaharu Nishioka、Milton L. Lee

  DOI：10.1021/jo00199a038

  日期：1984.12
• US4864033A
  申请人：——

  公开号：US4864033A

  公开（公告）日：1989-09-05
• US5563230A
  申请人：——

  公开号：US5563230A

  公开（公告）日：1996-10-08
• Surendranath, V.; Johnson, D. L., Molecular Crystals and Liquid Crystals (1969-1991), 1989, vol. 167, p. 207 - 212
  作者：Surendranath, V.、Johnson, D. L.

  DOI：——

  日期：——