Dimethyl (+/-)-2,4-dibromoglutarate | 869-09-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: Dimethyl (+/-)-2,4-dibromoglutarate
• 英文别名: dimethyl α,α'-dibromoglutarate；rac-dimethyl 2,4-dibromoglutarate；racem.-2,4-dibromo-glutaric acid dimethyl ester; higher-melting α.α'-dibromo-glutaric acid dimethyl ester；racem.-2,4-Dibrom-glutarsaeure-dimethylester; Hoeherschmelzende α.α'-Dibrom-glutarsaeure-dimethylester；dimethyl (2S,4S)-2,4-dibromopentanedioate
• CAS: 869-09-0；31358-13-1；31448-67-6；149198-10-7
• 化学式: C₇H₁₀Br₂O₄
• 分子量: 317.962
• InChiKey: ZBBXTTCCOXKVJB-WHFBIAKZSA-N

物化性质

• 沸点：
  295.4±40.0 °C(Predicted)
• 密度：
  1.784±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  13
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 海关编码：
  2917190090
• 危险性防范说明：
  P280,P305+P351+P338
• 危险性描述：
  H302

反应信息

• 作为反应物：
  描述：

  Dimethyl (+/-)-2,4-dibromoglutarate 在 (PPh₃)2N⁽¹⁺⁾*Cr(CO)4NO^(1-) 作用下， 以 甲醇 、 水 为溶剂， 反应 26.0h， 生成 (+)-Dimethyl trans-cyclopropanedicarboxylate
  参考文献：
  名称：

  Liu, Yingchun; Sorensen, Ted S.; Sun, Fang, Canadian Journal of Chemistry, 1993, vol. 71, # 2, p. 258 - 262

  摘要：

  DOI：
• 作为产物：
  描述：

  (+/-)-2,4-Dibromoglutaric acid 以 甲醇 、 乙醚 、 水 为溶剂， 反应 26.0h， 生成 Dimethyl (+/-)-2,4-dibromoglutarate
  参考文献：
  名称：

  Liu, Yingchun; Sorensen, Ted S.; Sun, Fang, Canadian Journal of Chemistry, 1993, vol. 71, # 2, p. 258 - 262

  摘要：

  DOI：

文献信息

• Ing; Perkin, Journal of the Chemical Society, 1925, vol. 127, p. 2396
  作者：Ing、Perkin

  DOI：——

  日期：——
• Structural characterization of 1,3-propanedithiols that feature carboxylic acids: Homologues of mercury chelating agents
  作者：Wesley Sattler、Joshua H. Palmer、Christy C. Bridges、Lucy Joshee、Rudolfs K. Zalups、Gerard Parkin

  DOI：10.1016/j.poly.2013.05.012

  日期：2013.11

  The molecular structures of a series of 1,3-propanedithiols that contain carboxylic acid groups, namely rac- and meso-2,4-dimercaptoglutaric acid (H(4)DMGA) and 2-carboxy-1,3-propanedithiol (H3DMCP), have been determined by X-ray diffraction. Each compound exhibits two centrosymmetric intermolecular hydrogen bonding interactions between pairs of carboxylic acid groups, which result in a dimeric structure for H3DMCP and a polymeric tape-like structure for rac- and meso-H(4)DMGA. Significantly, the hydrogen bonding motifs observed for rac- and meso-H(4)DMGA are very different to those observed for the 1,2-dithiol, rac-2,3-dimercaptosuccinic acid (rac-H(4)DMSA), in which the two oxygen atoms of each carboxylic acid group hydrogen bond to two different carboxylic acid groups, thereby resulting in a hydrogen bonded sheet-like structure rather than a tape. Density functional theory calculations indicate that 1,3-dithiolate coordination to mercury results in larger S-Hg-S bond angles than does 1,2-dithiolate coordination, but these angles are far from linear. As such, kappa(2)-S-2 coordination of these dithiolate ligands is expected to be associated with mercury coordination numbers of greater than two. In vivo studies demonstrate that both rac-H(4)DMGA and H3DMCP reduce the renal burden of mercury in rats, although the compounds are not as effective as either 2,3-dimercaptopropane-1-sulfonic acid (H3DMPS) or meso-H(4)DMSA. (C) 2013 Elsevier Ltd. All rights reserved.
• Liu, Yingchun; Sorensen, Ted S.; Sun, Fang, Canadian Journal of Chemistry, 1993, vol. 71, # 2, p. 258 - 262
  作者：Liu, Yingchun、Sorensen, Ted S.、Sun, Fang

  DOI：——

  日期：——