(2R,3R)-(+)-2,3-Dibromo-2,3-dideuteriobutane-1,4-diol | 78087-06-6

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 卤代醇
• 英文名称: (2R,3R)-(+)-2,3-Dibromo-2,3-dideuteriobutane-1,4-diol
• 英文别名: (2R,3R)-2,3-dibromo-2,3-dideuteriobutane-1,4-diol
• CAS: 78087-06-6
• 化学式: C₄H₈Br₂O₂
• 分子量: 249.898
• InChiKey: OXYNQEOLHRWEPE-PWWAABHLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  8
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (2R,3R)-(+)-2,3-Dibromo-2,3-dideuteriobutane-1,4-diol 在 potassium permanganate 、 lithium aluminium tetrahydride 、 硫酸 作用下， 生成 (2S,3S)-(+)-Dideuteriosuccinic Acid
  参考文献：
  名称：

  Stereospecific synthesis of optically active succinic-d2 acid

  摘要：

  DOI：

  10.1021/jo00330a042
• 作为产物：
  描述：

  (Z)-2,3-dideuterobut-2-en-1,4-diol 在 氢溴酸 、 溴 作用下， 生成 d,l-2,3-Dibromo-2,3-dideuteriobutane-1,4-diol 、 (2R,3R)-(+)-2,3-Dibromo-2,3-dideuteriobutane-1,4-diol
  参考文献：
  名称：

  Stereospecific synthesis of optically active succinic-d2 acid

  摘要：

  DOI：

  10.1021/jo00330a042

文献信息

• Vibrational circular dichroism study of (2S,3S)-dideuteriobutyrolactone. Synthesis, normal mode analysis, and comparison of experimental and calculated spectra
  作者：Petr Malon、Loretta J. Mickley、Kathleen M. Sluis、Cheok N. Tam、Timothy A. Keiderling、Sid Kamath、Jack Uang、James S. Chickos

  DOI：10.1021/j100204a012

  日期：1992.12

  The preparation, characterization, infrared absorption, and vibrational circular dichroism (VCD) spectra of the title compound are presented. From ab initio quantum mechanical energy minimization, geometry optimization calculations, the lowest energy conformation is a slightly distorted envelope form, so that deuteration give rise to both pseudoaxially and pseudoequatorially substituted conformers. The vibrational spectra (IR and Raman) have been assigned by comparison of frequencies and overall intensity patterns to those calculated by using an ab initio force field obtained for both conformers. This force field was subsequently modified by refining scale factors to improve the fit to frequencies of assigned bands for both the d0 and d2 isotopomers. The absorption intensities and VCD signs and magnitudes were calculated by the ab initio magnetic field perturbation theory of Stephens using the distributed origin gauge with origins at the nuclei. Good qualitative agreement was found between the experimental and theoretical dipole strengths and rotational strengths when the average of the calculated values for the two conformers was used. The best calculations used a 6-31G** basis set for for the force field and the intensities, but the refined force field did not lead to a significant improvement in the intensity or VCD pattern (other than frequency alignment) as compared to the unscaled ab initio result. For purposes of comparison to previous reports, calculations were also made for the planar conformation. Test calculations with variants of more approximate methods that do not allow for charge reorganization associated with nuclear motion gave distinctly unsatisfactory results, particularly in the mid-infrared portion of the spectrum.
• CHICKOS, J. S.;BAUSCH, M.;ALUL, R., J. ORG. CHEM., 1981, 46, N 17, 3559-3562
  作者：CHICKOS, J. S.、BAUSCH, M.、ALUL, R.

  DOI：——

  日期：——