dimethyl (2,3-(2)H2)succinate | 113939-55-2

• 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: dimethyl (2,3-(2)H2)succinate
• 英文别名: dimethyl succinate-2,3-D2；2,3-dideuterio-succinic acid dimethyl ester；meso-Bernsteinsaeure-2,3-d(2)-dimethylester
• CAS: 113939-55-2
• 化学式: C₆H₁₀O₄
• 分子量: 148.127
• InChiKey: MUXOBHXGJLMRAB-NMQOAUCRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.11
• 重原子数：
  10.0
• 可旋转键数：
  3.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  52.6
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  Dimethyl <2,3-2H2>maleate 在 [Rh(COD)(DPPB)]BF₄ 氢气 作用下， 以 丙酮 为溶剂， 生成 dimethyl (2,3-(2)H2)succinate
  参考文献：
  名称：

  Polarization transfer from para-hydrogen to heteronuclei: Effect of H/D substitution. The case of AA′X and spin systems

  摘要：

  Upon hydrogenation from para-hydrogen (p-H-2), hyperpolarization transfer toward a heteronucleus may be possible even if the two protons are chemically equivalent in the final product (but not magnetically equivalent), provided that J couplings with the heteronucleus exist. It is however shown (theoretically and experimentally) that this transfer effectively occurs if the spin system in the hydrogenated molecule is of the type AA'X (A and A' denoting the two protons originating from p-H-2 and X the heteronucleus) but does not occur for a spin system of the AA'X type. A theory has been worked out for assessing the details of the X spectrum (multiplet patterns) in the case of ALTADENA and PASADENA experiments. Experimental verifications are provided. (c) 2005 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.jmr.2005.09.008

文献信息

• Metal-free reduction of unsaturated carbonyls, quinones, and pyridinium salts with tetrahydroxydiboron/water
  作者：Henian Peng、Tiejun Li、Duanshuai Tian、He Yang、Guangqing Xu、Wenjun Tang

  DOI：10.1039/d1ob00300c

  日期：——

  A series of unsaturated carbonyls, quinones, and pyridinium salts have been effectively reduced to the corresponding saturated carbonyls, dihydroxybenzenes, and hydropyridines in moderate to high yields with tetrahydroxydiboron/water as a mild, convenient, and metal-free reduction system. Deuterium-labeling experiments have revealed this protocol to be an exclusive transfer hydrogenation process from

  一系列不饱和羰基、醌和吡啶盐已被有效地还原为相应的饱和羰基、二羟基苯和氢吡啶，其中四羟基二硼/水是一种温和、方便且无金属的还原体系，其产率中等至高。氘标记实验表明，该协议是一种从水中进行的独家转移氢化过程。
• Raftery, Mark J.; Bowie, John H., Australian Journal of Chemistry, 1987, vol. 40, # 4, p. 711 - 721
  作者：Raftery, Mark J.、Bowie, John H.

  DOI：——

  日期：——