Acetyl bromide

{{chembox

| Verifiedfields = changed

| Watchedfields = changed

| verifiedrevid = 477239903

| Reference =[http://www.sigmaaldrich.com/catalog/ProductDetail.do?N4=135968|ALDRICH&N5=SEARCH_CONCAT_PNO|BRAND_KEY&F=SPEC Acetyl bromide]{{dead link|date=October 2016 |bot=InternetArchiveBot |fix-attempted=yes }} at Sigma-Aldrich

| ImageFileL1 = Acetyl_bromide.svg

| ImageAltL1 = Structural formula of acetyl bromide

| ImageFileR1 = Acetyl-bromide-3D-balls.png

| ImageSizeR1 = 120

| ImageAltR1 = Ball-and-stick model of acetyl bromide

| PIN = Acetyl bromide

| OtherNames =

|Section1={{Chembox Identifiers

| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}

| ChemSpiderID = 10050

| EC_number = 208-061-7

| RTECS = AO5955000

| UNNumber = 1716

| UNII = O18V5XYO0G

| InChI = 1/C2H3BrO/c1-2(3)4/h1H3

| InChIKey = FXXACINHVKSMDR-UHFFFAOYAZ

| SMILES1 = BrC(=O)C

| StdInChI_Ref = {{stdinchicite|correct|chemspider}}

| StdInChI = 1S/C2H3BrO/c1-2(3)4/h1H3

| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}

| StdInChIKey = FXXACINHVKSMDR-UHFFFAOYSA-N

| CASNo_Ref = {{cascite|changed|??}}

| CASNo=506-96-7

| PubChem=10482

| SMILES=CC(=O)Br

}}

|Section2={{Chembox Properties

| C=2|H=3|Br=1|O=1

| Appearance=

| Density=1.663 g/mL

| MeltingPtC = -96

| BoilingPtC = 75 to 77

| Solubility=

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|Section3={{Chembox Hazards

| ExternalSDS = [http://www.ilo.org/public/english/protection/safework/cis/products/icsc/dtasht/_icsc03/icsc0365.pdf ILO MSDS]

| FlashPtC=110

| AutoignitionPtC =

| GHSPictograms = {{GHS05}}

| GHSSignalWord = Danger

| HPhrases = {{H-phrases|314}}

| PPhrases = {{P-phrases|260|264|280|301+330+331|303+361+353|304+340|305+351+338|310|321|363|405|501}}

}}

}}

Acetyl bromide is an acyl bromide compound. As is expected, it may be prepared by reaction between phosphorus tribromide and acetic acid:{{cite journal | doi = 10.1021/ja01858a502 | journal = J. Am. Chem. Soc. | title = The Preparation of Acetyl Bromide | author = Theodore M. Burton and Ed. F. Degering | year = 1940 | volume = 62 | pages = 227}}

: 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.