(4-phenylcyclohexyl)benzene | 21072-42-4

• 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-phenylcyclohexyl)benzene
• 英文别名: trans-1,4-Diphenylcyclohexan；trans-1,4-diphenylcyclohexane
• CAS: 21072-42-4
• 化学式: C₁₈H₂₀
• 分子量: 236.357
• InChiKey: VULCFZQVCFIKNK-IYARVYRRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.13
• 重原子数：
  18.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

安全信息

• 海关编码：
  2902909090

反应信息

• 作为反应物：
  描述：

  (4-phenylcyclohexyl)benzene 在 溴 、 碘 作用下， 以 四氯化碳 为溶剂， 反应 4.0h， 以57%的产率得到trans-1,4-Bis(4-bromphenyl)cyclohexan
  参考文献：
  名称：

  Friederich, Rolf; Nieger, Martin; Voegtle, Fritz, Chemische Berichte, 1993, vol. 126, # 7, p. 1723 - 1732

  摘要：

  DOI：
• 作为产物：
  描述：

  1,4-二苯基-1-环己醇 在 palladium on activated charcoal potassium hydrogensulfate 、 氢气 作用下， 以 乙醇 为溶剂， 150.0 ℃ 、101.33 kPa 条件下， 反应 1.0h， 生成 (4-phenylcyclohexyl)benzene
  参考文献：
  名称：

  The conformational energy of the (benzene)chromium tricarbonyl substituent

  摘要：

  DOI：

  10.1021/jo00224a070

文献信息

• Electrophilic substitution in (arene)tricarbonylchromium complexes. Part 1
  作者：Joseph L. von Rosenberg、A. Reginald Pinder

  DOI：10.1039/p19870000747

  日期：——

  The Friedel-Crafts acetylation of several (arene)tricarbonylchromium complexes have been investigated. From the results it is concluded that the tricarbonylchromium group deactivates to a small extent towards electrophilic substitution the ring to which it is attached. In the case of tricarbonyl(diphenylmethane)chromium (1; n= 1), however, attack occurred on both rings to about an equal extent; possible

  已经研究了几种（芳烃）三羰基铬配合物的Friedel-Crafts乙酰化反应。从结果可以得出结论，三羰基铬基团在很小的程度上朝着与其连接的环的亲电子取代失活。但是，在三羰基（二苯基甲烷）铬（1；n = 1）的情况下，两个环的进攻程度大致相等；反之亦然。有关这种意外行为的可能解释，已进行了介绍。
• Crystal structure of 1,3-diphenyladamantane and trans-1,4-diphenylcyclohexane: torsion angles about C–Ph bonds in α,ω-diphenyl(alicyclic hydrocarbon)
  作者：Hideyuki Tukada、Katsura Mochizuki

  DOI：10.1016/s0022-2860(03)00348-x

  日期：2003.8

  The orientation of the two phenyl rings in alpha,omega-diphenylalkanes with rigid carbon skeletons is investigated through characterization of the crystal and molecular structures of 1,3-diphenyladamantane (1) and trans-1,4-diphenylcyclohexane (2). The two phenyl rings in 1 have different conformations about the C-Ph bonds, with torsion angles between the phenyl ring and the C1-C2-C3 plane of 0.65 and 71.7degrees. A hydrogen atom at the meta-position of one of the phenyl rings contact intermolecularly with a tertiary hydrogen atom at C5 of adamantane within the sum of van der Waals radii. Due to the helical conformation, the short (CHHC)-H-... contacts (2.231 Angstrom) construct supramolecular triple helical strands. In contrast to 1, the phenyl rings in 2 have identical configurations, with equatorial position and bisected conformation as expected from density functional calculations. The molecular packing of 2 exhibits a herringbone pattern of (aromatic)CH. H(...)pi contacts. (C) 2003 Elsevier B.V. All rights reserved.