4.6-二硝基-3-羟基-o-二甲苯 | 4097-60-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 中文名称: 4.6-二硝基-3-羟基-o-二甲苯
• 英文名称: 4.6-dinitro-3-hydroxy-o-xylene
• 英文别名: 4.6-Dinitro-3-hydroxy-o-xylol；4.6-Dinitro-3-oxy-1.2-dimethyl-benzol；4.6-Dinitro-vic.-o-xylenol；2,3-Dimethyl-4,6-dinitrophenol；2,3-dimethyl-4,6-dinitrophenol
• CAS: 4097-60-3
• 化学式: C₈H₈N₂O₅
• 分子量: 212.162
• InChiKey: JCTQXQRGEDMCSI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  112
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4.6-二硝基-3-羟基-o-二甲苯 在 氨 、 水 、 氯化铵 作用下， 生成 2,3-二甲基-4,6-二硝基苯胺
  参考文献：
  名称：

  Nitroxylenols—Absorption Spectra and Ionization Constants¹

  摘要：

  DOI：

  10.1021/ja01161a043
• 作为产物：
  描述：

  二甲酚 在 硝酸 作用下， 以 溶剂黄146 为溶剂， 反应 2.5h， 以61%的产率得到4.6-二硝基-3-羟基-o-二甲苯
  参考文献：
  名称：

  Carter, Stephen D.; Wallace, Timothy W., Journal of Chemical Research, Miniprint, 1985, # 5, p. 1601 - 1633

  摘要：

  DOI：

文献信息

• Kirby,A.H.M. et al., Tetrahedron, Supplement, 1964, vol. 6, p. 483 - 508
  作者：Kirby,A.H.M. et al.

  DOI：——

  日期：——
• Photochemical Nitration by Tetranitromethane. Part XXXVII. Adduct Formation and the Regiochemistry of Attack of Trinitromethanide Ion on Radical Cations in the Photochemical Reactions of 2-Methyl-, 2,3-Dimethyl- and 2,4-Dimethylanisoles.
  作者：Craig P. Butts、Lennart Eberson、Michael P. Hartshorn、Ward T. Robinson、David J. Timmerman-Vaughan、Lauri Niinistö、Stenbjörn Styring、Cecilia Tommos、Kurt Warncke、Bryan R. Wood

  DOI：10.3891/acta.chem.scand.51-0073

  日期：——

  The photolysis of the charge transfer (CT) complex of tetranitromethane and 2-methylanisole 2 in dichloromethane at 20 degrees C gives the epimeric 1-methoxy-6-methyl-6-nitro-3-trinitromethylcyclohexa-1,4-dienes 8 and 9 in addition to 2-methyl-4-trinitromethylanisole (3) and 2-methyl-4-nitroanisole (4). In acetonitrile the yields of compound 4 and adducts 8 and 9 are significantly higher. Similar reaction of 2,3-dimethylanisole (6) in dichloromethane gave nitrotrinitromethyl adducts 10 and 11, hydroxy-trinitromethyl adducts 12 and 13, 2,3-dimethyl-5-trinitromethylanisole (14), 4-methoxy-2,3-dimethylbenzonitrile N-oxide (15), 2,3-dimethyl-4-trinitromethylanisole (16), 2,3-dimethyl-4-nitroanisole (17), 2,3-dimethyl-4,6-dinitrophenol (18), 3-methoxy-4,5-dimethyl-benzoic acid (19) and the hydroxy dinitro compound (20).The photolysis of the CT complex of 2,4-dimethylanisole (7) with tetranitromethane in dichloromethane gave the epimeric 1-methoxy-4,6-dimethyl-6-nitro-3-trinitromethylcyclohexa-1,4-dienes 21 and 22, together with 4,6-dimethyl-3-trinitromethylanisole (23), 4,6-dimethyl-2-nitrophenol (24), 4,6-dimethyl-2-trinitromethylanisole (25), 4,6-dimethyl-3-nitroanisole (26), 4,6-dimethyl-2-nitroanisole (27) and 4,6-dimethyl-4-nitrocyclohexa-2,5-dienone (28).The modes of formation of the above products are discussed, including the effects of the reaction solvent on those processes. The X-ray crystal structure of 1-methoxy-2-methyl-c-6-nitro-r-3-trinitromethylcyclohexa-1,4-diene (9) is reported.
• Noelting; Pick, Chemische Berichte, 1888, vol. 21, p. 3158
  作者：Noelting、Pick

  DOI：——

  日期：——
• Carter, Stephen D.; Wallace, Timothy W., Journal of Chemical Research, Miniprint, 1985, # 5, p. 1601 - 1633
  作者：Carter, Stephen D.、Wallace, Timothy W.

  DOI：——

  日期：——
• Nitroxylenols—Absorption Spectra and Ionization Constants¹
  作者：Albert C. Holler、Clayton Huggett、Franz H. Rathmann

  DOI：10.1021/ja01161a043

  日期：1950.5