N-(4-tert-Butyl-cyclohexylidene)-N'-methyl-hydrazine | 133932-55-5

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N-(4-tert-Butyl-cyclohexylidene)-N'-methyl-hydrazine
• CAS: 133932-55-5
• 化学式: C₁₁H₂₂N₂
• 分子量: 182.309
• InChiKey: KWMIPIQNYFTQEH-RAXLEYEMSA-N

物化性质

• 沸点：
  252.4±23.0 °C(Predicted)
• 密度：
  0.94±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  13.0
• 可旋转键数：
  1.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  24.39
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  N-(4-tert-Butyl-cyclohexylidene)-N'-methyl-hydrazine 在 lithium aluminium tetrahydride 、 iodine monofluoride 作用下， 生成 1-叔丁基-4,4-二氟环己烷
  参考文献：
  名称：

  Conversion of the carbonyl group to CF2 using iodine monofluoride (IF)

  摘要：

  A novel method for the transformation of CO --> CF2 is described. The easily made hydrazone derivatives of the carbonyl moiety are reacted under mild conditions with IF prepared directly from the corresponding elements. Various hydrazones have been examined and compared with each other. Unsubstituted ones are usually the most suitable although they are not always easy to purify and store. N-Methyl- and N,N-dimethylhydrazones also give quite satisfactory results. The more easily made dinitrophenyl hydrazones (DNPs), semicarbazones, and tosylhydrazones also react, but the yields of the desired CF2 compounds are usually lower. Oximes could also be successfully reacted. The two main byproducts of the reaction are the parent carbonyl compounds, which can be recycled, and the alpha-iododifluoro derivatives. The latter upon treatment with LiAlH4 or Bu3SnH were reduced to the desired product, thus increasing the overall yields.

  DOI：

  10.1021/jo00015a024

文献信息

• HETEROCYCLIC SYNTHESIS USING NITRILIMINES: PART 3(1). SYNTHESIS OF SUBSTITUTED 1,2,4,5-TETRAZINES AND 1,2,4,5-TETRAAZA-2-PENTENES
  作者：Hany M. Dalloul、Peter H. Boyle

  DOI：10.1515/hc.2003.9.5.507

  日期：2003.1

  The reaction of nitrilimines 2a.b with hydrazones of aliphatic ketones 3 (RHNN=CR'R) led to the formation of the cyclocondensation products 1,2,4,5-tetrazines 4a-g when R = CH3, and to acyclic electrophilic addition products 5a-g when R = H, rather than the cyclocondensation tetrazines products 8.

  当 R = CH3 时，腈亚胺 2a.b 与脂肪族酮 3 腙 (RHNN=CR'R) 的反应导致环缩合产物 1,2,4,5-四嗪 4a-g 的形成，以及非环状亲电加成当 R = H 时产物 5a-g，而不是环缩合四嗪产物 8。