cetyltrimethylammonium tribromide

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: cetyltrimethylammonium tribromide
• 英文别名: Hexadecyl(trimethyl)azanium;molecular bromine;bromide
• 化学式: Br*Br₂*C₁₉H₄₂N
• 分子量: 524.261
• InChiKey: JGIQAJCAACBTBY-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  4.87
• 重原子数：
  23
• 可旋转键数：
  15
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  十六烷基三甲基溴化铵 在 双氧水 、 vanadia 作用下， 生成 cetyltrimethylammonium tribromide
  参考文献：
  名称：

  An environmentally benign synthesis of organic ammonium tribromides (OATB) and bromination of selected organic substrates by tetrabutylammonium tribromide (TBATB)

  摘要：

  Stable crystalline organic ammonium tribromides (OATB), like Me4Br3, Et4NBr3, Bu4NBr3, cetyltrimethylammonium tribromide, PyHBr3, can be readily synthesised from the reaction of the corresponding bromides with V2O5 and aqueous H2O2. Typically, TBATB, Bu4NBr3, brominates a variety of organic substrates rather easily under mild conditions. An activated aromatic ring is selectively brominated in the presence of an olefinic double bond. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)01818-8

文献信息

• Surfactant control of the ortho/para ratio in the bromination of anilines. 2.
  作者：Giorgio Cerichelli、Giovanna Mancini、Luciana Luchetti

  DOI：10.1016/s0040-4020(01)90399-0

  日期：1994.3

  We report the bromination of some N,N-disubstituted anilines (N-ethyl-N-methylaniline, N,N-diethylaniline, N-butyl-N-methylaniline, 1-phenylpyrrolidine, 1-phenylpiperidine) both in aqueous suspension of cetyltrimethylammonium tribromide (CTAB3) and in homogeneous solution (CHCl3). In the presence of surfactant we observed a regioselectivity different from that observed in homogeneous conditions. The regioselectivity seems to depend on the nature of the substituents on the nitrogen of the aniline as well as on the temperature. An explanation based on specific interactions between the aniline and the packed structure of the aggregate is proposed.