dimethyl[2.2]paracyclophane-4,7-dicarboxylate | 54100-55-9

• 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: dimethyl[2.2]paracyclophane-4,7-dicarboxylate
• 英文别名: Tricyclo(8.2.2.2(4,7))hexadeca-hexaene-5,15-dicarboxylic acid dimethyl ester；dimethyl tricyclo[8.2.2.24,7]hexadeca-1(13),4(16),5,7(15),10(14),11-hexaene-5,15-dicarboxylate
• CAS: 54100-55-9
• 化学式: C₂₀H₂₀O₄
• 分子量: 324.376
• InChiKey: QHRRWOGJTZFTRE-UHFFFAOYSA-N

物化性质

• 熔点：
  144-145 °C
• 沸点：
  497.4±45.0 °C(Predicted)
• 密度：
  1.169±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  dimethyl[2.2]paracyclophane-4,7-dicarboxylate 在 lithium aluminium tetrahydride 、 三氯化铝 、 三溴化磷 作用下， 生成 (4,7,12,15)-tetra α-bromomethyl[2.2]paracyclophane
  参考文献：
  名称：

  A study of the synthesis and properties of [2.2.2.2](1,2,4,5)cyclophane

  摘要：

  DOI：

  10.1021/ja00502a032
• 作为产物：
  描述：

  dimethyl 3,10-dithiatricyclo[10.2.2.25,8]octadeca-1(15),5(18),6,8(17),12(16),13-hexaene-6,17-dicarboxylate 在 三甲氧基磷 作用下， 生成 dimethyl[2.2]paracyclophane-4,7-dicarboxylate
  参考文献：
  名称：

  A study of the synthesis and properties of [2.2.2.2](1,2,4,5)cyclophane

  摘要：

  DOI：

  10.1021/ja00502a032

文献信息

• Thermotropic Liquid Crystals from Planar Chiral Compounds: [2.2]Paracyclophane as a Mesogen Core
  作者：Valeria I. Rozenberg、Elena L. Popova、Henning Hopf

  DOI：10.1002/1522-2675(200202)85:2<431::aid-hlca431>3.0.co;2-h

  日期：2002.2

  New thermotropic mesomorphic compounds containing a [2.2]paracyclophane (PC) unit were synthesized and investigated (Scheme). Carboxylic acids were selected as the starting PC building blocks. The influence of structural features on the stability of the mesomorphic phases was studied (Figs. 1 and 2): for this purpose. the structures of the PC-carboxylate unit and the organic fragment of the aryl-ester moiety were varied systematically. Esters derived from PC-monocarboxylic acid did not exhibit liquid-crystalline (LC) properties, while diaryl PC-dicarboxylates favored mesomorphism. Dicarboxylate substituents arranged in the paraposition provided LC phases in a broad temperature range and considerably increased the mesomorphic interval in comparison with that of the structurally related pseudo-para PC derivatives.
• GRAY R.; BOEKELHEIDE V., J. AMER. CHEM. SOC., 1979, 101, NO 8, 2128-2136
  作者：GRAY R.、 BOEKELHEIDE V.

  DOI：——

  日期：——
• A study of the synthesis and properties of [2.2.2.2](1,2,4,5)cyclophane
  作者：Richard Gray、V. Boekelheide

  DOI：10.1021/ja00502a032

  日期：1979.4
• Periodic Positioning of Multilayered [2.2]Paracyclophane-Based Nanopillars
  作者：David Bléger、David Kreher、Fabrice Mathevet、André-Jean Attias、Imad Arfaoui、Germain Metgé、Ludovic Douillard、Céline Fiorini-Debuisschert、Fabrice Charra

  DOI：10.1002/anie.200801335

  日期：2008.10.20