2-tert-Butyl-3-methyl-2,3-diazabicyclo[2.2.2]octane | 77903-41-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 2-tert-Butyl-3-methyl-2,3-diazabicyclo[2.2.2]octane
• CAS: 77903-41-4
• 化学式: C₁₁H₂₂N₂
• 分子量: 182.309
• InChiKey: RNLBWKHYEFWCAC-UHFFFAOYSA-N

物化性质

• 沸点：
  234.7±23.0 °C(Predicted)
• 密度：
  0.952±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  6.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  甲基锂 、 2-(dimethylethyl)-2,3-diazabicyclo<2.2.2>octane tetrafluoroborate 以 四氢呋喃 、 乙醚 为溶剂， 反应 7.0h， 生成 2-tert-Butyl-3-methyl-2,3-diazabicyclo[2.2.2]octane
  参考文献：
  名称：

  Torsional effects on the conformations of two diastereomeric tetracyclic bis(hydrazines)

  摘要：

  The symmetrical tetraazatetracyclotetradecadiene (1) is bis(tert-butylated) (tert-butyl alcohol/H+) and bis(methylated) (methyllithium) to a 1:1 mixture of diastereomeric bis(tert-butylmethylhydrazines) with like alkyl groups anti (9a) and syn (9s). 9a has the expected C2 symmetry on the NMR time scale (both tert-butyl groups are directed away from the central CC bond, conformation Oi,Oi in Scheme II). 9s does not have the expected C(s) symmetry, but has one tert-butyl group directed away from the central CC bond and one directed toward it (conformations Oi,oI and Io,iO in Scheme II). Both diastereomers also crystallize in these conformations. AM1 calculations carried out using VAMP both predict this result and show it to be caused by tetracyclic ring torsion (experimentally approximately 12.7-degrees about the central CC bond for crystalline 9a, approximately 13.2-degrees for 9s).

  DOI：

  10.1021/ja00021a009

文献信息

• Torsional effects on the conformations of two diastereomeric tetracyclic bis(hydrazines)
  作者：Stephen F. Nelsen、J. Jens Wolff、Hao Chang、Douglas R. Powell

  DOI：10.1021/ja00021a009

  日期：1991.10

  The symmetrical tetraazatetracyclotetradecadiene (1) is bis(tert-butylated) (tert-butyl alcohol/H+) and bis(methylated) (methyllithium) to a 1:1 mixture of diastereomeric bis(tert-butylmethylhydrazines) with like alkyl groups anti (9a) and syn (9s). 9a has the expected C2 symmetry on the NMR time scale (both tert-butyl groups are directed away from the central CC bond, conformation Oi,Oi in Scheme II). 9s does not have the expected C(s) symmetry, but has one tert-butyl group directed away from the central CC bond and one directed toward it (conformations Oi,oI and Io,iO in Scheme II). Both diastereomers also crystallize in these conformations. AM1 calculations carried out using VAMP both predict this result and show it to be caused by tetracyclic ring torsion (experimentally approximately 12.7-degrees about the central CC bond for crystalline 9a, approximately 13.2-degrees for 9s).