1-amino-4,5-dinitronaphthalene | 90765-71-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-amino-4,5-dinitronaphthalene
• 英文别名: 4,5-dinitro-[1]naphthylamine；4.5-Dinitro-1-amino-naphthalin；4,5-Dinitro-[1]naphthylamin；1-Amino-4.5-dinitro-naphthalin；4,5-dinitronaphthalen-1-amine
• CAS: 90765-71-2
• 化学式: C₁₀H₇N₃O₄
• 分子量: 233.183
• InChiKey: LXIYLDLOVFSIRU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  17
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  118
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-amino-4,5-dinitronaphthalene 在 五氯化磷 、 硝酸 作用下， 以 溶剂黄146 为溶剂， 生成 1,4,5,8-四氯萘
  参考文献：
  名称：

  Bassilios,H.F. et al., Recueil des Travaux Chimiques des Pays-Bas, 1962, vol. 81, p. 209 - 214

  摘要：

  DOI：
• 作为产物：
  描述：

  1-氯萘 在 ammonium hydroxide 、 硝酸 作用下， 以 乙醇 为溶剂， 生成 1-amino-4,5-dinitronaphthalene
  参考文献：
  名称：

  Bassilios,H.F. et al., Recueil des Travaux Chimiques des Pays-Bas, 1962, vol. 81, p. 209 - 214

  摘要：

  DOI：

文献信息

• Iwai et al., Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1951, vol. 71, p. 1152,1156,1157,1158
  作者：Iwai et al.

  DOI：——

  日期：——
• ——
  作者：V. I. Sorokin、V. A. Ozeryanskii、A. F. Pozharskii

  DOI：10.1023/a:1019615206870

  日期：——

  New methods were proposed for synthesizing 1,4,5,8-tetrakis(dimethylamino)naphthalene with an overall yield of 4 to 12% to replace the known procedure ensuring an overall yield of 2%. Catalytic hydrogenation was shown to be inapplicable for preparation of polyaminonaphthalenes from nitro compounds having 3 or 4 nitro gruops in the alpha-positions. Nucleophilic amination of 1,5-dinitronaphthalene in the system NH2OH/NaOH/MeOH yields 1-amino-4-nitronaphthalene. The nitration of 1,5-bis(p-tolylsulfonylamino)naphthalene leads to formation of 2,6-dinitro rather than 4,8-dinitro derivative, as it was believed formerly. This was confirmed by transformation of the latter into 1,2,5,6-tetrakis(dimethylamino)naphthalene. 3-Nitro, 2,6-dinitro, 2,6-diamino, and 2,4,6,8-tetranitro derivatives of 1,5-bis(dimethylamino)naphthalene, nitro and amino derivatives of 1,4,5-tris(dimethylamino)naphthalene, and 4,5-diamino-1,8-bis(methylamino)naphthalene were synthesized. By treatment with perchloric acid 1,4,5,8-tetrakis(dimethylamino)naphthalene was oxidized to 2,3-dihydroperimidinium salt.
• Ullmann; Consonno, Chemische Berichte, 1902, vol. 35, p. 2810
  作者：Ullmann、Consonno

  DOI：——

  日期：——
• DE145191
  申请人：——

  公开号：——

  公开（公告）日：——
• 207. The preferential reduction of nitro groups in polynitro-compounds. Part IV. The preparation of 4 : 5-dinitro-2-naphthylamine from 1 : 3 : 8-trinitronaphthalene and a comparison of sodium sulphide reductions of available dinitronaphthalenes
  作者：Herbert H. Hodgson、Edward R. Ward

  DOI：10.1039/jr9450000794

  日期：——