| Identification | More | [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 Properties | Back 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 Data | Back Directory | [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 Information | Back 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.
(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.
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