2-Benzylcyclopentancarbonsaeure | 73742-04-8

• 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-Benzylcyclopentancarbonsaeure
• 英文别名: 2-Benzylcyclopentane-1-carboxylic acid
• CAS: 73742-04-8
• 化学式: C₁₃H₁₆O₂
• 分子量: 204.269
• InChiKey: HMZNQCDCGOOMDO-UHFFFAOYSA-N

物化性质

• 沸点：
  351.2±11.0 °C(Predicted)
• 密度：
  1.139±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：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-Benzylcyclopentancarbonsaeure 生成 cis-2,3,3a,4,9,9a-Hexahydro-1H-benzinden-4-one
  参考文献：
  名称：

  Pal Sitaram, Mukhopadhyaya Jayanta K., Ghatak Usha Ranjan, J. Org. Chem, 59 (1994) N 10, S 2687-2694

  摘要：

  DOI：
• 作为产物：
  描述：

  2-苄基环戊酮 在 sodium hydroxide 、 jones reagent 、 双氧水 、 sodium tert-pentoxide 、 diborane(6) 作用下， 以 丙酮 、 甲苯 为溶剂， 反应 10.25h， 生成 2-Benzylcyclopentancarbonsaeure
  参考文献：
  名称：

  Regioselective Aryl Radical Cyclization. 1. Stereocontrolled Synthesis of Linearly Condensed Hydroaromatic Carbocyclic Systems through 6-endo-Ring Closures

  摘要：

  The stereocontrolled synthesis of trans-octahydroanthracenes 3, 11a-c, and 14a-c and trans-octahydro-5aH-cyclohepta[b] naphthalene (27) through implementation of an efficient and highly regioselective 6-endo-trig-aryl radical cyclization of the respective 2-(o-bromoaryl)-1-methylenecyclohexanes 2, 10a-c, and 13a-c and 2-(o-bromobenzyl)-1-methylenecycloheptane (41) with tri-n- butyltin-hydride-is described. The radical cyclization of 2-(o-bromobenzyl)-1-methylenecyclopentane (43), in contrast, produced a mixture of the cis- and trans-hexahydro-1H-benz[f]indenes (38) and (37).

  DOI：

  10.1021/jo00089a009

文献信息

• Radical translocation reactions of o-iodoanilides: the use of carbon-hydrogen bonds as precursors of radicals adjacent to carbonyl groups
  作者：Dennis P. Curran、Ann C. Abraham、Hongtao Liu

  DOI：10.1021/jo00014a001

  日期：1991.7

  The treatment of o-iodoanilides with tributyltin hydride results in radical generation followed by rapid translocation to produce radicals adjacent to carbonyls. These radicals participate in cyclization and asymmetric addition reactions.
• Pal Sitaram, Mukhopadhyaya Jayanta K., Ghatak Usha Ranjan, J. Org. Chem, 59 (1994) N 10, S 2687-2694
  作者：Pal Sitaram, Mukhopadhyaya Jayanta K., Ghatak Usha Ranjan

  DOI：——

  日期：——
• Regioselective Aryl Radical Cyclization. 1. Stereocontrolled Synthesis of Linearly Condensed Hydroaromatic Carbocyclic Systems through 6-endo-Ring Closures
  作者：Sitaram Pal、Jayanta K. Mukhopadhyaya、Usha Ranjan Ghatak

  DOI：10.1021/jo00089a009

  日期：1994.5

  The stereocontrolled synthesis of trans-octahydroanthracenes 3, 11a-c, and 14a-c and trans-octahydro-5aH-cyclohepta[b] naphthalene (27) through implementation of an efficient and highly regioselective 6-endo-trig-aryl radical cyclization of the respective 2-(o-bromoaryl)-1-methylenecyclohexanes 2, 10a-c, and 13a-c and 2-(o-bromobenzyl)-1-methylenecycloheptane (41) with tri-n- butyltin-hydride-is described. The radical cyclization of 2-(o-bromobenzyl)-1-methylenecyclopentane (43), in contrast, produced a mixture of the cis- and trans-hexahydro-1H-benz[f]indenes (38) and (37).