Acetyl bromide

Acetyl bromide^[1]
Names
	Preferred IUPAC name Acetyl bromide
Identifiers
CAS Number	506-96-7 ;
3D model (JSmol)	Interactive image; Interactive image;
ChemSpider	10050 ;
ECHA InfoCard	100.007.329
EC Number	208-061-7;
PubChem CID	10482;
RTECS number	AO5955000;
UNII	O18V5XYO0G;
UN number	1716
CompTox Dashboard (EPA)	DTXSID5060140 ;
	InChI InChI=1S/C2H3BrO/c1-2(3)4/h1H3 Key: FXXACINHVKSMDR-UHFFFAOYSA-N ; InChI=1/C2H3BrO/c1-2(3)4/h1H3 Key: FXXACINHVKSMDR-UHFFFAOYAZ;
	SMILES CC(=O)Br; BrC(=O)C;
Properties
Chemical formula	C2H3BrO
Molar mass	122.949 g·mol−1
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
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H314
Precautionary statements	P260, P264, P280, P301+P330+P331, P303+P361+P353, P304+P340, P305+P351+P338, P310, P321, P363, P405, P501
Flash point	110 °C (230 °F; 383 K)
Safety data sheet (SDS)	ILO MSDS
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). verify (what is ?) 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

^ Acetyl bromide^{[permanent dead link]} at Sigma-Aldrich
^ Theodore M. Burton and Ed. F. Degering (1940). "The Preparation of Acetyl Bromide". J. Am. Chem. Soc. 62: 227. doi:10.1021/ja01858a502.

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[1] Acetyl bromide^{[permanent dead link]} 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.

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