tetrahydro-2-phenylpentalenone | 62156-52-9

• 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: tetrahydro-2-phenylpentalenone
• 英文别名: 2-phenyl-4,5,6,6a-tetrahydro-3aH-pentalen-1-one；4,5,6,6a-tetrahydro-2-phenyl-1(3aH)pentalenone
• CAS: 62156-52-9
• 化学式: C₁₄H₁₄O
• 分子量: 198.265
• InChiKey: FMWJVAITKRSACD-UHFFFAOYSA-N

物化性质

• 熔点：
  40-44 °C
• 沸点：
  354.1±12.0 °C(Predicted)
• 密度：
  1.133±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 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：

  tetrahydro-2-phenylpentalenone 、 乙酰氯 在 三氯化铝 作用下， 生成 4,5,6,6a-tetrahydro-2-(4-acetylphenyl)-1(3aH)-pentalenone
  参考文献：
  名称：

  Clements, Carol J.; Dumoulin, Denis; Hamilton, David R., Journal of Chemical Research, Miniprint, 1998, # 10, p. 2658 - 2677

  摘要：

  DOI：
• 作为产物：
  描述：

  苯乙炔 以 甲苯 为溶剂， 反应 0.08h， 生成 tetrahydro-2-phenylpentalenone
  参考文献：
  名称：

  Pauson–Khand Reactions in a Photochemical Flow Microreactor

  摘要：

  Pauson-Khand reactions were achieved at ambient temperature without any additive using a photochemical flow microreactor. The efficiency of the reaction was better than that in a conventional batch reactor, and the reaction could be operated continuously for 1 h.

  DOI：

  10.1021/ol4008519

文献信息

• Advances in the cobalt-catalysed Pauson-Khand reaction: Development of a sulfide-promoted, microwave-assisted protocol
  作者：Alison R. Cochrane、William J. Kerr、Laura C. Paterson、Colin M. Pearson、Paul Shaw

  DOI：10.1016/j.tet.2020.131805

  日期：2021.1

  sulfide-promoted, microwave-assisted Pauson-Khand reaction has enabled the formation of fused cyclopentenones using sub-stoichiometric quantities of a cobalt mediator over rapid reaction times and with no requirement for an external source of toxic carbon monoxide gas. This protocol displays applicability to both intra- and intermolecular Pauson-Khand reaction examples.

  硫化物促进的微波辅助Pauson-Khand反应的发展使得能够在快速反应时间内使用亚化学计量的钴介体形成稠合的环戊烯酮，而无需外部有毒一氧化碳气体。该协议显示了适用于分子内和分子间的Pauson-Khand反应实例。
• A sub-stoichiometric version of the Pauson-Khand reaction
  作者：Thotapally Rajesh、Mariappan Periasamy

  DOI：10.1016/s0040-4039(98)02461-7

  日期：1999.1

  A new protocol for the Pauson-Khand reaction using alkyneCo2(CO)6 complexes prepared from sub-stoichiometric amounts of CoBr2 and Zn at atmospheric pressure of carbon monoxide is described.

  描述了一种使用炔烃Co 2（CO）6配合物的Pauson-Khand反应的新方案，该配合物是由一化学计量的CoBr 2和Zn在大气压的一氧化碳下制得的。
• Use of fused ring cyclopentanones and cyclopentenones in controlling plant growth
  申请人：The University of Strathclyde

  公开号：US06174840B1

  公开（公告）日：2001-01-16

  Use in inhibiting plant growth of a compound of formula II in which either the pair of symbols X and Y or the pair of symbols Y and Z, together with the carbon atoms to which they are attached, form a non-aromatic ring system having either 5 or 7 ring atoms, all of which are carbon except that one may be oxygen, and which is substituted or unsubstituted, R1 represents a hydrogen atom or an alkyl, alkenyl or a substituted or unsubstituted phenyl group and R2 represents a hydrogen atom and R3 an alkyl carboxyalkyl group or R2 and R3 together form a double bond, and thereafter any unsatisfied valencies of ring carbon atoms of the ring shown in formula II are satisfied by hydrogen atoms.

  使用公式II中的化合物抑制植物生长，其中符号X和Y或符号Y和Z中的一对，与它们附着的碳原子一起，形成一个非芳香环系统，其具有5个或7个环原子，所有原子都是碳原子，除了一个可能是氧原子，并且被取代或未取代，R1代表氢原子或烷基，烯基或取代或未取代的苯基团，R2代表氢原子，R3代表烷基羧基烷基团或R2和R3共同形成双键，然后公式II中环的任何未满足的碳原子的价键都由氢原子满足。
• Simple, convenient methods for the preparation of alkyne-Co2(CO)6 complexes from CoBr2 for application in Pauson-Khand cyclopentenone synthesis
  作者：Mariappan Periasamy、Malladi Rama Reddy、Arokiasamy Devasagayaraj

  DOI：10.1016/s0040-4020(01)81348-x

  日期：1994.1

  Alkyne-dicobalthexacarbonyl complexes are readily prepared by the reduction of cobalt bromide by Zn in the presence of alkynes in THF while bubbling carbon monoxide under ambient conditions. The complexes prepared in this way react with olefins to give the corresponding Pauson-Khand cyclopentenones in moderate to good yields. The alkyne-dicobalthexacarbonyl complexes can be also prepared in situ by

  炔烃-二钴六羰基配合物可通过在炔烃存在下于THF中同时在环境条件下鼓泡一氧化碳的情况下，通过Zn还原溴化钴而制得。以这种方式制备的配合物与烯烃反应，以中等至良好的产率得到相应的Pauson-Khand环戊烯酮。炔-二钴六羰基配合物还可以通过在CO气氛下用萘钠还原溴化钴，然后在炔烃的存在下进行CuBr处理来原位制备。用这种方法制得的配合物在与降冰片烯加热下也能得到环戊烯，但前一种利用锌的方法能得到更好的结果。
• Amine Induced Pauson-Khand Reaction
  作者：Thotapally Rajesh、Mariappan Periasamy

  DOI：10.1016/s0040-4039(97)10464-6

  日期：1998.1

  The Pauson-Khand reaction of alkyne-dicobalt hexacarbonyl complexes, prepared in situ in dichloromethane / t-BuOH using cobalt(II) bromide / Zn / CO(latm) / alkyne, takes place readily at 25°C in the presence of certain amines. © 1997 Elsevier Science Ltd. All rights reserved.

  在二氯甲烷/ t-BuOH中使用溴化钴（II）/ Zn / CO（latm）/炔烃原位制备的炔-二钴六羰基配合物的Pauson-Khand反应在某些胺存在下于25°C容易发生。©1997 Elsevier ScienceLtd。保留所有权利。