2,3,4,5-tetrabromoanisole | 6161-61-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2,3,4,5-tetrabromoanisole
• 英文别名: 3,4,5,6-tetrabromoanisole；2,3,4,5-Tetrabrom-anisol；Tetrabromoanisole；1,2,3,4-tetrabromo-5-methoxybenzene
• CAS: 6161-61-1
• 化学式: C₇H₄Br₄O
• 分子量: 423.724
• InChiKey: XLBFWBUNRKSFAW-UHFFFAOYSA-N

物化性质

• 熔点：
  140-141 °C
• 沸点：
  353.9±37.0 °C(Predicted)
• 密度：
  2.378±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2,3,4,5-tetrabromoanisole 在 三溴化硼 作用下， 生成 2,3,4,5-tetrabromophenol
  参考文献：
  名称：

  芳香化合物溴化过程中乙酰氨基和硝基的置换

  摘要：

  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。

  DOI：

  10.1039/j39660000997
• 作为产物：
  描述：

  4-甲氧基-2-硝基乙酰苯胺 在 吡啶 、 溴 、 溶剂黄146 作用下， 生成 2,3,4,5-tetrabromoanisole
  参考文献：
  名称：

  芳香化合物溴化过程中乙酰氨基和硝基的置换

  摘要：

  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。

  DOI：

  10.1039/j39660000997

文献信息

• Regioselectivity of reductive debromination of substituted pentabromobenzenes with sodium tert-butoxide in DMSO
  作者：V. N. Shishkin、I. V. Tarasova、K. P. Butin

  DOI：10.1007/s11172-006-0126-1

  日期：2005.10

  The regioselectivity of reductive debromination of substituted pentabromobenzenes C6Br5X (X = NH2, OMe, Me, H, Cl, F, and NO2) under the action of ButONa in DMSO containing ButOH has been studied. The reaction followed the halophilic mechanism via carbanions.

  研究了在含有 ButOH 的 DMSO 中，在 ButONa 的作用下，取代的五溴苯 C6Br5X（X = NH2、OMe、Me、H、Cl、F 和 NO2）还原脱溴的区域选择性。该反应通过碳负离子遵循嗜盐机制。
• DENTAL COMPOSITION FOR HYPERSENSITIVE DENTIN
  申请人：SUN MEDICAL CO., LTD.

  公开号：EP0744171A1

  公开（公告）日：1996-11-27

  There is provided a dental composition for relieving dentin hypersensitivity, which occludes dentinal tubules having an opening on the surface of dentin to relieve dentin hypersensitivity thereby to give an immediate relieving effect and to maintain the relieving effect for a long time. The dental composition for relieving dentin hypersensitivity, which comprises (A) a low molecular weight compound which can produce a precipitate which is hardly soluble in water when it reacts with a calcium compound, or which comprises the above component (A), (B) a low molecular weight compound which reacts with a calcium compound thereby to form a hardly-soluble-in-water precipitate and/or (C) an aqueous polymer emulsion having a particle size smaller than that of a dentinal tubule and forming an agglomerate or a hardly soluble gel larger than the diameter of a dentinal tubule when it reacts with a calcium compound.

  本发明提供了一种用于缓解牙本质过敏症的牙科组合物，该组合物可以堵塞牙本质表面具有开口的牙本质小管，从而缓解牙本质过敏症，达到即时缓解效果，并可长期保持缓解效果。 用于缓解牙本质过敏症的牙科组合物，它包括 (A) 一种低分子量化合物，当它与钙化合物反应时，可产生几乎不溶于水的沉淀物，或包括上述成分 (A)、(B) 能与钙化合物反应从而形成难溶于水的沉淀的低分子量化合物，和/或 (C) 粒径小于牙本质小管的聚合物水乳液，当它与钙化合物反应时能形成大于牙本质小管直径的团块或难溶凝胶。
• 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.
• Regioselectivity of methoxydebromination of substituted pentabromobenzenes C6Br5X in pyridine
  作者：V. N. Shishkin、K. K. Lapin、S. A. Shabarina、K. P. Butin

  DOI：10.1007/bf01151297

  日期：1995.9

  The kinetics and regioselectivity of methoxydebromination of some substituted pentabromobenzenes C(6)Br(5)X (X = NO2, CN, NH2, MeNH, and MeO) were studied in pyridine at 115 degrees C. The partial rate factors (k(f)) were calculated for different positions of the polybrominated ring in these compounds. The effect of substituents X on methoxydebromination at the meta- and para-positions is satisfactorily described only by the Hammett substituent constants (rho = 2.22, r = 0.96). This allows one to conclude that direct polar conjugation of the substituents contributes only slightly to the transition state of the reaction. The ortho-bromine atoms have a significant steric effect.
• Shishkin, V. N.; Lapin, K. K.; Tanaseichuk, B. S., Journal of Organic Chemistry USSR (English Translation), 1988, vol. 24, # 3, p. 516 - 522
  作者：Shishkin, V. N.、Lapin, K. K.、Tanaseichuk, B. S.、Butin, K. P.

  DOI：——

  日期：——