dimethyl azodicarboxylate | 137726-61-5

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: dimethyl azodicarboxylate
• 英文别名: Azodicarbonsaeure-dimethylester；(Z)-Dimethyldiazene-1,2-dicarboxylate；methyl (NZ)-N-methoxycarbonyliminocarbamate
• CAS: 137726-61-5
• 化学式: C₄H₆N₂O₄
• 分子量: 146.103
• InChiKey: NCBFTYFOPLPRBX-WAYWQWQTSA-N

物化性质

• 沸点：
  206.4±9.0 °C(Predicted)
• 密度：
  1.30±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  77.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  dimethyl azodicarboxylate 在 铜 作用下， 以 正己烷 为溶剂， 生成 Tetramethyl hydrazine-1,1,2,2-tetracarboxylate
  参考文献：
  名称：

  Synthesis and properties of methyl ester of hydrazinetetracarboxylic acid

  摘要：

  DOI：

  10.1007/bf00920913

文献信息

• Do High-Spin Topology Rules Apply to Charged Polyradicals? Theoretical and Experimental Evaluation of Pyridiniums as Magnetic Coupling Units
  作者：Anthony P. West、Scott K. Silverman、Dennis A. Dougherty

  DOI：10.1021/ja9527941

  日期：1996.1.1

  Ab initio calculations on pyridine and pyridinium analogues of m-xylylene indicate that the neutral heterocycle is essentially equivalent to benzene as a ferromagnetic coupling unit, while the cationic pyridiniums behave much differently. Depending on the substitution pattern, a protonated pyridine can serve as a ferromagnetic coupling unit or an antiferromagnetic coupling unit. Both valence bond and

  对间二甲苯的吡啶和吡啶鎓类似物的从头算计算表明，中性杂环基本上等同于苯作为铁磁耦合单元，而阳离子吡啶鎓的行为则大不相同。根据取代模式，质子化吡啶可以用作铁磁耦合单元或反铁磁耦合单元。价键和分子轨道论证都为这些结果提供了定性合理化。为了测试理论预测，合成了吡啶和吡啶鎓双自由基的双（三亚甲基甲烷）类似物，并通过电子顺磁共振光谱进行了分析。获得了对理论预测的普遍支持。
• Chiral electrophilic “glycinal” equivalents. New synthons for optically active α-amino acids and 4-substituted 2-oxazolidinones
  作者：Hirofumi Matsunaga、Tadao Ishizuka、Takehisa Kunieda

  DOI：10.1016/s0040-4020(96)01077-0

  日期：1997.1

  The thermal reaction of 3-[(IS)-2-alkoxy-1-apocamphanecarbonyl]-2-oxazolones (21a-c) with dialkyl azodicarboxylates (9) results in exclusive formation of [4 + 2] type cycloadducts (22 and 23) with moderate levels of diastereofacial selection (up to 72% d.e.). The diastereomers thus obtained were readily purified and subsequent treatment with acidic methanol followed by removal of the auxiliary with LiBH4/MeOH (1:2) gave optically pure 4-methoxy-5-hydrazino-2-oxazolidinones (26 and 27), which serve as alpha-aminoaldehyde templates useful for the synthesis of a wide variety of optically active alpha-amino acids as well as 4-alkyl and 4-aryl-2-oxazolidinones. (C) 1997, Elsevier Science Ltd.
• Addition of polynitroalkanes to ?,??-dicarbonyl azo compounds
  作者：V. I. Markovskii、G. A. Marchenko、S. S. Novikov、V. I. Slovetskii

  DOI：10.1007/bf01152892

  日期：1975.12
• Johnson, Matthew P.; Moody, Christopher J., Journal of the Chemical Society. Perkin transactions I, 1985, p. 71 - 74
  作者：Johnson, Matthew P.、Moody, Christopher J.

  DOI：——

  日期：——
• Anastasis, Panayiotis; Brown, Philip E.; Marcus, Wafa Y., Journal of the Chemical Society. Perkin transactions I, 1984, p. 2815 - 2825
  作者：Anastasis, Panayiotis、Brown, Philip E.、Marcus, Wafa Y.

  DOI：——

  日期：——