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)

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

• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

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.

Chemical Reactivity

Benzyltrimethylammonium tribromide (BTMA-Br₃) is an important reaction solvent that can be used as a substitute for liquid elemental bromine. It can be applied in the following reaction processes:
(1) BTMA-Br3 has been used for the oxidation of sulfides to sulfoxides.

(2) BTMA-Br₃ can be used to convert aryl thioureas into 2-aminobenzothiazoles.

(3) BTMA-Br3 has also been used for the oxidation of aldehydes,diols and alcohol.

Synthesis

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

Benzyltrimethylammonium tribromide(111865-47-5)Related Product Information

• Benzyltributylammonium bromide
• BENZYLTRIMETHYLAMMONIUM TETRACHLOROIODATE
• Benzyltrimethylammonium hydroxide
• Benzyl chloromethyl ether
• Diethyl benzylmalonate
• Benzyltrimethylammonium chloride
• Benzyltriethylammonium bromide
• Benzyltriethylammonium chloride
• Behenyl Trimethyl Ammonium Chloride
• p-Phenylenediamine
• Benzylamine
• Barbituric acid
• 2-BENZOYLACETANILIDE
• Benzyltributylammonium chloride
• BENZYLTRIMETHYLAMMONIUM DICHLOROIODATE
• Benzyltrimethylammonium bromide
• BENZYLTRIETHYLAMMONIUM IODIDE
• Ferrous sulfate