2-(邻溴苄基)-1-亚甲基环戊烷 | 155855-11-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-(邻溴苄基)-1-亚甲基环戊烷
• 中文别名: 苯,1-溴-2-[(2-亚甲基环戊基)甲基]-
• 英文名称: 2-(o-Bromobenzyl)-1-methylenecyclopentane
• 英文别名: 1-Bromo-2-[(2-methylidenecyclopentyl)methyl]benzene
• CAS: 155855-11-1
• 化学式: C₁₃H₁₅Br
• 分子量: 251.166
• InChiKey: ZOKZNANWMBWVOA-UHFFFAOYSA-N

物化性质

• 沸点：
  302.0±11.0 °C(Predicted)
• 密度：
  1.28±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 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：

  2-(邻溴苄基)-1-亚甲基环戊烷 生成 cis-2,3,3a,4,9,9a-Hexahydro-1H-benzindan
  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-(2-bromophenylmethyl)cyclopentanone 以93%的产率得到
  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：

文献信息

• 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).
• Cyclization of Aryllithiums Tethered to Methylenecycloalkanes:  Stereoselective Synthesis of 4<i>a</i>-Substituted <i>cis</i>-Hexahydrofluorenes
  作者：William F. Bailey、Tahir Daskapan、Sriram Rampalli

  DOI：10.1021/jo020593r

  日期：2003.2.1

  The cyclization of an aryllithium tethered to a methylenecycloalkane, generated from 2-(o-bromobenzyl)-1-methylenecycloalkanes 1, 2, and 3 by low-temperature lithium-bromine exchange, has been found to be a kinetically slow but thermodynamically favorable process that proceeds at a convenient rate in an exclusively 5-exo fashion when solutions of the aryllithium in n-heptane-di-n-butyl ether (9:1 v/v) are warmed to 45 degreesC. The cyclization affords stereoisomerically pure cis-fused products (7 and 8) when the methylenecycloalkane is five- or six-membered but it is less stereoselective when the methylenecycloalkane is seven-membered. The ring-closure of the aryllithium derived from 2-(o-bromobenzyl)-1-methylenecyclohexane (2) provides an experimentally convenient route to stereoisomerically pure 4a-substituted cis-hexahydrofluorenes in 60-90% isolated yield.
• 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：——