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4207-56-1 - Phenyltrimethylammonium tribromide, 97% - N,N,N-Trimethylanilinium tribromide - Trimethylphenylammonium tribromide - A15326 - Alfa Aesar

A15326 Phenyltrimethylammonium tribromide, 97%

CAS Number
4207-56-1
Synonyms
N,N,N-Trimethylanilinium tribromide
Trimethylphenylammonium tribromide

Size Price ($) Quantity Availability
50g 63.76
250g 218.70
1000g 662.40
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Phenyltrimethylammonium tribromide, 97%

MDL
MFCD00011789
EINECS
224-127-8

Chemical Properties

Formula
C6H5N(CH3)3Br•Br2
Formula Weight
375.93
Melting point
112-117°
Sensitivity
Hygroscopic
Solubility
Insoluble in water.

Applications

Phenyltrimethylammonium tribromide is used as brominating reagent for 1,2-addition of bromine to the double bond of α,β-unsaturated compounds.

Notes

Hygroscopic. Incompatible with oxidizing agents, reducing agents and bases.

Literature References

Lili Jin; Huanwang Jing; Tao Chang; Xiuli Bu; Li Wang; Zhongli Liu. Metal porphyrin/phenyltrimethylammonium tribromide: High efficient catalysts for coupling reaction of CO2 and epoxides. Journal of Molecular Catalysis A: Chemical. 2007, 261,(2), 262-266.

 

T.Javed; S.S.Kahlon. Multi-step synthesis of benzopyranones via a key step involving reaction of the intermediate compound with phenyltrimethylammonium tribromide. Journal of Heterocyclic Chemistry. 2002, 39,(4), 627-630.

Reagent for the selective ɑ-bromination of acetals with good stability and solubility in organic solvents such as THF: Tetrahedron Lett., 24 (1959); Bull. Soc. Chim. Fr., 1822 (1961); 90 (1962). For example of use in a one-pot ɑ-bromoacetalization of carbonyl compounds in high yields, see: Synthesis, 309 (1982).

For example of selective ɑ-monobromination of ketones, see: Org. Synth. Coll., 6, 175 (1988). Silyl enol ethers are also ɑ-brominated with this reagent to give ɑ-bromo enones: Synlett, 651 (1994).

Tosylhydrazones have been oxidized to N-alkenyl-N'-tosyldiazenes: J. Org. Chem., 39, 826 (1974).

Catalyses the aziridination of alkenes by Chloramine-T trihydrate, A12044: J. Am. Chem. Soc., 120, 6844 (1998).

GHS Hazard and Precautionary Statements

Hazard Statements: H314-H318

Causes severe skin burns and eye damage. Causes serious eye damage.

Precautionary Statements: P280-P303+P361+P353-P305+P351+P338-P310

Wear protective gloves/protective clothing/eye protection/face protection. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Immediately call a POISON CENTER or doctor/physician.

Other References

Beilstein
3919459
Hazard Class
8
Packing Group
II
Harmonized Tariff Code
2923.90
TSCA
Yes

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