1,1-dideuterio-ethane-1,2-diol | 112092-11-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,1-dideuterio-ethane-1,2-diol
• 英文别名: 1,2-Ethanediol-d2；1,1-dideuterioethane-1,2-diol
• CAS: 112092-11-2
• 化学式: C₂H₆O₂
• 分子量: 64.0526
• InChiKey: LYCAIKOWRPUZTN-DICFDUPASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.4
• 重原子数：
  4
• 可旋转键数：
  1
• 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：

  1,1-dideuterio-ethane-1,2-diol 、 碳酸二乙酯 在 sodium 作用下， 生成 [4,4-2H2]-1,3-Dioxolane-2-one
  参考文献：
  名称：

  The Synthesis of [2-2H1]Thiirane-1-oxide and [2,2-2H2]Thiirane-1-oxide and the Diastereoselective Infrared Laser Chemistry of [2-2H1]Thiirane-1-oxide

  摘要：

  We report the synthesis of the title compounds CH2CHDSO and CH2CD2SO and their characterization by infrared spectroscopy. The monodeuterated species occurs in two isotopically diastereomeric forms with the D atom either cis or trans oriented to the O atom, The SO infrared chromophore in these diastereomers has a strong absorption centered near 1114 and 1116 cm(-1), respectively, with an integrated band strength G = 2.8 pm(2), which renders it very suitable for infrared multiphoton excitation with a CO2 laser, leading to the laser chemical dissociation of the reactants into deuterated ethylene and SO((3) Sigma(-)). We have established the first successful laser chemical separation of such a diastereomer pair, with a small but significant separation factor based on the small frequency difference of the v(4) (SO stretching) fundamental mentioned above; the analysis used high-resolution FTIR spectroscopy in the region of the Q branches of v(4). Our results are discussed in relation to various aspects of stereochemical reaction dynamics in chiral and achiral sulfoxides.

  DOI：

  10.1002/(sici)1521-3765(19980310)4:3<441::aid-chem441>3.0.co;2-3
• 作为产物：
  描述：

  1,2-Diacetoxy[1,1-2H₂]ethane 在 盐酸 作用下， 以 甲醇 为溶剂， 反应 3.0h， 以70%的产率得到1,1-dideuterio-ethane-1,2-diol
  参考文献：
  名称：

  The Synthesis of [2-2H1]Thiirane-1-oxide and [2,2-2H2]Thiirane-1-oxide and the Diastereoselective Infrared Laser Chemistry of [2-2H1]Thiirane-1-oxide

  摘要：

  We report the synthesis of the title compounds CH2CHDSO and CH2CD2SO and their characterization by infrared spectroscopy. The monodeuterated species occurs in two isotopically diastereomeric forms with the D atom either cis or trans oriented to the O atom, The SO infrared chromophore in these diastereomers has a strong absorption centered near 1114 and 1116 cm(-1), respectively, with an integrated band strength G = 2.8 pm(2), which renders it very suitable for infrared multiphoton excitation with a CO2 laser, leading to the laser chemical dissociation of the reactants into deuterated ethylene and SO((3) Sigma(-)). We have established the first successful laser chemical separation of such a diastereomer pair, with a small but significant separation factor based on the small frequency difference of the v(4) (SO stretching) fundamental mentioned above; the analysis used high-resolution FTIR spectroscopy in the region of the Q branches of v(4). Our results are discussed in relation to various aspects of stereochemical reaction dynamics in chiral and achiral sulfoxides.

  DOI：

  10.1002/(sici)1521-3765(19980310)4:3<441::aid-chem441>3.0.co;2-3