135968

Acetyl bromide

99%

• Synonym(s): Acetic acid bromide
• Linear Formula: CH₃COBr
• CAS Number: 506-96-7
• Molecular Weight: 122.95
• Beilstein/REAXYS Number: 1697546
• EC Number: 208-061-7
• MDL number: MFCD00000114
• UNSPSC Code: 12352100
• PubChem Substance ID: 24848248
• NACRES: NA.22

Properties

• vapor density: 4.3 (vs air)
• Quality Level: 200
• vapor pressure: 92.2 mmHg ( 25 °C)
• assay: 99%
• form: liquid
• refractive index: n20/D 1.45 (lit.)
• bp: 75-77 °C (lit.)
• mp: −96 °C (lit.)
• solubility: benzene: miscible; chloroform: miscible; diethyl ether: miscible
• density: 1.663 g/mL at 25 °C (lit.)
• SMILES string: CC(Br)=O
• InChI: 1S/C2H3BrO/c1-2(3)4/h1H3
• InChI key: FXXACINHVKSMDR-UHFFFAOYSA-N

Description

General description

Acetyl bromide effectively mediates Nazarov cyclization of a cross-conjugated pentadienone to give (±)-methyl rocaglate. It is added to dissolve Arabidopsis lignin during acetyl bromide method for rapid microscale determination of lignin content in Arabidopsis.

Application

Acetyl bromide can be used:

• In the quantification of lignin in cell wall residues of Arabidopsis.
• In the total synthesis of cinchona alkaloids named quinidine and quinine.
• To prepare 9,10-diarylanthracenes and triarylmethanes by reacting with arenes and various aromatic aldehydes using ZnBr₂/SiO₂.
• To prepare glycosyl bromides from free sugars or their peracetates.

Safety Information

• pictograms: GHS05
• signalword: Danger
• hcodes: H290,H314
• pcodes: P234 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338 - P363
• Hazard Classifications: Eye Dam. 1 - Met. Corr. 1 - Skin Corr. 1B
• supp_hazards: EUH014
• Storage Class: 8A - Combustible corrosive hazardous materials
• wgk_germany: WGK 2
• flash_point_f: No data available
• flash_point_c: No data available
• ppe: Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter