1-oxo-2-diazo-9,10-anthraquinone | 55645-12-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 1-oxo-2-diazo-9,10-anthraquinone
• 英文别名: 1-hydroxy-9,10-dioxo-9,10-dihydro-anthracene-2-diazonium-betaine；1-Hydroxy-9,10-dioxo-9,10-dihydro-anthracen-2-diazonium-betain；Anthradichinon-(1.2;9.10)-diazid-(2)；2-Diazo-1-oxy-anthrachinon；2-Diazoanthracene-1,9,10-trione；2-diazoanthracene-1,9,10-trione
• CAS: 55645-12-0
• 化学式: C₁₄H₆N₂O₃
• 分子量: 250.213
• InChiKey: DIGIIOVFUNBPKE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  19
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  53.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-oxo-2-diazo-9,10-anthraquinone 、 苯 反应 2.0h， 以67%的产率得到1-羟基-2-苯基蒽-9,10-二酮
  参考文献：
  名称：

  Photolysis of 1,2-anthraquinone diazide in aromatic hydrocarbons

  摘要：

  It has been determined that the main products of photolysis of 1,2-anthraquinone diazide in benzene, toluene, anisole, nitrobenzene, and pyridine are the corresponding 1-hydroxy-2-arylanthraquinones that form as a mixture of ortho, meta, and para isomers with significant content of the meta isomer (40-55%).

  DOI：

  10.1007/bf01150908
• 作为产物：
  描述：

  2-氨基-1-羟基蒽醌 在 sodium nitrate 、 硫酸 作用下， 反应 0.5h， 以85%的产率得到1-oxo-2-diazo-9,10-anthraquinone
  参考文献：
  名称：

  Photochemical and thermal transformations of diazo derivatives of 1-aryloxy- and 1-arylthio-2-aminoanthraquinones

  摘要：

  In the photochemical and thermal decomposition of diazonium derivatives of 1-aryloxy- and 1-arylthio-2-aminoanthraquinones in CH3COOH and dioxane, high yields of intramolecular arylation products - anthra-[2, 1-d]-4-tert-butylbenzo-[b]-furan-and anthra-[2,1-d]-4-tert-butylbenzo-[b]-thiophene-8,13-diones - are formed. It was established that 2-azo derivatives of 1-aryloxy- and 1-acyloxyanthraquinones synthesized on the basis of the diazonium salts are stable under photolysis conditions.

  DOI：

  10.1007/bf00863063

文献信息

• Tanaka, Chemische Berichte, 1925, vol. 58, p. 1988
  作者：Tanaka

  DOI：——

  日期：——
• Photochemical and thermal transformations of diazo derivatives of 1-aryloxy- and 1-arylthio-2-aminoanthraquinones
  作者：L. S. Klimenko、I. Ya. Mainagashev、E. P. Fokin

  DOI：10.1007/bf00863063

  日期：1992.3

  In the photochemical and thermal decomposition of diazonium derivatives of 1-aryloxy- and 1-arylthio-2-aminoanthraquinones in CH3COOH and dioxane, high yields of intramolecular arylation products - anthra-[2, 1-d]-4-tert-butylbenzo-[b]-furan-and anthra-[2,1-d]-4-tert-butylbenzo-[b]-thiophene-8,13-diones - are formed. It was established that 2-azo derivatives of 1-aryloxy- and 1-acyloxyanthraquinones synthesized on the basis of the diazonium salts are stable under photolysis conditions.
• Photolysis of 1,2-anthraquinone diazide in aromatic hydrocarbons
  作者：L. S. Klimenko、I. Ya. Mainagashev、E. P. Fokin

  DOI：10.1007/bf01150908

  日期：1992.4

  It has been determined that the main products of photolysis of 1,2-anthraquinone diazide in benzene, toluene, anisole, nitrobenzene, and pyridine are the corresponding 1-hydroxy-2-arylanthraquinones that form as a mixture of ortho, meta, and para isomers with significant content of the meta isomer (40-55%).