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A13687 2,4'-Dibromoacetophenone, 98+%

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

Stock No. Size Price ($) Quantity Availability
A13687-14 25g 59.00
A13687-22 100g 196.00
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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°
Storage & Sensitivity
Keep Cold.
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

Causes severe skin burns and eye damage.

Precautionary Statements: P260-P264b-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P310-P363-P501c

Do not breathe dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Wear protective gloves/protective clothing/eye protection/face protection. IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. 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. Wash contaminated clothing before reuse. Dispose of contents/ container to an approved waste disposal plant

Other References

Merck
14,1427
Beilstein
607604
Hazard Class
8
Packing Group
II
Harmonized Tariff Code
2914.79
TSCA
Yes
RTECS
AM6950000

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