O,O'-dideuterio-ethane-1,1-diol | 90802-69-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: O,O'-dideuterio-ethane-1,1-diol
• 英文别名: O,O'-dideuterio-ethane-1,1-diol
• CAS: 90802-69-0
• 化学式: C₂H₆O₂
• 分子量: 64.0526
• InChiKey: AZHSSKPUVBVXLK-NMQOAUCRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.68
• 重原子数：
  4.0
• 可旋转键数：
  2.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  40.46
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  O,O'-dideuterio-ethane-1,1-diol 以 重水 为溶剂， 生成 乙醛
  参考文献：
  名称：

  Buschmann, Hans-Juergen; Fueldner, Hans-Hagen; Knoche, Wilhelm, Berichte der Bunsen-Gesellschaft, 1980, vol. 84, # 1, p. 41 - 44

  摘要：

  DOI：
• 作为产物：
  描述：

  乙醛 在 重水 作用下， 生成 O,O'-dideuterio-ethane-1,1-diol
  参考文献：
  名称：

  Thermochemistry of Carbonyl Reactions. 6. A Study of Hydration Equilibria

  摘要：

  The hydration of carbonyl compounds, along with hemiketal and ketal or hemiacetal and acetal formation, has been studied both experimentally and theoretically. The heats of hydrolysis of some acetals and ketals were determined calorimetrically. Equilibrium constants for hydrate, hemiacetal, and acetal formation were determined via NMR spectroscopy, and heats of reaction were obtained from the change in equilibrium constants with temperature. Calculations of the hydration energies were made using a set of theoretical models through MP2/6-311++G**//HF/6-31G* for formaldehyde, acetaldehyde, acetone, cyclopropanone, and cyclobutanone and through MP2/6-31G**//HF/6-31G* for crotonaldehyde, bicyclo[1.1.1]pentan-2-one, cyclohexanone, 7-norbornanone, methyl acetate, chloral, and fluoral. Additional calculations were carried out using the CBS-4 theoretical model. The energies of hemiacetalization and acetalization also were calculated for formaldehyde, acetaldehyde, and acetone. The origin of the changes in hydration energies was analyzed using group transfer reactions of formaldehyde with an alkane to give the substituted carbonyl compound and of formaldehyde hydrate with an alkane to give the substituted carbonyl hydrate.

  DOI：

  10.1021/ja00103a024

文献信息

• Photochemical Cleavage of Benzylic C–N Bond To Release Amines
  作者：Pengfei Wang、Dattatray A. Devalankar、Wenya Lu

  DOI：10.1021/acs.joc.6b00508

  日期：2016.8.5

  The 3-(diethylamino)benzyl (DEABn) group has been studied for releasing primary, secondary, and tertiary amines by direct photochemical breaking of the benzylic C-N bond. While photochemical release of primary and secondary amines provides high yields in methanol, release of tertiary amines in MeCN/water can improve yields and reduce the undesired dealkylation side reaction.

  已经研究了3-（二乙氨基）苄基（DEABn）基团，其通过直接光化学断裂苄基CN键来释放伯胺，仲胺和叔胺。虽然伯胺和仲胺的光化学释放可在甲醇中提供高收率，但MeCN /水中叔胺的释放可提高收率并减少不希望的脱烷基副反应。
• An ESR study of electron reactions with carboxylic acids, ketones, and aldehydes in aqueous glasses
  作者：M. D. Sevilla、S. Swarts、R. Bearden、K. M. Morehouse、T. Vartanian

  DOI：10.1021/j150607a037

  日期：1981.4