1-phenyl-6-benzoycyclohexene | 81807-66-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: 1-phenyl-6-benzoycyclohexene
• 英文别名: phenyl(2,3,4,5-tetrahydro-[1,1'-biphenyl]-2-yl)methanone；phenyl(2-phenylcyclohex-2-en-1-yl)methanone；phenyl-(2-phenyl-cyclohex-2-enyl)-ketone；Phenyl-(2-phenyl-cyclohex-2-enyl)-keton；1-Phenyl-2-benzoyl-cyclohexen-(5)；Phenyl-(2-phenylcyclohex-2-en-1-yl)methanone
• CAS: 81807-66-1
• 化学式: C₁₉H₁₈O
• 分子量: 262.351
• InChiKey: LYDNAFCMYWLRGA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-phenyl-6-benzoycyclohexene 、 sodium ethanolate 生成 1-benzoyl-2-phenylcyclohex-1-ene
  参考文献：
  名称：

  GAO, JI-YU;CHEN, WEI-XING;JIANG, KUN, ACTA CHIM. SIN., 1982, 40, N 1, 91-93

  摘要：

  DOI：
• 作为产物：
  描述：

  1,7-二苯基庚烷-1,7-二酮 在 phosphorus pentoxide 作用下， 生成 1-phenyl-6-benzoycyclohexene
  参考文献：
  名称：

  Kipping; Perkin, Journal of the Chemical Society, 1890, vol. 57, p. 16

  摘要：

  DOI：

文献信息

• α-Carbonyl Cations in Sulfoxide-Driven Oxidative Cyclizations
  作者：Tobias Stopka、Meike Niggemann、Nuno Maulide

  DOI：10.1002/anie.201705964

  日期：2017.10.16

  The selective, metal‐free generation of α‐carbonyl cations from simple internal alkynes was accomplished by the addition of a sulfoxide to a densely substituted vinyl cation. The high reactivity of the α‐carbonyl cations was found to efficiently induce hydrogen and even carbon shift reactions with unusual selecivities. Complex compounds with highly congested tertiary and all‐carbon‐substituted quartenary

  通过在稠密取代的乙烯基阳离子中添加亚砜，可以从简单的内部炔烃中选择性无金属地生成α-羰基阳离子。发现α-羰基阳离子的高反应活性可以有效地引发氢，甚至以异常的选择性进行碳转移反应。因此，可以简单地从简单的前体中一步获得具有高度拥挤的叔碳原子和全碳取代的四碳原子中心的复杂化合物。机理分析强烈支持标题化合物的中间体，并为不同取代基的迁移能力提供了简单的预测方案。
• Acylation of Alkenes with the Aid of AlCl₃ and 2,6-Dibromopyridine
  作者：Shinya Tanaka、Tsukasa Kunisawa、Yuji Yoshii、Tetsutaro Hattori

  DOI：10.1021/acs.orglett.9b02688

  日期：2019.11.1

  Friedel-Crafts-type acylation of alkenes with acyl chlorides has been successfully conducted with a wide substrate scope by the combined use of AlCl3 and 2,6-dibromopyridine. Trisubstituted alkenes afford allylketones or vinylketones depending on the presence or absence of hydrogen atom(s) at the beta-position to the acylation site, while monosubstituted alkenes exclusively afford vinylketones.
• Skraup; Guggenheimer, Chemische Berichte, 1925, vol. 58, p. 2499
  作者：Skraup、Guggenheimer

  DOI：——

  日期：——
• Bauer, Annales de Chimie (Cachan, France), 1914, vol. <9> 1, p. 408
  作者：Bauer

  DOI：——

  日期：——
• AlCl₃-Mediated Aldol Cyclocondensation of 1,6- and 1,7-Diones to Cyclopentene and Cyclohexene Derivatives
  作者：Yuji Miyahara、Yoshio N. Ito

  DOI：10.1021/jo5006137

  日期：2014.8.1

  Exactly 1/3 mol of AlCl3 is sufficient to cyclize 1 mol of 1,omega-dibenzoylbutane (or pentane) to a cyclopentenone (or hexenone) derivative in high yield at room temperature in 40 min to several hours. This condensation is driven by removing elements of water as HCl and Al(OH)(3), and the product enones are exclusively unconjugated, unlike the base-catalyzed condensations providing thermodynamically more stable conjugated enones.