2,4,6-Tribromobenzenediazonium tetrafluoroborate | 4639-13-8

• 英文名称: 2,4,6-Tribromobenzenediazonium tetrafluoroborate
• 英文别名: 2,4,6-tribromophenyl diazonium tetrafluoroborate
• CAS: 4639-13-8
• 化学式: BF₄*C₆H₂Br₃N₂
• 分子量: 428.612
• InChiKey: VOKULMBSPYSVTG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

安全信息

• 海关编码：
  2927000090

反应信息

• 作为反应物：
  描述：

  2,4,6-Tribromobenzenediazonium tetrafluoroborate 在 iron(II) sulfate 、 N,N-二甲基甲酰胺 作用下， 生成 1,3,5-三溴苯
  参考文献：
  名称：

  Efficient Catalysis of Hydrodediazoniations in Dimethylformamide

  摘要：

  For hydrodediazoniations (the replacement of a diazo group by hydrogen) in DMF, several substances act as catalysts through their ability to serve as electron donors and initiate free-radical reactions. A general procedure has been developed in which FeSO4 speeds the conversion and leads to higher yields. Trapping experiments demonstrated the presence of free-radical intermediates. N,N-Dimethylacetamide was found to rival DMF as a source of hydrogen atoms.

  DOI：

  10.1021/jo00111a032

文献信息

• New triethoxysilylated 10-vertex closo-decaborate clusters. Synthesis and controlled immobilization into mesoporous silica
  作者：Fatima Abi-Ghaida、Zahra Laila、Ghassan Ibrahim、Daoud Naoufal、Ahmad Mehdi

  DOI：10.1039/c4dt00772g

  日期：——

  Triethoxysilylated borate clusters comprising the closo-decaborate cage were synthesized and immobilized into the pores of SBA-15 mesoporous silica.

  三乙氧基硅烷基硼簇包括closo-十硼烷笼，已合成并固定在SBA-15介孔二氧化硅的孔隙中。
• Novel Chemoselective Reduction of Aryldiazonium Fluoroborates with Zn–NiCl2·6H2O–THF
  作者：B. P. Bandgar、L. S. Uppalla

  DOI：10.1039/a905588f

  日期：——

  Substituted aryldiazonium fluoroborates are selectively reduced to the corresponding phenylhydrazines by using Zn–NiCl2·6H2O in THF as a reducing agent.

  使用 THF 中的 Zn·NiCl2·6H2O 作为还原剂，将取代的芳基重氮氟硼酸盐选择性还原为相应的苯肼。
• Deconstructive diversification of cyclic 1,3-diketones for accessing hydrazonylated 1,n-ketoesters
  作者：Ping Li、Yin Zhang、Yu-Yang Zhang、Ming Wu、Wen-Juan Hao、Bo Jiang

  DOI：10.1016/j.tet.2024.133855

  日期：2024.3

  A mild base-promoted three-component deconstructive functionalization reaction of cyclic 1,3-diketones with aryl diazonium tetrafluoroborates in the presence of alcohols is reported, enabling direct ring-opening of unstrained cyclic ring systems to produce three types of skeletally diverse 1,n-ketoesters, namely, linear 1,5- and 1,4-ketoesters and -ketobenzoates, with moderate to good yields. The methodology

  据报道，在醇存在下，环状 1,3-二酮与芳基重氮四氟硼酸盐发生了温和的碱促进的三组分解构官能化反应，使得无张力环状环系统能够直接开环，产生三种类型的骨架不同的 1,n -酮酯，即直链1,5-和1,4-酮酯和-酮苯甲酸酯，产率中等至良好。由于使用易于获得的底物，例如环状1,3-二酮和芳基重氮四氟硼酸盐，具有不同的取代模式和温和的反应条件，该方法有可能在整个有机合成中广泛使用。
• Replacement of the nitrogen of [1-N2B10H9]− by amines or nitriles, a route to hydrophobic monoanions
  作者：Daoud Naoufal、Bohumir Grüner、Bernard Bonnetot、Henri Mongeot

  DOI：10.1016/s0277-5387(98)00354-4

  日期：1999.2

  Starting from closo-[B10H10](2-) hydrophobic monoanions [R1R2R3N-B10H9](-) R = H, C6H5CH2,C6H5, CH3, C18H37(CH3)(2)} could be obtained by a multistep process in which the displacement of nitrogen from [1-N2B10H9](-) by amines was the key step. Attempts at direct synthesis employing bulky tertiary amines were unsuccessful: no reaction occurred at 120 degrees C and at 150 degrees C [1-N2B10H9](-) decomposed to [B20H18](2-). PdP(C6H5)(3)}(2)Cl-2 used as a catalyst produced a favourable effect, but the [R1R2R3N-B10H9](-) ions were present in too low concentration to be isolated from the reaction mixtures. A more suitable route to monoanions carrying three bulky organic groups attached to the amino nitrogen consisted in preparing amino derivatives from the appropriate primary or secondary amines and reacting these intermediate products with alkylhalides in alkaline aqueous propanol solution. The displacement of N-2 by nitriles produced [1-RCNB10H9](-) monoanions R = CH3, (C6H5)(2)CH} which proved to be thermally stable,but were easily hydrolysed to [1-RCONH2B10H9](-) monoanions. (C) 1999 Elsevier Science Ltd. All rights reserved.
• Selective Reduction of Aryl Diazonium Fluoroborates¹
  作者：B. P. Bandgar、C. S. Thite

  DOI：10.1080/00397919708003336

  日期：1997.2

  Substituted aryl diazonium fluoroborates have been selectively reduced to the corresponding phenylhydrazines by using borohydride exchange resin (EER).