1,2,3,4,5,6,7,8-Octahydro-2,2,3,3,6,6,7,7-octakis(hydroxymethyl)-anthracen | 140652-75-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 1,2,3,4,5,6,7,8-Octahydro-2,2,3,3,6,6,7,7-octakis(hydroxymethyl)-anthracen
• 英文别名: 1,2,3,4,5,6,7,8-octahydro-2,2,3,3,6,6,7,7-octakis(hydroxymethyl)anthracene；[2,3,3,6,6,7,7-heptakis(hydroxymethyl)-1,4,5,8-tetrahydroanthracen-2-yl]methanol
• CAS: 140652-75-1
• 化学式: C₂₂H₃₄O₈
• 分子量: 426.507
• InChiKey: CELVFYVZSGVSIN-UHFFFAOYSA-N

物化性质

• 沸点：
  719.6±55.0 °C(Predicted)
• 密度：
  1.310±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -2.23
• 重原子数：
  30.0
• 可旋转键数：
  8.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  161.84
• 氢给体数：
  8.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  1,2,3,4,5,6,7,8-Octahydro-2,2,3,3,6,6,7,7-octakis(hydroxymethyl)-anthracen 在 potassium hydrogensulfate 作用下， 反应 1.0h， 以24%的产率得到1,2,4,5-bis<8',11'-dioxa<4.3.3>propella(3',4')>benzene
  参考文献：
  名称：

  Propellane, 8. Mitt.: Eine neue Synthese von Bis-Propellanen. 1,2,4,5-Bis{8′,11′-dioxa[4.3.3]propella(3′,4′)}benzol

  摘要：

  The synthesis of the title compound 3 is reported. We have shown that from two possibilities (bis-propellane 3, tetra-spirane 3') the general reaction leads only to a bis-propellane system 3. 3 exists as an equilibrium of two conformers with C2v and C2h symmetry, respectively.

  DOI：

  10.1007/bf01045305
• 作为产物：
  描述：

  四溴甲苯 在 lithium aluminium tetrahydride 、 氢化钾 作用下， 以 四氢呋喃 为溶剂， 反应 108.0h， 生成 1,2,3,4,5,6,7,8-Octahydro-2,2,3,3,6,6,7,7-octakis(hydroxymethyl)-anthracen
  参考文献：
  名称：

  Propellane, 8. Mitt.: Eine neue Synthese von Bis-Propellanen. 1,2,4,5-Bis{8′,11′-dioxa[4.3.3]propella(3′,4′)}benzol

  摘要：

  The synthesis of the title compound 3 is reported. We have shown that from two possibilities (bis-propellane 3, tetra-spirane 3') the general reaction leads only to a bis-propellane system 3. 3 exists as an equilibrium of two conformers with C2v and C2h symmetry, respectively.

  DOI：

  10.1007/bf01045305

文献信息

• Structural and theoretical study on the 1:2 addition complex of 1,2,4,5-bis{8′,11′-dithia[4.3.3]propella(3′,4′)}benzene with I2
  作者：Paweł Szlachcic、Tomasz Seidler、Katarzyna Stadnicka

  DOI：10.1016/j.molstruc.2012.07.052

  日期：2013.2

  The crystal structure of the title compound, C22H26S4 center dot 2I(2), contains two centrosymmetric molecules of 1,2,4,5-bis8',11'-dithia[4.3.3]propella(3',4)}benzene, and four I-2 molecules in the unit cell of space group P2(1)/c. The cyclohexene rings adopt boat conformation, whereas tetrahydrothiophene rings have envelope conformation. The iodine molecules are linked to one type of the sulphur atoms of the propellane molecule by a charge-transfer bond, with S center dot center dot center dot I distance of 2.7844(12) and I-I = 2.8153(5) angstrom. The second type of symmetrically independent sulphur atoms are engaged in a weak interaction of C-H center dot center dot center dot S type with the H center dot center dot center dot S distance of 3.09(1) angstrom. The geometry optimisation of the crystal structure at the B3LYP level with MIDI! basis set gave good agreement with the experimental data (S center dot center dot center dot I distance of 2.754 and I-I = 2.923 angstrom). NBO analysis for the complex showed that the S center dot center dot center dot I interaction is due to charge transfer from the lone pair on the sulphur to the vacant sigma* orbital of the I-2 acceptor. (C) 2012 Elsevier B.V. All rights reserved.