2-deuterio-pentan-2-ol | 147329-12-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-deuterio-pentan-2-ol
• 英文别名: 2-Deuteriopentan-2-ol；2-deuteriopentan-2-ol
• CAS: 147329-12-2
• 化学式: C₅H₁₂O
• 分子量: 89.1417
• InChiKey: JYVLIDXNZAXMDK-UICOGKGYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  6
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-deuterio-pentan-2-ol 在 4,4'-二氨基二苯乙烯-2,2'-二磺酸 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 生成 2-Deuterio-2-fluoropentane
  参考文献：
  名称：

  Extreme enantiomeric discrimination of fluoroalkanes using deuterium NMR in chiral liquid crystalline media

  摘要：

  在手性液晶介质中利用2H-NMR进行氟代烷烃的对映体分析的方法得到展示，在其极限范围内，[5-2H]-5-氟代癸烷的对映体成功地得到了分离。

  DOI：

  10.1039/b200992g
• 作为产物：
  描述：

  2-戊酮 在 lithium aluminium deuteride 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 生成 2-deuterio-pentan-2-ol
  参考文献：
  名称：

  Extreme enantiomeric discrimination of fluoroalkanes using deuterium NMR in chiral liquid crystalline media

  摘要：

  在手性液晶介质中利用2H-NMR进行氟代烷烃的对映体分析的方法得到展示，在其极限范围内，[5-2H]-5-氟代癸烷的对映体成功地得到了分离。

  DOI：

  10.1039/b200992g

文献信息

• Enantiomeric Analysis of Homologous Series of Secondary Alcohols by Deuterium NMR Spectroscopy in a Chiral Nematic Liquid Crystal: Influence of Molecular Geometry on Chiral Discrimination
  作者：A. Meddour、D. Atkinson、A. Loewenstein、J. Courtieu

  DOI：10.1002/(sici)1521-3765(19980710)4:7<1142::aid-chem1142>3.0.co;2-q

  日期：1998.7.10

  NMR measurements of the differential ordering effect (DOE) are presented for homologous series of 22 chiral secondary aliphatic alcohols dissolved in a poly-(gamma-benzyl-L-glutamate) (PBLG)/dichloromethane liquid-crystalline solvent. The quadrupolar splittings of the solutes, which were deuterated at their chiral centres, were measured as a function of the PBLG concentration and temperature. The proton dipolar splittings of the dichloromethane in each sample were also measured and used as a reference. The results are analysed qualitatively in terms of the structures of the molecules and their asymmetric (or chiral) characteristics. Emphasis is put on comparative analysis of the chiral discrimination in members of each particular homologous series and on evaluating the Limits of the technique for molecules that have two very similar groups attached to their stereogenic centres.
• Kobayashi, Kenji; Asakawa, Yuji; Kikuchi, Yasuaki, Journal of the American Chemical Society, 1993, vol. 115, # 7, p. 2648 - 2653
  作者：Kobayashi, Kenji、Asakawa, Yuji、Kikuchi, Yasuaki、Toi, Hiroo、Aoyama, Yasuhiro

  DOI：——

  日期：——
• Solution conformations of barbituric acid derivatives: a 3J(13C,1H) NMR study
  作者：F. Ivy Carroll、Anita H. Lewin、Emily E. Williams、Jack A. Berdasco、Charles G. Moreland

  DOI：10.1021/jm00375a019

  日期：1984.9

  The conformations of the 5-alkyl chains of 5,5-dialkylbarbituric acid derivatives in polar and nonpolar media were determined from the magnitudes of the vicinal heteronuclear coupling constants between the alpha-alkyl hydrogens and the carbonyl carbons. The experimental 3J values have been compared to theoretical values, and the conformational populations of the alkyl side chains with respect to the trioxopyrimidine ring have been determined. The results show that all these compounds have a very low barrier to rotation for both butyl and ethyl side chains. The barbiturates that do not have a 1'-methyl group in the butyl side chain, butobarbital and amobarbital, have no preferred conformation for either the butyl or ethyl side chains. However, the compounds with a 1'-methyl group, pentobarbital and alpha-methylamobarbital, exhibit preferred conformation for both alkyl chains. The significance of these results to the relationship between conformations and pharmacological activity is discussed.