(4'-cyanobiphenyl-4-yl) undec-10-enoate | 119081-67-3

• 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'-cyanobiphenyl-4-yl) undec-10-enoate
• 英文别名: 4'-cyanobiphenyl-4-yl undec-10-enoate；(4'-Cyanobiphenyl-4-yl)undec-10-enoate；[4-(4-cyanophenyl)phenyl] undec-10-enoate
• CAS: 119081-67-3
• 化学式: C₂₄H₂₇NO₂
• 分子量: 361.484
• InChiKey: HZIUALLTVXSUDY-UHFFFAOYSA-N

物化性质

• 沸点：
  519.5±50.0 °C(Predicted)
• 密度：
  1.07±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.1
• 重原子数：
  27
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  50.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (4'-cyanobiphenyl-4-yl) undec-10-enoate 在 platinum⁽⁰⁾-1,3-divinyl-1,1,3,3-tetramethyldisiloxane 、 三乙胺 作用下， 以 甲苯 为溶剂， 反应 21.0h， 生成 2,8-bis[10-(4'-cyanobiphenyl-4-yloxycarbonyl)decyl(dimethyl)silyloxy]-2,4,4,6,6,8,10,10,12,12-decamethylcyclohexasiloxane
  参考文献：
  名称：

  摘要：

  Liquid crystalline (LC) organosiloxanes with two terminal cyanobiphenylyl groups at tached to a linear or cyclic siloxane center through an aliphatic spacer (CH2)(n) with n=10 synthesized. The ability of compounds to pass into the LC state was confirmed by thermooptical, X-ray diffraction, and calorimetric measurements. The temperatures and the enthalpies of phase transitions were determined. The types of LC structures and the capability of one compound for polymesomorphism to form the chiral SmC* phase without a chiral center in the mesogenic group were established. The temperatures and the enthalpies of the reversible phase transitions, crystal reversible arrow SmC reversible arrow S(m)A reversible arrow melt and crystal reversible arrow S(m)A reversible arrow melt, for linear and cyclic LC otganosiloxanes, respectively, were determined. Models of molecular packing in the S(m)A and SmC* phases were proposed based on X-ray diffraction data. A specific feature of the S(m)A phases of new LC organosiloxanes is a negative gradient of the temperature dependence of the interlayer spacing.

  DOI：

  10.1023/a:1025609613210
• 作为产物：
  描述：

  10-十一碳烯基氯酸 、 氰基联苯酚 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 以80%的产率得到(4'-cyanobiphenyl-4-yl) undec-10-enoate
  参考文献：
  名称：

  Synthesis of new stereoregular 2,4,6,8-tetraphenylcyclotetrasiloxanes with mesogenic groups and the influence of spatial isomerism on the phase state of individual isomers and their mixtures

  摘要：

  在铂催化剂存在下，用(4′-氰基联苯-4-基)十一-10-烯酸酯对四(二甲基硅氧基)四苯基环四硅氧烷的四种异构体进行氢硅烷化反应，得到了四种带有中生氰基联苯基团的苯基环四硅氧烷液晶立体异构体。该反应是首次进行。通过热光学、X 射线衍射和量热法研究了带有介源基团的四苯基环四硅氧烷立体异构体的空间结构对液晶态形成的影响。确定了相变的温度和焓，并显示了其可逆性。通过光学显微镜和 X 射线衍射方法发现了冷却时形成的熔体质地和相态以及平面间距离的差异。根据这些数据，得出了异构体的空间结构会影响液晶态的相组成和堆积类型的结论。

  DOI：

  10.1007/s11172-005-0059-0

文献信息

• Synthesis of cyclolinear polymethylsiloxanes with two reactive groups and liquid-crystalline polymers on their basis
  作者：I. M. Petrova、N. N. Makarova、A. V. Kaznacheev、T. V. Vlasova、V. M. Men’shov

  DOI：10.1007/s11172-009-0063-x

  日期：2009.3

  Cyclolinear polymethylsiloxanes with reactive vinyl groups at the silicon atoms in the fragment SiO3/2 have been synthesized for the first time by heterofunctional polycondensation of [2,6(2,8)-dichloro-2,6(2,8)-divinyl]methylcyclotetra(hexa)siloxanes with the corresponding dihydroxy derivatives. Their hydrosilylation with chlorodimethylsilane gives rise to cyclolinear polymers with 2-chlorodimethylsilylethyl substituents, hydrolysis of which leads to the corresponding hydroxy derivatives. Liquid-crystalline polymers with mesogenic cyanobiphenyl groups have been synthesized by hydrosilylation with (4’-cyanobiphenyl-4-yl) 11-(1, 1, 3, 3-tetramethyldisiloxanyl)undecanoate. The structures of the polymers obtained have been studied by 1H and 29Si NMR and IR spectroscopy, GPC, viscometry, X-ray diffraction, and polarization optical microscopy.

  首次通过[2,6(2,8)-二氯-2,6(2,8)-二乙烯基]的杂官能缩聚反应合成了SiO3/2片段中硅原子上带有反应性乙烯基的环状聚甲基硅氧烷。甲基环四（六）硅氧烷与相应的二羟基衍生物。它们与氯二甲基硅烷的氢化硅烷化产生具有2-氯二甲基甲硅烷基乙基取代基的环状线性聚合物，其水解产生相应的羟基衍生物。通过与(4’-氰基联苯-4-基)11-(1,1,3,3-四甲基二硅氧烷基)十一酸酯的氢化硅烷化合成了具有介晶氰基联苯基团的液晶聚合物。通过 1H 和 29Si NMR 和 IR 光谱、GPC、粘度测定、X 射线衍射和偏振光学显微镜研究了所得聚合物的结构。
• New stereoregular liquid-crystalline phenylcyclosiloxanes
  作者：N. N. Makarova、L. M. Volkova、N. V. Chizhova、E. V. Matukhina、A. V. Kaznacheev、P. V. Petrovskii

  DOI：10.1023/b:rucb.0000012362.93349.a3

  日期：2003.11

  Representatives of stereoregular phenylcyclotetra(hexa)siloxanes with mesogenic cyanobiphenylyl groups cis-oriented relatively to the siloxane ring have been synthesized for the first time. The ability of the compounds to transit to the liquid-crystalline state was confirmed by the thermooptical, X-ray diffraction, and calorimetric methods. The temperatures and enthalpies of the phase transitions were determined, and their reversibility was shown. The bilayered molecular packing with antiparallel arrangement of molecules is the most probable for the smectic A phase of the cyclosiloxanes studied. Taking into account differences in the optical textures and interlayer distances, we cannot exclude completely the possibility of formation of liquid-crystalline phases of other types.