2,4,6-tribromo[3,5-2H2]aniline | 114948-16-2

• 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: 2,4,6-tribromo[3,5-2H2]aniline
• 英文别名: 2,4,6-tribromo[3,5-²H₂]aniline；2,4,6-tribromobenzen-3,5-d2-amine；2.4.6-Tribromo-anilin-d(2)
• CAS: 114948-16-2
• 化学式: C₆H₄Br₃N
• 分子量: 331.801
• InChiKey: GVPODVKBTHCGFU-QDNHWIQGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.56
• 重原子数：
  10.0
• 可旋转键数：
  0.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  26.02
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  2,4,6-tribromo[3,5-2H2]aniline 在 potassium iodide 、 sodium nitrite 作用下， 以 水 为溶剂， 生成 2,4,6-tribromo[3,5-²H₂]iodobenzene
  参考文献：
  名称：

  Generation, Characterization, and Reactivity of a Cu^II–Alkylperoxide/Anilino Radical Complex: Insight into the O–O Bond Cleavage Mechanism

  摘要：

  The reaction of [Cu-I(TIPT(3)tren) (CH3CN)]ClO4 (1) and cumene hydroperoxide (C6H5C-(CH3)(2)OOH, ROOH) at-60 degrees C in CH2Cl2 gave a Cu-II- alkylperoxide/anilino radical complex 2, the formation of which was confirmed by UV vis, resonance Raman, EPR, and CSI-mass spectroscopy. The mechanism of formation of 2, as well as its reactivity, has been explored.

  DOI：

  10.1021/jacs.5b04104
• 作为产物：
  描述：

  硝基苯-d5 在 盐酸 、 tin 、 溴 作用下， 以 水 为溶剂， 生成 2,4,6-tribromo[3,5-2H2]aniline
  参考文献：
  名称：

  Generation, Characterization, and Reactivity of a Cu^II–Alkylperoxide/Anilino Radical Complex: Insight into the O–O Bond Cleavage Mechanism

  摘要：

  The reaction of [Cu-I(TIPT(3)tren) (CH3CN)]ClO4 (1) and cumene hydroperoxide (C6H5C-(CH3)(2)OOH, ROOH) at-60 degrees C in CH2Cl2 gave a Cu-II- alkylperoxide/anilino radical complex 2, the formation of which was confirmed by UV vis, resonance Raman, EPR, and CSI-mass spectroscopy. The mechanism of formation of 2, as well as its reactivity, has been explored.

  DOI：

  10.1021/jacs.5b04104

文献信息

• Halogenated anilines as novel natural products from a marine biofilm forming microalga
  作者：Tim U. H. Baumeister、Mona Staudinger、Marino Wirgenings、Georg Pohnert

  DOI：10.1039/c9cc05992j

  日期：——

  The toxic halogenated anilines 2,4,6-tribromoaniline, 2,4,6-trichloroaniline and their dibromochloro and bromodichloro derivatives were considered as compounds of exclusive synthetic origin. Labeling studies and kinetic experiments confirmed that these substances are also biosynthesized by a marine biofilm forming microalga. They represent a novel class of halogenated natural products.

  有毒的卤代苯胺2,4,6-三溴苯胺，2,4,6-三氯苯胺及其二溴氯和溴二氯衍生物被认为是独家合成来源的化合物。标记研究和动力学实验证实，这些物质也可以通过海洋生物膜形成微藻生物合成。它们代表了一类新型的卤化天然产物。