4-(dimethylaminodiazenyl)benzamide | 33330-91-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-(dimethylaminodiazenyl)benzamide
• 英文别名: 4-(3,3-dimethyl-1-triazeno)benzamide
• CAS: 33330-91-5
• 化学式: C₉H₁₂N₄O
• 分子量: 192.22
• InChiKey: NRVPCDAKWQWYRU-VAWYXSNFSA-N

物化性质

• 熔点：
  175-177 °C(Solv: methanol (67-56-1))
• 沸点：
  328.2°C (rough estimate)
• 密度：
  1.1849 (rough estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  1.35
• 重原子数：
  14.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  71.05
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  对氨基苯甲酰胺 在 盐酸 、 sodium nitrite 作用下， 生成 4-(dimethylaminodiazenyl)benzamide
  参考文献：
  名称：

  1-(p-Carbamoylphenyl)-3,3-dimethyltriazene, an Antitumour Agent

  摘要：

  In the crystal structure of the title compound, 4-(3,3-dimethyl-1-triazeno)benzamide, C9H12N4O, (2), the N=N double bond [1.282(8) Angstrom] is 0.030 Angstrom shorter than the N-N single bond [1.312(8) Angstrom], but both bonds are Shorter than an isolated N-N single bend suggesting that there is double-bond character in each N-N bond, although it is unequally distributed. The molecule adopts a trans geometry around the N=N bond, but there is a significant deviation from planarity between the benzene ring and the plane of the triazene moiety. Compound (2) forms chains in the solid state in which the molecules are linked by C=O ... H-N hydrogen bonds between carbamoyl groups. These chains are cross-linked into sheets by hydrogen bonding between the second N-H moiety and triazene units in adjacent chains.

  DOI：

  10.1107/s0108270195008419

文献信息

• FARQUHAR, D.;BENVENUTO, J., J. MED. CHEM., 1984, 27, N 12, 1723-1727
  作者：FARQUHAR, D.、BENVENUTO, J.

  DOI：——

  日期：——
• 1-(p-Carbamoylphenyl)-3,3-dimethyltriazene, an Antitumour Agent
  作者：W. L. Bullerwell、L. R. MacGillivray、M. J. Zaworotko、K. Vaughan、D. E. V. Wilman

  DOI：10.1107/s0108270195008419

  日期：1995.12.15

  In the crystal structure of the title compound, 4-(3,3-dimethyl-1-triazeno)benzamide, C9H12N4O, (2), the N=N double bond [1.282(8) Angstrom] is 0.030 Angstrom shorter than the N-N single bond [1.312(8) Angstrom], but both bonds are Shorter than an isolated N-N single bend suggesting that there is double-bond character in each N-N bond, although it is unequally distributed. The molecule adopts a trans geometry around the N=N bond, but there is a significant deviation from planarity between the benzene ring and the plane of the triazene moiety. Compound (2) forms chains in the solid state in which the molecules are linked by C=O ... H-N hydrogen bonds between carbamoyl groups. These chains are cross-linked into sheets by hydrogen bonding between the second N-H moiety and triazene units in adjacent chains.