3-chloro-2,4,6-tribromoaniline | 89284-57-1

• 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: 3-chloro-2,4,6-tribromoaniline
• 英文别名: 2,4,6-Tribrom-3-chlor-anilin；3-Chlor-2,4,6-tribrom-anilin；2,4,6-tribromo-3-chloroaniline
• CAS: 89284-57-1
• 化学式: C₆H₃Br₃ClN
• 分子量: 364.262
• InChiKey: ROIBKKULJYUBFD-UHFFFAOYSA-N

物化性质

• 熔点：
  123-124 °C
• 沸点：
  339.1±37.0 °C(Predicted)
• 密度：
  2.393±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  26
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3-chloro-2,4,6-tribromoaniline 在 乙醇 、 亚硝酸异戊酯 作用下， 生成 1,3,5-三溴-2-氯苯
  参考文献：
  名称：

  Langer, Justus Liebigs Annalen der Chemie, 1882, vol. 215, p. 119

  摘要：

  DOI：
• 作为产物：
  描述：

  1-氨基-3-氯苯-6-磺酸 在 水 、 溴 作用下， 生成 3-chloro-2,4,6-tribromoaniline
  参考文献：
  名称：

  SOME DERIVATIVES OF OXANILIDE¹

  摘要：

  DOI：

  10.1021/jo01167a005

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。
• Elgersma, Recueil des Travaux Chimiques des Pays-Bas, 1929, vol. 48, p. 766
  作者：Elgersma

  DOI：——

  日期：——
• Identification of bromination products of chloro-substituted anilines in aqueous environment by gas chromatography
  作者：I. V. Gruzdev、M. V. Filippova、I. G. Zenkevich、B. M. Kondratenok

  DOI：10.1134/s1070427211100132

  日期：2011.10

  To reduce the detection limits of aniline and its various chloroderivatives (all isomers of mono- and dichloroanilines, 2,4,5 -, 2,4,6-, and 3,4,5-trichloroanilines, pentachloroaniline) in aqueous media we suggested bromination reaction, followed by gas chromatographic definition bromo derivatives of chloroanilines on a selective electron capture detector. To identify the products of bromination of chloroaniline in combination with mass-spectrometric data we used chromatographic retention indices on standard nonpolar polydimethylsiloxane stationary phase that was determined for 50 compounds in this class. The technique of identifying bromoderivatives of chloroaniline in water was developed at the gas-chromatographic analysis in the selective electron capture detector. To improve the reliability of the identification of additional bromoderivatives of chloroanilines we obtained their trifluoroacetyl derivatives.
• Effect of structural factors and solvent nature in bromination of anilines
  作者：B. T. Bagmanov

  DOI：10.1134/s1070427209090122

  日期：2009.9

  Reaction of electrophilic bromination of aniline containing various ortho, meta, and para substituents in the aromatic ring was studied. The optimal conditions for synthesis of mono-, di-, tri-, and tetrabromo derivatives of aniline and brominated analog of Aniline Black were found.
• Oxidative bromination of aniline and its derivatives
  作者：M. S. Salakhov、B. T. Bagmanov、V. S. Umaeva、M. I. Bagmanova

  DOI：10.1134/s1070427208080314

  日期：2008.8

  Oxidative bromination of aniline and its derivatives containing various substituents (CH3, Cl, NO2, COOH) in ortho, meta, and para positions with a brominating mixture of NaBr (KBr) and 20-22% hydrogen peroxide in 6-8% hydrochloric acid at the molar ratio aniline : NaBr (KBr) : H2O2 : HCl = 1 : 3.5 : 3.2 : 4.5 is described.