Acetyl bromide

Acetyl bromide^[1]

Names
IUPAC name Acetyl bromide
Identifiers
CAS Number	506-96-7 N
ChemSpider	10050 Y
Jmol interactive 3D	Image Image
PubChem	10482
InChI InChI=1S/C2H3BrO/c1-2(3)4/h1H3 Y Key: FXXACINHVKSMDR-UHFFFAOYSA-N Y InChI=1/C2H3BrO/c1-2(3)4/h1H3 Key: FXXACINHVKSMDR-UHFFFAOYAZ
SMILES CC(=O)Br BrC(=O)C
Properties
Chemical formula	C2H3BrO
Molar mass	122.95 g/mol
Density	1.663 g/mL
Melting point	−96 °C (−141 °F; 177 K)
Boiling point	75 to 77 °C (167 to 171 °F; 348 to 350 K)
Hazards
Safety data sheet	ILO MSDS
EU classification (DSD)	C
R-phrases	R14 R34
S-phrases	S26 S36/37/39 S45
Flash point	110 °C (230 °F; 383 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Acetyl bromide is an acyl bromide compound. As is expected, it may be prepared by reaction between phosphorus tribromide and acetic acid:^[2]

3 CH₃COOH + PBr₃ → 3 CH₃COBr + H₃PO₃

As usual for an acid halide, acetyl bromide hydrolyzes rapidly in water, forming acetic acid and hydrobromic acid. It also reacts with alcohols and amines to produce acetate esters and acetamides, respectively.

References

1. ↑ Acetyl bromide at Sigma-Aldrich
2. ↑ Theodore M. Burton and Ed. F. Degering (1940). "The Preparation of Acetyl Bromide". J. Am. Chem. Soc. 62: 227. doi:10.1021/ja01858a502.