azodicarboxylic acid N-phenylimide | 164521-23-7

• 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: azodicarboxylic acid N-phenylimide
• 英文别名: Phenylcarbamoyliminocarbamic acid
• CAS: 164521-23-7
• 化学式: C₈H₇N₃O₃
• 分子量: 193.162
• InChiKey: WBOFIYGQVGCGQW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  91.1
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  azodicarboxylic acid N-phenylimide 、 1,3-bis(ferrocenylmethylene)-2-methylenecyclohexane 以 苯 为溶剂， 以71%的产率得到1-ferrocenyl-5-ferrocenylmethylene-2,3-diazabicyclo[4.4.0]dec-9(10)ene-2,3-dicarboxylic acid N-phenylimide
  参考文献：
  名称：

  Synthesis and some chemical properties of s-cis-diferrocenyltrienes. The role of stereoelectronic factors in cationic dimerization reactions

  摘要：

  Dehydration of 2,6-bis(ferrocenylmethylene)-1-methylcyclohexanol and 2,7-bis(ferrocenylmethylene)-1-methylcycloheptanol gave the corresponding diferrocenyltrienes with a fixed s-cissoidal conformation of the double bond system, viz. 1,3-bis(ferrocenylmethylene)-2-methylene-cyclohexane and -cycloheptane, respectively. These trienes easily afford the products of linear and cyclodimerization by a cationic cyclodimerization mechanism as well as [4 + 2]-cyclodimers. They also form Diels-Alder adducts with azodicarboxylic and maleic acid N-phenylimides. The latter products undergo stepwise oxidative dehydrogenation on SiO2 up to the formation of phthalimide derivatives. (C) 1999 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0022-328x(98)01204-2

文献信息

• The structure of bicyclic ferrocenylmethylene substituted 2-pyrazolines and their reactions with azodicarboxylic acid N-phenylimide
  作者：Elena I. Klimova、Marcos Martı́nez Garcı́a、Tatiana Klimova Berestneva、Cecilio Alvarez Toledano、Ruben Alfredo Toskano、Lena Ruı́z Ramı́rez

  DOI：10.1016/s0022-328x(99)00202-8

  日期：1999.8

  Asymmetrical induction in the synthesis of bicyclic pyrazolines with a ferrocenyl substituent has been studied. A relatively high diastereomeric selectivity in the 'chiral-center-by-a-chiral-center' induction of the 1,2-type has been observed. Molecular geometry of a cis-diastereomer of 1-acetyl-9-ferrocenyl-4-ferrocenylmethylene-1,2-diazabicyclo[4.3.0]non-2-ene has been established. Bicyclic 2-pyrazolines having conjugated ferrocenylmethylene fragments interact with azodicarboxylic acid N-phenylimide to form diene and monoene adducts. (C) 1999 Elsevier Science S.A. All rights reserved.