2,3-二溴丙基丙酸酯 | 6065-79-8

• 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
• 中文名称: 2,3-二溴丙基丙酸酯
• 英文名称: propionic acid-(2,3-dibromo-propyl ester)
• 英文别名: Propionsaeure-(2,3-dibrom-propylester)；2,3-Dibromopropyl propanoate
• CAS: 6065-79-8
• 化学式: C₆H₁₀Br₂O₂
• 分子量: 273.952
• InChiKey: AQDCQWKURLTSAY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  10
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 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：

  2,3-二溴丙基丙酸酯 、 硫脲 生成 Propionic acid 1-bromomethyl-2-carbamimidoylsulfanyl-ethyl ester
  参考文献：
  名称：

  Sverdlov,E.D. et al., Doklady Chemistry, 1966, vol. 166, # 5, p. 230 - 233

  摘要：

  DOI：
• 作为产物：
  描述：

  丙酸烯丙酯 在 溴 作用下， 以 溶剂黄146 为溶剂， 生成 2,3-二溴丙基丙酸酯
  参考文献：
  名称：

  Carbon-13 NMR spectra of bromine-containing esters

  摘要：

  Abstract13CHBrCOOR fragments of bromine‐containing mono‐ and dicarboxylates show 13C NMR signals in the range 38–45 ppm, at 12–15 ppm to high field of their chloro analogues. The introduction of one bromine atom into the α‐CH2 group causes a 6–13 ppm shift of the carbon signal, depending on the type of ester. The replacement of H with Br in 13CH2(COOR)2 has only a negligible influence on the 13CH2 signal position. The 13CBr2COOR fragment signals appear in the range 50–54 ppm. 13C NMR data, including the chemical shift values, signal multiplicities and spin‐spin couplings, make possible the identification of isomers present in isomer mixtures of bromine‐containing esters. The 13COOR chemical shifts of diastereomers of α,β‐dibromoesters differ noticeably from each other, and the 13C NMR spectra can thus be used to supply preliminary information about the stereochemistry of bromine addition to α,β‐unsaturated acids.

  DOI：

  10.1002/mrc.1270130610

文献信息

• Abderhalden; Eichwald, Chemische Berichte, 1914, vol. 47, p. 2887
  作者：Abderhalden、Eichwald

  DOI：——

  日期：——
• Sverdlov,E.D. et al., Doklady Chemistry, 1966, vol. 166, # 5, p. 230 - 233
  作者：Sverdlov,E.D. et al.

  DOI：——

  日期：——
• US4568759A
  申请人：——

  公开号：US4568759A

  公开（公告）日：1986-02-04
• Sverdlov,E.D. et al., Journal of Organic Chemistry USSR (English Translation), 1969, vol. 5, # 12, p. 2105 - 2108
  作者：Sverdlov,E.D. et al.

  DOI：——

  日期：——
• Carbon-13 NMR spectra of bromine-containing esters
  作者：F. K. Velichko、V. I. Dostovalova、L. V. Vinogradova、R. Kh. Freidlina

  DOI：10.1002/mrc.1270130610

  日期：1980.6

  Abstract13CHBrCOOR fragments of bromine‐containing mono‐ and dicarboxylates show 13C NMR signals in the range 38–45 ppm, at 12–15 ppm to high field of their chloro analogues. The introduction of one bromine atom into the α‐CH2 group causes a 6–13 ppm shift of the carbon signal, depending on the type of ester. The replacement of H with Br in 13CH2(COOR)2 has only a negligible influence on the 13CH2 signal position. The 13CBr2COOR fragment signals appear in the range 50–54 ppm. 13C NMR data, including the chemical shift values, signal multiplicities and spin‐spin couplings, make possible the identification of isomers present in isomer mixtures of bromine‐containing esters. The 13COOR chemical shifts of diastereomers of α,β‐dibromoesters differ noticeably from each other, and the 13C NMR spectra can thus be used to supply preliminary information about the stereochemistry of bromine addition to α,β‐unsaturated acids.