(R)-N-neopentylamine-d1 | 18951-72-9

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (R)-N-neopentylamine-d1
• 英文别名: (R)-1-Deuterio-2,2-dimethyl-propylamin；(+)-(R)-Neopentylamin-1-d；(+)-Neopentylamin-1-d；(R)-Neopentyl-1-d-amin；(1R)-1-deuterio-2,2-dimethylpropan-1-amine
• CAS: 18951-72-9
• 化学式: C₅H₁₃N
• 分子量: 88.157
• InChiKey: XDIAMRVROCPPBK-MOTOZDKKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  6
• 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：
  26
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (R)-N-neopentylamine-d1 在 zinc hydroxide 、 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 生成 <(R)-1-Deuterio-2,2-dimethyl-propyl>-<(S)-1-phenyl-ethyl>-amin
  参考文献：
  名称：

  Electrophilic substitution at saturated carbon. XLVIII. High stereospecificity in a transamination reaction

  摘要：

  DOI：

  10.1021/ja00749a030
• 作为产物：
  描述：

  pivaldehyde-d 在 盐酸 、 potassium tert-butylate 作用下， 以 丙酮 为溶剂， 生成 (R)-N-neopentylamine-d1
  参考文献：
  名称：

  1,3-Aymmetric induction in a transamination reaction

  摘要：

  DOI：

  10.1021/ja00996a039

文献信息

• Studies in stereochemistry. XL. Unusual magnitudes of optical rotations of imines of neopentylamine-1-d and ethylamine-1-d
  作者：Willi Meister、Robert D. Guthrie、Jane L. Maxwell、David A. Jaeger、Donald J. Cram

  DOI：10.1021/ja01044a023

  日期：1969.7
• Revealing NMR-Invisible Conformational Processes in Amines through NMR Isotope Shifts
  作者：David A. Forsyth、Suzanne M. Johnson

  DOI：10.1021/ja00104a030

  日期：1994.12

  Symmetry and the ordering of the inversion and isolated rotation barriers can render inversion ''NMR-invisible'' in many simple amines, such as all dimethylamino compounds. NMR-invisible processes in RCH(2)NR'R' amines can be revealed through NMR isotope shifts if the methylene is monodeuteriated to create a chiral center that makes the R' groups diastereotopic. A Delta G(double dagger) of 8.2 kcal mol(-1) for inversion in N,N-dimethylpentanamine-1-d(1) was found through complete DNMR line-shape analysis of the N-methyl signals in 75 MHz C-13H-1} spectra. A barrier of 9.5 kcal mol(-1) for the exchange process in N,N-diethyl-2,2-dimethylpropanamine, 3, was found from both H-1 spectra of 3 and C-13 spectra of 3-d(1). The barrier for 3 is higher than expected for inversion and can be explained by inversion of a conformation that has a nearly eclipsing neopentyl group to a conformation that has a high barrier for a rotation to complete the exchange process.
• Electrophilic substitution at saturated carbon. XLVIII. High stereospecificity in a transamination reaction
  作者：Guthrie Robert D.、David A. Jaeger、Willi Meister、Donald J. Cram

  DOI：10.1021/ja00749a030

  日期：1971.10
• 1,3-Aymmetric induction in a transamination reaction
  作者：Robert D. Guthrie、Willi. Meister、Donald James. Cram

  DOI：10.1021/ja00996a039

  日期：1967.9