<2.2>Paracyclophanil | 75436-10-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: <2.2>Paracyclophanil
• 英文别名: 1,2-bis([2.2]paracyclophan-4-yl)-1,2-ethanedione；1,2-Bis(5-tricyclo[8.2.2.24,7]hexadeca-1(13),4,6,10(14),11,15-hexaenyl)ethane-1,2-dione
• CAS: 75436-10-1
• 化学式: C₃₄H₃₀O₂
• 分子量: 470.611
• InChiKey: XFVNJELSZVHQFC-UHFFFAOYSA-N

物化性质

• 熔点：
  198-215 °C
• 密度：
  1.163±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.9
• 重原子数：
  36
• 可旋转键数：
  3
• 环数：
  12.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  <2.2>Paracyclophanoin 在 bismuth(III) oxide 作用下， 以46%的产率得到<2.2>Paracyclophanil
  参考文献：
  名称：

  Kirrstetter, Reiner G. H.; Vagt, Uwe, Chemische Berichte, 1981, vol. 114, # 2, p. 630 - 637

  摘要：

  DOI：

文献信息

• Diastereomers Composed of Two Planar-Chiral Subunits: Bis([2.2]paracyclophan-4-yl)methane and Analogues
  作者：Ludger Ernst、Lars Wittkowski

  DOI：10.1002/(sici)1099-0690(199907)1999:7<1653::aid-ejoc1653>3.0.co;2-r

  日期：1999.7

  A series of compounds Q(2)Z was prepared, where Q = [2.2]-paracyclophan-4-yl and Z = C(=O) (4), CH2 (5), SiMe2 (6), S (7), P(=O)OMe (8), and C(=O)C(=O) (9). Because of the planar chirality of Q, these compounds occur as meso- (m) and chiral (c) diastereomers, which were formed in equal amounts. They were separated in the cases of 4-7 and enriched in the case of 9 (diastereomeric ratio ca. 7:3). Compound 8 possesses a pseudoasymmetric phosphorus centre and occurs as one chiral (8c) and two meso diastereomers (8m(1), 8m(2)), all three of which were isolated separately. The configurations of 5m/5c, 6m/6c, and 8c were directly determined by NMR spectroscopy, that of 4m/4c indirectly by reducing the separated compounds to 5m and 5c, respectively, and that of 7m by X-ray diffraction. The favoured conformations of 4-8 were studied by molecular mechanics computations by using the MM3(94) program. An attempt was made to rationalize some chemical shift differences between diastereomers on the basis of the conformers predicted.
• Reaktionen mit radikalanionen, III benzoine und benzile mit pyren- und [2.2]paracyclophan-einheiten
  作者：Reiner G.H. Kirrstetter

  DOI：10.1016/0040-4039(80)80009-8

  日期：1980.1
• KIRRSTETTER R. G. H., TETRAHEDRON LETT, 1980, 21, NO 23, 2227-2228
  作者：KIRRSTETTER R. G. H.

  DOI：——

  日期：——
• KIRRSTETTER R. G. H.; VAGT U., CHEM. BER., 1981, 114, NO 2, 630-637
  作者：KIRRSTETTER R. G. H.、 VAGT U.

  DOI：——

  日期：——