(E)-3-(4-Propoxy-phenyl)-acryloyl chloride | 118938-42-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: (E)-3-(4-Propoxy-phenyl)-acryloyl chloride
• 英文别名: 3-(4-Propoxyphenyl)prop-2-enoyl chloride；3-(4-propoxyphenyl)prop-2-enoyl chloride
• CAS: 118938-42-4
• 化学式: C₁₂H₁₃ClO₂
• 分子量: 224.687
• InChiKey: WMFHEIYUGYFFGL-UHFFFAOYSA-N

物化性质

• 沸点：
  344.3±17.0 °C(Predicted)
• 密度：
  1.146±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (E)-3-(4-Propoxy-phenyl)-acryloyl chloride 在 吡啶 作用下， 以 乙醇 为溶剂， 生成
  参考文献：
  名称：

  New Mesogenic Homologous Series of Schiff Base Cinnamates Comprising Naphthalene Moiety

  摘要：

  New mesogenic homologous series of Schiff base cinnamates comprising a naphthalene moiety were prepared by condensing different 4(4'-n-alkoxy cinnamoyloxy) benzaldehydes with 2-amino naphthalene. All the synthesized compounds were characterized by combination of elemental analysis and spectroscopic techniques. All the homologues synthesized exhibit mesomorphism. The mesomorphic properties of the present series are compared with other structurally related series.

  DOI：

  10.1080/10587250307066
• 作为产物：
  描述：

  4-丙氧基苯甲醛 在 吡啶 、 氯化亚砜 作用下， 生成 (E)-3-(4-Propoxy-phenyl)-acryloyl chloride
  参考文献：
  名称：

  New Mesogenic Homologous Series of Schiff Base Cinnamates Comprising Naphthalene Moiety

  摘要：

  New mesogenic homologous series of Schiff base cinnamates comprising a naphthalene moiety were prepared by condensing different 4(4'-n-alkoxy cinnamoyloxy) benzaldehydes with 2-amino naphthalene. All the synthesized compounds were characterized by combination of elemental analysis and spectroscopic techniques. All the homologues synthesized exhibit mesomorphism. The mesomorphic properties of the present series are compared with other structurally related series.

  DOI：

  10.1080/10587250307066

文献信息

• The Thermal Properties of (4-Substituted Cyclohexyl) 4-Substituted Cinnamates
  作者：Shigetsugu Hayashi、Shunsuke Takenaka、Shigekazu Kusabayashi

  DOI：10.1246/bcsj.57.283

  日期：1984.1

  The thermal properties for a homologous series of 4-alkylcyclohexyl 4-alkoxy- and 4-cyanocinnamates are examined. They exhibit nematic phases with low melting points. The effect of the cyclohexyl group on the mesophase stability is discussed.

  对一系列4-烷基环己基-4-烷氧基肉桂酸酯和4-氰基肉桂酸酯的热性质进行了研究。它们呈现出具有低熔点的向列相。并讨论了环己基团对介晶相稳定性的影响。
• Synthesis and Evaluation of a Novel Liquid Crystalline Homologous Series: α-4-[4′-<i>n</i>-Alkoxy Cinnamoyloxy] Benzoyl-β-3″,4″-Dimethoxy Phenyl Ethylenes
  作者：D. M. Suthar、A. A. Doshi、A. V. Doshi

  DOI：10.1080/15421406.2013.785812

  日期：2013.8

  phase diagram behave in a normal manner. An odd–even effect is observed for the N-I transition curve. The textures of the nematic phase are of the threaded or Schlieren type. Mesomorphic–isotropic transition temperatures range from 152°C to 178°C. The nematogenic phase length varies between 24°C and 51°C. The nematic thermal stability is 163.1°C. Thus, the novel homologous series is entirely nematogenic

  介绍了 12 个同系物的新系列的合成和评估。从戊基到十六烷基同系物表现出对映性线虫介晶现象。其他同系物不是液晶。所有同系物中均不存在近晶介晶现象。使用配备加热台的光学偏光显微镜测定转变温度。相图的转变曲线以正常方式表现。对于 NI 过渡曲线，观察到奇偶效应。向列相的纹理是螺纹或纹影类型。介晶-各向同性转变温度范围为 152°C 至 178°C。生线虫相长度在 24°C 到 51°C 之间变化。向列热稳定性为 163.1°C。因此，新的同源系列完全是线虫源性的，不显示近源性特征，并且是中序熔融型。分析和光谱数据支持分子结构。将新型系列的液晶 (LC) 特性与结构相似的同源系列进行比较。
• Study of a new homologous series of liquid crystals: Isopropyl-p-(p^/-n-alkoxy cinnamoyloxy) cinnamates
  作者：B. B. Jain、U. H. Jadeja、V. S. Sharma、R. B. Patel

  DOI：10.1080/15421406.2015.1073567

  日期：2016.1.22

  homologue, and follows a zigzag path of rising and falling values as the series is ascended. Nematic–isotropic transition curve shows descending tendency as series is ascended in a normal manner with exhibition of odd-even effect. Smectic mesophase does not appear even in the monotropic condition. Phase transition temperatures are determined by hot stage polarizing microscope. Analytical data support

  摘要 合成并研究了一个新的同源系列：异丙基-p-[p/-n-烷氧基肉桂酰氧基]肉桂酸酯，以期了解和建立液晶性质与分子结构之间的关系。合成了十二个同系物。甲基到丁基的同系物不是液晶，而戊基、己基、庚基、辛基、癸基、十二烷基、十四烷基和十六烷基衍生物本质上是具有线虫特性的对映液晶。完全不存在近亲性特征。相图是通过绘制转变温度与碳原子数的关系图获得的，即左正烷氧基末端基团的正烷基链。固体 - 各向同性或固体 - 向列过渡曲线从甲基到丙基衍生物急剧上升，并通过丁基同系物下降到戊基同系物，并随着系列上升而遵循上升和下降值的锯齿形路径。向列-各向同性转变曲线呈下降趋势，序列以正常方式上升，表现出奇偶效应。即使在单向条件下也不会出现近晶中间相。相变温度由热台偏光显微镜确定。分析数据支持分子结构。向列相的织构为螺纹型。将介晶性质与结构相似的同源系列进行比较。相变温度由热台偏光显微镜确定。分析数据支持分子结
• Mesomorphism Dependence on Terminally Substituted End Group
  作者：Rajesh B. Marathe、A. V. Doshi

  DOI：10.1080/15421406.2014.990748

  日期：2015.12.12

  A novel homologous series of liquid crystalline substances has been synthesized and studied with a view to understanding and establishing the relation between liquid crystal properties and molecular structure. The novel ester series consists of eleven enantiotropically smectogenic homologous without exhibition of nematogenic property. Transition temperatures were determined with an optical polarizing

  为了理解和建立液晶性质与分子结构之间的关系，合成并研究了一系列新型液晶物质。新型酯系列由 11 个对映性近端同源物组成，没有表现出线虫特性。转变温度用配备加热台的光学偏光显微镜测定。近晶相的织构为近晶A型或C型的焦锥扇形。分析和光谱数据证实了同源的分子结构。过渡曲线，Cr-Sm 表现正常。过渡曲线 Sm-I 在辛氧基 (C8) 同系物衍生物之前以正常方式表现，然后在 C10、C12、C14 和 C16 衍生物中以异常方式表现。观察到 Sm-I 过渡曲线的奇偶效应。该系列完全是近源性的，具有中等顺序的熔化类型和中等的中间相长度。近晶的平均热稳定性为 128.09°C，中间相长度范围为 8.6°C 至 73.2°C。将新系列的介晶 (LC) 行为与结构相似的已知同源系列进行比较。
• Synthesis and Mesomorphic Properties of Novel Ethylene Derivatives
  作者：R. P. Chaudhari、R. B. Patel、A. V. Doshi

  DOI：10.1080/15421406.2013.782202

  日期：2013.8

  A novel homologous series, -4-[-4-n-alkoxy cinnamoyloxy] benzoyl--4-methoxy phenyl ethylenes, has been synthesized, which consists of 12 homologues. The pentyl to tetradecyl homologues are enantiotropically mesomorphic, and the rest of the homologues are nonmesomorphic. The pentyl to octyl derivatives exhibit smectogenic character in addition to nematogenic character, but the decyl to tetradecyl homologues exhibit only nematogenic character without the exhibition of a smectic phase. A phase diagram of three transition curves shows a normal phase behavior. Analytical and spectral data confirm the molecular structure of the homologues. The optical microscopic textures are threaded or Schlieren for the nematic phase and the normal smectic A type, respectively. Liquid crystal properties and transition temperatures were determined using a hot stage polarizing microscope. The smectic and nematic thermal stabilities are 159.7 degrees C and 174.1 degrees C, respectively. Thus, the present novel series is predominantly nematogenic and partly smectogenic in nature and is compared with other structurally similar homologous series.