(cyclopent-2-en-1-ylmethyl)benzene | 55969-86-3

• 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: (cyclopent-2-en-1-ylmethyl)benzene
• 英文别名: 3-benzyl-1-cyclopentene；3-Benzyl-cyclopenten-(1)；3-Benzyl-cyclopenten-1；3-Benzyl-cyclopenten；Benzene, [(cyclopent-1-en-3-yl)methyl]-；cyclopent-2-en-1-ylmethylbenzene
• CAS: 55969-86-3
• 化学式: C₁₂H₁₄
• 分子量: 158.243
• InChiKey: YYSJIXPPKPIKOA-UHFFFAOYSA-N

物化性质

• 沸点：
  233.4±7.0 °C(Predicted)
• 密度：
  0.987±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  (cyclopent-2-en-1-ylmethyl)benzene 在 四氧化锇 、 水 、 N-甲基吗啉氧化物 作用下， 以 叔丁醇 为溶剂， 反应 72.0h， 以93%的产率得到3-benzylcyclopentane-cis-1,2-diol
  参考文献：
  名称：

  Heterogeneous platinum catalytic aerobic oxidation of cyclopentane-1,2-diols to cyclopentane-1,2-diones

  摘要：

  A method for the aerobic oxidation of cyclopentane-1,2-diols to the corresponding diketones over a commercial heterogeneous Pt/C catalyst is described. Unsubstituted and 3- or 4-substituted cyclopentane-1,2-diols are oxidized to 1,2-dicarbonyl compounds in good yields under the reported optimized reaction conditions (atmospheric air, 1 mol % of catalyst, 1 equiv of LiOH, aqueous solvents and 60 degrees C temperature). The method is applicable for producing cyclopentane-1,2-diketones in a scalable manner. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.03.104
• 作为产物：
  描述：

  2-环戊烯-1-醇 在 copper(l) iodide 作用下， 以 四氢呋喃 、 吡啶 、 二氯甲烷 为溶剂， 反应 22.33h， 生成 (cyclopent-2-en-1-ylmethyl)benzene
  参考文献：
  名称：

  Heterogeneous platinum catalytic aerobic oxidation of cyclopentane-1,2-diols to cyclopentane-1,2-diones

  摘要：

  A method for the aerobic oxidation of cyclopentane-1,2-diols to the corresponding diketones over a commercial heterogeneous Pt/C catalyst is described. Unsubstituted and 3- or 4-substituted cyclopentane-1,2-diols are oxidized to 1,2-dicarbonyl compounds in good yields under the reported optimized reaction conditions (atmospheric air, 1 mol % of catalyst, 1 equiv of LiOH, aqueous solvents and 60 degrees C temperature). The method is applicable for producing cyclopentane-1,2-diketones in a scalable manner. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.03.104

文献信息

• Mild Two-Step Process for the Transition-Metal-Free Synthesis of Carbon−Carbon Bonds from Allylic Alcohols/Ethers and Grignard Reagents
  作者：Xinping Han、Yanhua Zhang、Jimmy Wu

  DOI：10.1021/ja100747n

  日期：2010.3.31

  A mild two-step process for the regioselective, transition-metal-free preparation of carbon-carbon bonds from allylic alcohols/ethers and Grignard reagents is described. This process obviates the need for the harsh deprotection conditions usually required for removal of methyl ethers. The synthesis is accomplished by photochemically promoted allylic substitution reactions of allylic alcohols and ethers

  描述了从烯丙醇/醚和格氏试剂中区域选择性、无过渡金属制备碳-碳键的温和两步法。该过程不需要去除甲醚通常所需的苛刻的脱保护条件。该合成是通过烯丙醇和醚与二乙基硫代磷酸的光化学促进的烯丙基取代反应，然后在过渡金属下与各种格氏试剂形成 sp(3)-sp(3) 或 sp(2)-sp(3) 键来完成的。免费条件。根据亲核试剂的性质，可以控制碳-碳键形成事件的区域选择性以提供四级或三级碳中心。
• Palladium-Catalyzed, Asymmetric Mizoroki–Heck Reaction of Benzylic Electrophiles Using Phosphoramidites as Chiral Ligands
  作者：Zhigang Yang、Jianrong (Steve) Zhou

  DOI：10.1021/ja304099j

  日期：2012.7.25

  We report herein the first examples of asymmetric Mizoroki-Heck reactions using benzyl electrophiles. A new phosphoramidite was identified to be an effective chiral ligand in the palladium-catalyzed reaction. The reaction is compatible with polar functional groups and can be readily scaled up. Several cyclic olefins worked well as olefin components. Thirty-one examples are included.

  我们在此报告了使用苄基亲电试剂的不对称 Mizoroki-Heck 反应的第一个例子。一种新的亚磷酰胺被鉴定为钯催化反应中的有效手性配体。该反应与极性官能团相容，并且可以很容易地放大。几种环烯烃作为烯烃组分效果很好。包括三十一个例子。
• Heterogeneous platinum catalytic aerobic oxidation of cyclopentane-1,2-diols to cyclopentane-1,2-diones
  作者：Indrek Reile、Sigrid Kalle、Franz Werner、Ivar Järving、Marina Kudrjashova、Anne Paju、Margus Lopp

  DOI：10.1016/j.tet.2014.03.104

  日期：2014.6

  A method for the aerobic oxidation of cyclopentane-1,2-diols to the corresponding diketones over a commercial heterogeneous Pt/C catalyst is described. Unsubstituted and 3- or 4-substituted cyclopentane-1,2-diols are oxidized to 1,2-dicarbonyl compounds in good yields under the reported optimized reaction conditions (atmospheric air, 1 mol % of catalyst, 1 equiv of LiOH, aqueous solvents and 60 degrees C temperature). The method is applicable for producing cyclopentane-1,2-diketones in a scalable manner. (C) 2014 Elsevier Ltd. All rights reserved.