allyl tribromoacetate | 13686-34-5

• 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: allyl tribromoacetate
• 英文别名: tribromoacetic acid allyl ester；Tribromessigsaeure-allylester；prop-2-enyl 2,2,2-tribromoacetate
• CAS: 13686-34-5
• 化学式: C₅H₅Br₃O₂
• 分子量: 336.805
• InChiKey: ZXNKJDAAUQGEPD-UHFFFAOYSA-N

物化性质

• 沸点：
  80-82 °C(Press: 1 Torr)
• 密度：
  2.0061 g/cm3
• 保留指数：
  1308

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  10
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  allyl tribromoacetate 、 六氯环戊二烯 反应 10.0h， 以69.3%的产率得到1.2.3.4.7.7-Hexachlor-5-(tribromacetoxymethyl)bicyclo<2.2.1>hept-2-en
  参考文献：
  名称：

  Synthesis of hexachlorobicyclo[2.2.1]hept-5-enylmethyl haloacetates

  摘要：

  The possibility of preparing hexachlorobicyclo[2.2.1]hept-5-enylmethyl haloacetates by reactions of hexachlorocyclopentadiene with allyl haloacetates was examined. The optimal conditions for preparing the esters were found. The structures of the compounds prepared were proved by IR and H-1 NMR spectroscopy.

  DOI：

  10.1134/s1070427209020220
• 作为产物：
  描述：

  三溴乙酸 、 烯丙醇 在 硫酸 作用下， 以45%的产率得到allyl tribromoacetate
  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

• Polar, Steric, and Solvent Effects in the Cleavage Reactions of Trichloro- and Tribromoacetates with Primary and Secondary Amines^1,2
  作者：Ronald H. Yocum、Madeleine M. Joullié

  DOI：10.1021/jo01349a080

  日期：1966.11
• 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.
• Guseinov,M.M. et al., Journal of Organic Chemistry USSR (English Translation), 1977, vol. 13, p. 882 - 885
  作者：Guseinov,M.M. et al.

  DOI：——

  日期：——
• Synthesis of 1,4,5,6-tetrachloro-7,7-dimethoxybicyclo[2.2.1]hept-5-enylmethyl haloacetates
  作者：T. G. Kyazymova、E. G. Mamedbeili、O. B. Abdiev、Z. M. Nagiev、S. T. Alieva、A. V. Nagiev

  DOI：10.1134/s1070427209010194

  日期：2009.1

  The possibility of preparing 1,4,5,6-tetrachloro-7,7-dimethoxybicyclo[2.2.1] hept-5-enylmethyl haloacetates by the reaction of tetrachlorodimethoxycyclopentadiene with allyl haloacetates was examined. The effect of various factors on the product yield was studied, and the optimal synthesis conditions were found.
• Synthesis of hexachlorobicyclo[2.2.1]hept-5-enylmethyl haloacetates
  作者：E. G. Mamedbeili (Mamedov)、T. G. Kyazimova、Kh. I. Gasanov、O. B. Abdiev、I. M. Mamedova

  DOI：10.1134/s1070427209020220

  日期：2009.2

  The possibility of preparing hexachlorobicyclo[2.2.1]hept-5-enylmethyl haloacetates by reactions of hexachlorocyclopentadiene with allyl haloacetates was examined. The optimal conditions for preparing the esters were found. The structures of the compounds prepared were proved by IR and H-1 NMR spectroscopy.