2-hydrazino-3-carbonitrile-6-methyl-4-methoxymethyl-5-nitropyridine | 1330575-85-3

• 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-hydrazino-3-carbonitrile-6-methyl-4-methoxymethyl-5-nitropyridine
• 英文别名: 2-hydrazino-6-methyl-4-(methoxymethyl)-5-nitropyridine-3-carbonitrile
• CAS: 1330575-85-3
• 化学式: C₉H₁₁N₅O₃
• 分子量: 237.218
• InChiKey: SAWBSLCYDWISTD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  17.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  127.1
• 氢给体数：
  2.0
• 氢受体数：
  7.0

反应信息

• 作为产物：
  描述：

  2-氯-4-甲氧基甲基-6-甲基-5-硝基-烟腈 在 盐酸肼 、 一水合肼 作用下， 以 乙二醇 为溶剂， 以81%的产率得到2-hydrazino-3-carbonitrile-6-methyl-4-methoxymethyl-5-nitropyridine
  参考文献：
  名称：

  Synthesis, X-ray and spectroscopic analysis of 2-hydrazino-6-methyl-4-(methoxymethyl)-5-nitropyridine-3-carbonitrile

  摘要：

  Pyridine derivative 2-hydrazino-6-methyl-4-(methoxymethyl)-5-nitropyridine-3-carbonitrile (2) has been obtained from 2-chloro-4-(methoxymethyl)-6-methyl-5-nitropyridine-3-carbonitrile (1) by novel protocol and its structure was determined by X-ray diffraction method. An analysis revealed some structural differences in 2 compared to corresponding 3-cyano-5-nitro-pyridines and 2-hydrazinopyridines. Supramolecular structure contains one N-H center dot center dot center dot N and two N-H center dot center dot center dot O hydrogen bonds, as well as one C-H center dot center dot center dot O hydrogen bond. Structural features have been also studied by FT-IR, FT-R and NMR spectroscopy. FT-IR dilution experiments showed that the character of intermolecular NH center dot center dot center dot O and NH center dot center dot center dot N inter-actions in solution depends on concentration. The spectral properties were investigated by UV-vis absorption and fluorescence spectroscopy techniques. Absorption spectra of compounds have been recorded in protic and aprotic solvents in the range 200-550 nm and solvent effects on the absorption spectra of this compound are interpreted. Absorption spectra of aqueous solution of compound 2 were also recorded at different temperatures and pH values and protonation constant was calculated. Unlike previously studied structurally similar compound 1, the title compound 2 does not emit fluorescence. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2011.06.033