(2-methylcyclopent-1-en-1-yl)(phenyl)methanone | 15288-90-1

• 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: (2-methylcyclopent-1-en-1-yl)(phenyl)methanone
• 英文别名: 1-methyl-2-benzoylcyclopentene；1-Methyl-2-benzoyl-cyclopenten-(1)；(2-methylcyclopenten-1-yl)-phenylmethanone
• CAS: 15288-90-1
• 化学式: C₁₃H₁₄O
• 分子量: 186.254
• InChiKey: ORGSWHNNYDOZSW-UHFFFAOYSA-N

物化性质

• 沸点：
  294.3±23.0 °C(Predicted)
• 密度：
  1.064±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1-苯基-6-庚炔-1-酮 在 氢氧化钾 、 硫酸 、 mercury(II) oxide 作用下， 以 乙醇 为溶剂， 生成 (2-methylcyclopent-1-en-1-yl)(phenyl)methanone
  参考文献：
  名称：

  Gautier,J.-A. et al., Bulletin de la Societe Chimique de France, 1967, p. 1554 - 1560

  摘要：

  DOI：

文献信息

• Ti-Catalyzed Multicomponent Oxidative Carboamination of Alkynes with Alkenes and Diazenes
  作者：Zachary W. Davis-Gilbert、Letitia J. Yao、Ian A. Tonks

  DOI：10.1021/jacs.6b09939

  日期：2016.11.9

  The inter- or intramolecular oxidative carboamination of alkynes catalyzed by [py2TiCl2NPh]2 is reported. These multicomponent reactions couple alkenes, alkynes and diazenes to form either α,β-unsaturated imines or α-(iminomethyl)cyclopropanes via a TiII/TiIV redox cycle. Each of these products is formed from a common azatitanacyclohexene intermediate that undergoes either β-H elimination or α,γ-coupling

  报道了由[py2TiCl2NPh]2 催化的炔烃的分子间或分子内氧化碳胺化。这些多组分反应通过 TiII/TiIV 氧化还原循环将烯烃、炔烃和二氮烯偶联形成 α,β-不饱和亚胺或 α-（亚氨基甲基）环丙烷。这些产物中的每一种都由经历 β-H 消除或 α,γ-偶联的常见氮杂钛烷环己烯中间体形成，其中选择性受底物控制。
• TfOH-catalyzed intramolecular alkyne–ketone metathesis leading to highly substituted five-membered cyclic enones
  作者：Tienan Jin、Fan Yang、Chunli Liu、Yoshinori Yamamoto

  DOI：10.1039/b905954g

  日期：——

  The intramolecular carbocyclization of tethered alkynyl ketones to five-membered cyclic enones is shown to be catalyzed by trifluoromethanesulfonic acid in MeOH, proceeding in good to excellent yields and with high selectivities.

  分子内碳链化的炔基酮向五元环烯酮的碳内化显示被三氟甲磺酸在MeOH中催化，以良好的产率至优异的产率和高选择性地进行。
• 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.