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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.
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).
Hazard Statements: H314-H318
Causes severe skin burns and eye damage. Causes serious eye damage.
Precautionary Statements: P280-P305+P351+P338-P309-P310a
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: