4-(3,4,5-trifluorophenyl)cyclohexane-1-carbaldehyde | 160148-06-1

• 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-(3,4,5-trifluorophenyl)cyclohexane-1-carbaldehyde
• 英文别名: trans-4-(3,4,5-trifluorophenyl)cyclohexanecarbaldehyde
• CAS: 160148-06-1
• 化学式: C₁₃H₁₃F₃O
• 分子量: 242.241
• InChiKey: NFHOVIGMSHFLFI-KYZUINATSA-N

物化性质

• 沸点：
  284.7±40.0 °C(Predicted)
• 密度：
  1.275±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.58
• 重原子数：
  17.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  17.07
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  4-(3,4,5-trifluorophenyl)cyclohexane-1-carbaldehyde 在 四氧化锇 、 二甲基亚砜 、 N-甲基吗啉氧化物 、 三乙胺 、 三氟乙酸酐 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 二氯甲烷 、 水 为溶剂， 反应 36.0h， 生成 1-(4-Propyl-cyclohexyl)-2-[4-(3,4,5-trifluoro-phenyl)-cyclohexyl]-ethane-1,2-dione
  参考文献：
  名称：

  Nematic Liquid Crystals with a Tetrafluoroethylene Bridge in the Mesogenic Core Structure

  摘要：

  A dramatic increase of the clearing temperatures of liquid crystals based on bis(cyclohcxyl)ethane 1 by 50 to 70 K can be achieved by the perfluorination of the central ethylene link. Conformational analysis indicates that this effect is due to the increased rigidity of the mesogenic core structure and to the suppression of conformers with a bent shape. Materials based on bis(cylohexyl)tetrafluoroethane 2 might play a crucial role as materials for the next generation of active matrix LCDs with reduced power consumption.

  DOI：

  10.1021/ja010024l
• 作为产物：
  描述：

  4-(3',4',5'-trifluorophenyl)methoxymethylenecyclohexane 在 甲酸 、 sodium hydroxide 作用下， 以 甲苯 、 甲醇 为溶剂， 反应 19.0h， 生成 4-(3,4,5-trifluorophenyl)cyclohexane-1-carbaldehyde
  参考文献：
  名称：

  Nematic Liquid Crystals with a Tetrafluoroethylene Bridge in the Mesogenic Core Structure

  摘要：

  A dramatic increase of the clearing temperatures of liquid crystals based on bis(cyclohcxyl)ethane 1 by 50 to 70 K can be achieved by the perfluorination of the central ethylene link. Conformational analysis indicates that this effect is due to the increased rigidity of the mesogenic core structure and to the suppression of conformers with a bent shape. Materials based on bis(cylohexyl)tetrafluoroethane 2 might play a crucial role as materials for the next generation of active matrix LCDs with reduced power consumption.

  DOI：

  10.1021/ja010024l

文献信息

• Stereoselective Acetalization for the Synthesis of Liquid-Crystal Compounds Possessing a <i>trans</i>-2,5-Disubstituted 1,3-Dioxane Ring with Saturated Aqueous Solutions of Inorganic Salts
  作者：Haruki Maebayashi、Tsugumichi Fuchigami、Yasuyuki Gotoh、Munenori Inoue

  DOI：10.1021/acs.oprd.8b00408

  日期：2019.4.19

  for the synthesis of trans-2,5-disubstituted 1,3-dioxane derivatives, which are important liquid-crystal compounds, was developed. The acetalization reaction between aldehydes and 2-substituted 1,3-propanediols in the presence of acids gave the corresponding 2,5-disubstituted 1,3-dioxane derivatives with high trans selectivity (trans/cis = >96:<4), when the reaction was performed with saturated aqueous

  开发了用于合成重要液晶化合物的反式-2,5-二取代的1,3-二恶烷衍生物的立体选择方法。当存在酸时，醛与2-取代的1,3-丙二醇之间的缩醛化反应可得到相应的2,5-二取代的1,3-二恶烷衍生物，具有较高的反式选择性（反式/顺式=> 96：<4）。该反应用具有高水溶性的无机盐如CaCl 2，LiCl和ZnCl 2的饱和水溶液进行。
• DICYCLOHEXYLETHYLENE DERIVATIVE
  申请人：CHISSO CORPORATION

  公开号：EP0688754B1

  公开（公告）日：1998-10-07
• US5641432A
  申请人：——

  公开号：US5641432A

  公开（公告）日：1997-06-24
• Nematic Liquid Crystals with a Tetrafluoroethylene Bridge in the Mesogenic Core Structure
  作者：Peer Kirsch、Matthias Bremer、Florian Huber、Harald Lannert、Andreas Ruhl、Max Lieb、Tilman Wallmichrath

  DOI：10.1021/ja010024l

  日期：2001.6.1

  A dramatic increase of the clearing temperatures of liquid crystals based on bis(cyclohcxyl)ethane 1 by 50 to 70 K can be achieved by the perfluorination of the central ethylene link. Conformational analysis indicates that this effect is due to the increased rigidity of the mesogenic core structure and to the suppression of conformers with a bent shape. Materials based on bis(cylohexyl)tetrafluoroethane 2 might play a crucial role as materials for the next generation of active matrix LCDs with reduced power consumption.