2,3,5,6-tetrabromo-4-hydroxybenzoic acid | 98278-83-2

• 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: 2,3,5,6-tetrabromo-4-hydroxybenzoic acid
• 英文别名: 2,3,5,6-tetrabromo-4-hydroxy-benzoic acid；2,3,5,6-Tetrabrom-4-hydroxy-benzoesaeure；2,3,5,6-Tetrabromo-4-hydroxybenzoic acid
• CAS: 98278-83-2
• 化学式: C₇H₂Br₄O₃
• 分子量: 453.707
• InChiKey: OYHQLBBLLIWHPJ-UHFFFAOYSA-N

物化性质

• 熔点：
  228 °C(Solv: ethanol (64-17-5))
• 沸点：
  398.0±42.0 °C(Predicted)
• 密度：
  2.747±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 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：
  57.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,3,5,6-tetrabromo-4-hydroxybenzoic acid 在 氯化亚砜 作用下， 生成 2,3,5,6-tetrabromo-4-hydroxy-benzoyl chloride
  参考文献：
  名称：

  卤代马尿酸和吡啶酮的合成及其X射线吸收测试

  摘要：

  DOI：

  10.1002/ardp.19562891107
• 作为产物：
  描述：

  3,5-二溴-2-羟基苯甲酸 在 溴 作用下， 以 硫酸 为溶剂， 以70%的产率得到2,3,5,6-tetrabromo-4-hydroxybenzoic acid
  参考文献：
  名称：

  Products of reaction between tetrabromo-substituted ortho- and para-hydroxybenzoic acids and sodium nitrite in CH3COOH

  摘要：

  The reaction of 2,3,5,6-tetrabromo-4-hydroxybenzoic acid with a 10-fold excess of NaNO2 in the glacial acetic acid at 20A degrees C affords tetrabromonitrosophenols whose further transformations under the reaction conditions leads to the formation of a mixture of 2,4,5,6-tetrabromo-p-quinone diazide and tetrabromo-p- and -o-nitrophenols in the molar ratio 37: 2: 1. Under similar conditions the 3,4,5,6-tetrabromo-2-hydroxybenzoic acid is converted into a mixture of 3,4,5,6-tetrabromo-o-quinone diazide with the same nitrophenols in the ratio 13: 1: 3. The reaction of sodium 2,3,5,6-tetrabromo-4-hydroxy-benzoate with NaNO2 in dilute acetic acid resulted in a quantitative yield of tetrabromo-p-quinone monooxime.

  DOI：

  10.1134/s1070428012080064

文献信息

• Displacement of an acetamido- and a nitro-group during bromination of an aromatic compound
  作者：Charles R. Harrison、J. F. W. McOmie

  DOI：10.1039/j39660000997

  日期：——

  Bromination of 4-acetamido-3-nitroanisole has been found to give 2,3,4,5-tetrabromoanisole. Possible mechanisms for this remarkable reaction are suggested.

  发现4-乙酰氨基-3-硝基苯甲醚的溴化得到2,3,4,5-四溴苯甲醚。建议这种显着反应的可能机制。
• Products of reaction between tetrabromo-substituted ortho- and para-hydroxybenzoic acids and sodium nitrite in CH3COOH
  作者：M. V. Fadin、I. V. Tarasova、V. A. Vasin、V. N. Shishkin

  DOI：10.1134/s1070428012080064

  日期：2012.8

  The reaction of 2,3,5,6-tetrabromo-4-hydroxybenzoic acid with a 10-fold excess of NaNO2 in the glacial acetic acid at 20A degrees C affords tetrabromonitrosophenols whose further transformations under the reaction conditions leads to the formation of a mixture of 2,4,5,6-tetrabromo-p-quinone diazide and tetrabromo-p- and -o-nitrophenols in the molar ratio 37: 2: 1. Under similar conditions the 3,4,5,6-tetrabromo-2-hydroxybenzoic acid is converted into a mixture of 3,4,5,6-tetrabromo-o-quinone diazide with the same nitrophenols in the ratio 13: 1: 3. The reaction of sodium 2,3,5,6-tetrabromo-4-hydroxy-benzoate with NaNO2 in dilute acetic acid resulted in a quantitative yield of tetrabromo-p-quinone monooxime.
• Synthese kernhalogenierter Hippursäuren und Pyridone und Prüfung ihrer Röntgenstrahlenabsorption
  作者：Hermann Pfanz、Helmut Dorn

  DOI：10.1002/ardp.19562891107

  日期：——