ChemicalBook--->CAS DataBase List--->111865-47-5

111865-47-5

111865-47-5 Structure

111865-47-5 Structure
IdentificationMore
[Name]

Benzyltrimethylammonium tribromide
[CAS]

111865-47-5
[Synonyms]

BENZYLTRIMETHYLAMMONIUM BROMIDE DIBROMIDE
BENZYLTRIMETHYLAMMONIUM TRIBROMIDE
BTMABR3
N-Benzyl-N,N,N-trimethylammonium tribromide
Benzyltrimethylammonium tribromid
TRIMETHYL BENZYL AMMONIUM TRIBROMIDE
Benzyltrimethylammonium Tribromide [Brominating Reagent]
Benzyltrimethylammonium bromide dibromide, BTMABr3
[Molecular Formula]

C10H16Br3N
[MDL Number]

MFCD00134423
[Molecular Weight]

389.95
[MOL File]

111865-47-5.mol
Chemical PropertiesBack Directory
[Appearance]

Yellow to orange crystalline powder
[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 DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P264-P271-P280-P302+P352-P305+P351+P338
[Hazard Codes ]

Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S37/39:Wear suitable gloves and eye/face protection .
[RIDADR ]

1759
[WGK Germany ]

3
[HS Code ]

29239000
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
Hazard InformationBack Directory
[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.
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.
BTMA-Br₃ is used in the preparation of 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.
Spectrum DetailBack Directory
[Spectrum Detail]

Benzyltrimethylammonium tribromide(111865-47-5)MS
Benzyltrimethylammonium tribromide(111865-47-5)1HNMR
Benzyltrimethylammonium tribromide(111865-47-5)13CNMR
Benzyltrimethylammonium tribromide(111865-47-5)IR1
Benzyltrimethylammonium tribromide(111865-47-5)IR2
Benzyltrimethylammonium tribromide(111865-47-5)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

Benzyltrimethylammoniumtribromide,97%(111865-47-5)
[Alfa Aesar]

Benzyltrimethylammonium tribromide, 98%(111865-47-5)
[Sigma Aldrich]

111865-47-5(sigmaaldrich)
[TCI AMERICA]

Benzyltrimethylammonium Tribromide  [Brominating Reagent],>97.0%(T)(111865-47-5)
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