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Benzyltrimethylammonium tribromide

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Benzyltrimethylammonium tribromide Basic information

Product Name:
Benzyltrimethylammonium tribromide
Synonyms:
  • N,N,N-triMethyl-1-phenylMethanaMiniuM
  • Mono(N,N,N-triMethyl-1-phenylMethanaMiniuM) tribroMide
  • Benzyltrimethylammonium tribromide99-101% (Assay)
  • BTMABR3
  • BENZYLTRIMETHYLAMMONIUM BROMIDE DIBROMIDE
  • BENZYLTRIMETHYLAMMONIUM TRIBROMIDE
  • N-Benzyl-N,N,N-trimethylammonium tribromide
  • Benzyltrimethylammonium tribromid
CAS:
111865-47-5
MF:
C10H16Br3N
MW:
389.96
Product Categories:
  • Ammonium Polyhalides, etc. (Quaternary)
  • Bromination
  • Halogenation
  • Quaternary Ammonium Compounds
  • Synthetic Organic Chemistry
  • Amines and Anilines
  • bc0001
Mol File:
111865-47-5.mol
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Benzyltrimethylammonium tribromide Chemical Properties

Melting point:
99-101 °C (lit.)
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
solubility 
DMSO (Slightly), Methanol (Slightly)
form 
Crystalline Powder
color 
Yellow to orange
Sensitive 
Hygroscopic
BRN 
7105839
Stability:
Light Sensitive
InChI
InChI=1S/C10H16N.Br3/c1-11(2,3)9-10-7-5-4-6-8-10;1-3-2/h4-8H,9H2,1-3H3;/q+1;-1
InChIKey
UZUKVMLVILGNPX-UHFFFAOYSA-K
SMILES
[Br-](Br)Br.C(C1C=CC=CC=1)[N+](C)(C)C
CAS DataBase Reference
111865-47-5(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36-37/39
RIDADR 
1759
WGK Germany 
3
HS Code 
29239000

MSDS

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Benzyltrimethylammonium tribromide Usage And Synthesis

Chemical Properties

Yellow to orange crystalline powder

Uses

Benzyltrimethylammonium Tribromide acts as a brominating agent for aromatic compounds, and also functions as a mild oxidising agent for many functional groups.

Application

Benzyltrimethylammonium tribromide is a versatile and mild organic synthesis reagent, primarily used as a solid brominating agent and a mild oxidizing agent. As a brominating agent, it efficiently and selectively brominates aromatic compounds (such as phenols and aromatic amines), α-ketones, and alkenes, making it an ideal alternative to highly toxic liquid bromine, thus improving operational safety and convenience. As a mild oxidizing agent, it can be used to oxidize various functional groups, including alcohols, thioethers, and ethers, and plays a role in the synthesis of certain heterocyclic compounds. Furthermore, it can act as a phase-transfer catalyst, enhancing reaction rates and yields.

Synthesis

Benzyltrimethylammonium tribromide can be synthesized by the reaction of benzyltrimethylammonium chloride with sodium bromate and hydrobromic acid in aqueous solution.

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