2-methylamino-3-methyl-4-nitropyridine | 220899-73-0

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: 2-methylamino-3-methyl-4-nitropyridine
• 英文别名: Nnaigtmmonhffy-uhfffaoysa-；N,3-dimethyl-4-nitropyridin-2-amine
• CAS: 220899-73-0
• 化学式: C₇H₉N₃O₂
• mdl: MFCD10000472
• 分子量: 167.167
• InChiKey: NNAIGTMMONHFFY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.285
• 拓扑面积：
  70.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-methylamino-3-methyl-4-nitropyridine 在 硫酸 、 硝酸 作用下， 反应 1.0h， 以63%的产率得到2-methylnitramino-3-methyl-4-nitropyridine
  参考文献：
  名称：

  Synthesis of nitro derivatives of 2-alkylamino-4-nitropicolines and their N-oxides

  摘要：

  DOI：

  10.1007/bf02290941
• 作为产物：
  描述：

  2-(N-methylamino)-3-methyl-4-nitropyridine N-oxide 在 三氯化磷 作用下， 以 氯仿 为溶剂， 反应 1.0h， 以65%的产率得到2-methylamino-3-methyl-4-nitropyridine
  参考文献：
  名称：

  Synthesis of nitro derivatives of 2-alkylamino-4-nitropicolines and their N-oxides

  摘要：

  DOI：

  10.1007/bf02290941

文献信息

• 1H, 13C and 15N NMR study of 2-alkylnitrosoamino-4-nitropyridines and N-oxides: An example on restricted inversion of sp3 nitrogen
  作者：K. Laihia、A. Puszko、E. Kolehmainen、J. Lorenc

  DOI：10.1016/j.molstruc.2006.07.040

  日期：2007.4

  yl-4-nitropyridine N -oxide) restricted inversion of pyramidal amino nitrogen forms a chiral center in the molecule and makes the geminal protons of N–CH 2 -moiety diastereotopic. In 5- and 6-CH 3 -substituted derivatives this diastereotopism disappears, but the rotation around N–CH 2 sigma bond in all congeners is so slow in NMR time scale, that 1 H, 13 C and 15 N NMR chemical shifts could be detected

  摘要 已指定了七个 2-烷基亚硝基氨基-4-硝基吡啶和七个 2-烷基亚硝基氨基-4-硝基吡啶 N-氧化物的 1 H、 13 C 和 15 N NMR 化学位移。已经计算了能量优化结构的 GIAO/DFT 13 C 化学位移。将结果与先前研究的 4-硝基吡啶和 4-硝基吡啶 N-氧化物的 2-烷基氨基和 2-烷基硝氨基衍生物的化学位移进行比较。在空间拥挤的邻位取代同源物（2-乙基亚硝基氨基-3-甲基-4-硝基吡啶N-氧化物）中，锥形氨基氮的限制性反转在分子中形成手性中心并使N-CH 2 -部分的孪生质子非对映。在 5- 和 6-CH 3 - 取代的衍生物中，这种非对映性消失了，但是在所有同族物中围绕 N-CH 2 σ 键的旋转在 NMR 时间尺度上非常缓慢，可以检测到两个构象异构体的 1 H、 13 C 和 15 N NMR 化学位移。在 4-硝基吡啶和 4-硝基吡啶 N-氧化物衍生物中，芳
• Solvent effect and quantum chemical calculations of the electron energy levels for nitro derivatives of 2-(N-methylamino)-picolines
  作者：J. Lorenc

  DOI：10.1016/j.molstruc.2005.03.017

  日期：2005.6

  Electronic absorption spectra of 2-(N-methylamino)-3-methyl-4-nitropyridine (M3M4NP), 2- (N-methylamino)-5-methyl-4-nitropyridine (M5M4NP), 2-(N-methylamino)-3-methyl-5-nitropyridine (M3M5NP) and 2-(N-methylamino)-5-methyl-3-nitropyridine (M5M3NP) in the ethyl alcohol, acetonitrile and n-heptane solution as well as solid state have been measured at room temperature. The influence of the solvent and substitution on polar and non-polar properties has been discussed. The results obtained by the ab initio TD DFT quantum calculations using MPW1PW91 and B3LYP functional and 6-31G(d,p) basis have been compared with that of experimental values. (c) 2005 Elsevier B.V. All rights reserved.
• Excited electronic states of 2-ethylamino-(3 or 5)-methyl-4-nitropyridine and 2-methylamino-(3 or 5)-methyl-4-nitropyridine
  作者：J. Lorenc、E. Kucharska、J. Hanuza、H. Chojnacki

  DOI：10.1016/j.molstruc.2004.05.029

  日期：2004.11

  Electronic absorption spectra of 2-methylamino-, 2-ethylamino-3-methyl-4-nitropyridine and 2-ethylamino-, 2-methylamino-5-methyl-4-nitropyridine in the solid state and ethyl alcohol solution have been measured at room temperature. Their luminescence spectra and life times have been recorded at room and liquid helium temperatures. The energy sequence of the singlet and triplet states has been calculated for optimised geometry of the molecules and compared to the experimental values. The results of ab initio TD DFT quantum calculations using MPW1PW91 density functional 6-31G(d,p) basis set have been analysed. (C) 2004 Elsevier B.V. All rights reserved.

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