3,3-Dimethyl-cis-2,6-diphenylpiperidine | 120425-84-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: 3,3-Dimethyl-cis-2,6-diphenylpiperidine
• 英文别名: r-2,c-6-diphenyl-3,3-dimethylpiperidine
• CAS: 120425-84-5
• 化学式: C₁₉H₂₃N
• 分子量: 265.398
• InChiKey: SPRGYLVDTWZCOH-QZTJIDSGSA-N

物化性质

• 沸点：
  382.0±41.0 °C(Predicted)
• 密度：
  0.985±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.88
• 重原子数：
  20.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  12.03
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  3,3-Dimethyl-cis-2,6-diphenylpiperidine 在 盐酸 、 sodium nitrite 作用下， 以 氯仿 为溶剂， 生成 N-Nitroso-3,3-dimethyl-cis-2,6-diphenylpiperidine
  参考文献：
  名称：

  Conformational Study of N-Nitroso-2,6-diphenylpiperidines and N-Nitroso-2,6-diphenylpiperidin-4-ones by Molecular Mechanics Calculations, X-ray Crystallography, and 1H and 13C NMR Spectroscopy

  摘要：

  Molecular geometries of several N-nitroso-2,6-diphenylpiperidines and N-nitroso-2,6-diphenylpiperidin-4-ones were calculated by the molecular mechanics (MM2) method with added parameters for the N-nitroso group and by X-ray crystallography and H-1 and C-13 NMR. We found that these molecules adopt either a chair conformation with two phenyl groups at the axial positions or a distorted boat-like conformation. Contrary to the earlier literature suggestions, a diequatorial chair conformer is destabilized by the A((1,3)) Strain resulting from a steric interference of the planar NNO moiety with the neighboring equatorial substituents. The X-ray crystal structures showed diaxial orientation of the phenyls in two compounds, assuming the chair conformations and boat-like piperidine ring geometry in three other nitrosamines. The H-1 and C-13 NMR spectra exhibited similar conformational preferences in solution to that predicted by the MM2 calculations. Most of the compounds derived from the symmetrically substituted amines appeared to be almost conformationally homogeneous, whereas the conformational equilibria of unsymmetrically substituted nitrosamines are rather complex.

  DOI：

  10.1021/jo00128a011
• 作为产物：
  描述：

  N-Nitroso-3,3-dimethyl-cis-2,6-diphenylpiperidine 在 sodium azide 、 硫酸 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以74%的产率得到3,3-Dimethyl-cis-2,6-diphenylpiperidine
  参考文献：
  名称：

  用偶氮酸轻松脱硝化环 N-亚硝胺

  摘要：

  摘要 报道了一种使用 HN3（浓 H2SO4 + NaN3）对环状 N-亚硝胺进行脱亚硝基的简单易行的方法。在该方法中，该试剂的有限使用不会影响羰基。图形概要

  DOI：

  10.1080/00397911.2015.1063654

文献信息

• Ponnuswamy; Venkatraj; Jeyaraman, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2002, vol. 41, # 3, p. 614 - 627
  作者：Ponnuswamy、Venkatraj、Jeyaraman、Sureshkumar、Kumaran、Ponnuswamy

  DOI：——

  日期：——
• Jeyaraman, R.; Chandrasekaran, L.; Ganapathy, K., Indian Journal of Chemistry, Section A: Inorganic, Physical, Theoretical and Analytical, 1988, vol. 27, # 8, p. 695 - 697
  作者：Jeyaraman, R.、Chandrasekaran, L.、Ganapathy, K.、Gopalakrishnan, V.

  DOI：——

  日期：——