[(1S,2S,4S)-2-bicyclo[2.2.1]hept-5-enyl]methyl 2-bromoacetate

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: [(1S,2S,4S)-2-bicyclo[2.2.1]hept-5-enyl]methyl 2-bromoacetate
• 化学式: C₁₀H₁₃BrO₂
• 分子量: 245.116
• InChiKey: YMUCCFYCQVTQAP-DJLDLDEBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  烯丙基2-溴乙酸乙酯 、 环戊二烯 在 对苯二酚 作用下， 反应 6.0h， 生成 [(1S,2R,4S)-2-bicyclo[2.2.1]hept-5-enyl]methyl 2-bromoacetate 、 [(1S,2S,4S)-2-bicyclo[2.2.1]hept-5-enyl]methyl 2-bromoacetate
  参考文献：
  名称：

  Synthesis of bicyclo[2.2.1]hept-5-enyl methyl esters of haloacetic acids

  摘要：

  Synthesis of norbornenyl methyl esters of a number of haloacetic acids via [4+2] cycloaddition of cyclopentadiene to allyl esters of these acids was examined. The yield and isomer composition of the synthesized compounds were examined in relation to the reaction conditions, and the best conditions for their preparation were found.

  DOI：

  10.1134/s1070427208100182

文献信息

• Postpolymerization modification of polynorbornene side chains via tetramethyl guanidine promoted esterification
  作者：Jing Xu、Hongwei Zhang、Luoxin Wang、Meng Chen、Dan Luo

  DOI：10.1002/pola.28269

  日期：2016.12.1

  We demonstrate that polynorbornene containing primary activated bromide moieties is a novel chemically modifiable platform for postpolymerization modification. Polymer P0 was synthesized via ring‐opening metathesis polymerization of monomer 1 with the assistance of Grubbs third generation (G‐III) catalyst. Subsequently, nucleophilic substitution was conducted by mixing P0 with n‐caproic acid, sorbic

  我们证明，含聚降冰片烯的伯活化溴化物部分是用于后聚合修饰的新型化学修饰平台。聚合物P0是在第三代Grubbs催化剂的帮助下，通过单体1的开环复分解聚合反应合成的。随后，亲核取代是通过混合进行P0与Ñ -caproic酸，山梨酸，米温和和化学计量的条件下在1,1,3,3-四甲基胍（TMG）的存在下-toluic酸或4-硝基苯甲酸，以产生功能化聚合物P1-P4。NMR结果证实了反应性位点的完全转化，并举例说明了TMG促进酯化的“点击”性质。通过热重分析和差示扫描量热法研究了所有聚合物样品的热稳定性和玻璃化转变行为。©2016 Wiley Periodicals，Inc. J. Polym。科学，A部分：Polym。化学 2016，54，3733-3740
• Synthesis of bicyclo[2.2.1]hept-5-enyl methyl esters of haloacetic acids
  作者：T. G. Kyazimova、E. G. Mamedbeili、A. V. Nagiev、E. I. Suleimanova、Kh. S. Khalilov

  DOI：10.1134/s1070427208100182

  日期：2008.10

  Synthesis of norbornenyl methyl esters of a number of haloacetic acids via [4+2] cycloaddition of cyclopentadiene to allyl esters of these acids was examined. The yield and isomer composition of the synthesized compounds were examined in relation to the reaction conditions, and the best conditions for their preparation were found.