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99-73-0 - 2,4'-Dibromoacetophenone, 98+% - alpha,4-Dibromoacetophenone - 4-Bromophenacyl bromide - A13687 - Alfa Aesar

A13687 2,4'-Dibromoacetophenone, 98+%

CAS Number
99-73-0
Synonyms
alpha,4-Dibromoacetophenone
4-Bromophenacyl bromide

Size Price ($) Quantity Availability
5g 19.39
25g 59.74
100g 177.46
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2,4'-Dibromoacetophenone, 98+%

MDL
MFCD00000200
EINECS
202-783-6

Chemical Properties

Formula
C8H6Br2O
Formula Weight
277.95
Melting point
108-112°
Solubility
Soluble in dimethyl sulfoxide (5 mg/ml), methanol (20 mg/ml), toluene and ethanol. Insoluble in water.

Applications

2,4'-Dibromoacetophenone is used as a reagent for analysis of fatty acids by HPLC as 4-bromophenacyl esters, for use in the protection of phenols and carboxylic acids. It undergoes condensation reactions with aldehydes in the presence of SnCl2 or SmI3 to afford α,β-unsaturated ketones. It is also useful in the esterification of carboxylic acids.

Notes

Keep container tightly sealed. Store in refrigerated condition. Incompatible with bases and oxidizing agents.

Literature References

K. T. Potts.; D. R. Choudhury.; T. R. Westby. Bridgehead nitrogen systems. X. Cycloadditions with thiazolium N-ylides. J. Org. Chem. 1976, 41 (2), 187-191.

Derrick L. J. Clive.; Pierre L. Beaulieu. Dehalogenation of .alpha.-chloro and .alpha.-bromo ketones. Use of sodium O,O-diethyl phosphorotelluroate. J. Org. Chem. 1982, 47 (6), 1124-1126.

Reagent for analysis of fatty acids by HPLC as 4-bromophenacyl esters: Anal. Chem., 47, 1797, (1975).

For use in the protection of phenols and carboxylic acids, see: Tetrahedron Lett., 343 (1970).

The O-methyl oxime has been used to N-alkylate pyridines. The products can be cyclized with triethylamine to give imidazo[1,2-a]pyridines in high yield: Synthesis, 927 (1996).

GHS Hazard and Precautionary Statements

Hazard Statements: H314-H318

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

Precautionary Statements: P280-P305+P351+P338-P309-P310

Wear protective gloves/protective clothing/eye protection/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF exposed or if you feel unwell: Immediately call a POISON CENTER or doctor/physician.

Other References

Merck
14,1427
Beilstein
607604
Hazard Class
8
Packing Group
II
Harmonized Tariff Code
2914.70
TSCA
Yes
RTECS
AM6950000

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