1-bromobutan-2-one

• ChemBase ID: 6798
• Molecular Formular: C4H7BrO
• Molecular Mass: 151.00178
• Monoisotopic Mass: 149.96802684
• SMILES: C(C(=O)CC)Br
• Canonical SMILES: CCC(=O)CBr
• InChI: InChI=1S/C4H7BrO/c1-2-4(6)3-5/h2-3H2,1H3
• InChIKey: CCXQVBSQUQCEEO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-bromobutan-2-one
• IUPAC Traditional name: 1-bromo-2-butanone
• Synonyms: Bromomethyl ethyl ketone; 1-Bromobutan-2-one 90% min.; 1-Bromo-2-butanone; 1-Bromo-2-butanone; 溴丁酮; 1-溴-2-丁酮

Database IDs

• CAS Number: 816-40-0
• EC Number: 212-431-3
• MDL Number: MFCD00000207
• Beilstein Number: 741894
• PubChem SID: 160970105; 24854607
• PubChem CID: 13156

CALCULATED PROPERTIES

• Acid pKa: 17.691307
• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 1.5296547
• LogD (pH = 7.4): 1.5296547
• Log P: 1.5296547
• Molar Refractivity: 28.5584 cm^3
• Polarizability: 11.060274 Å^3
• Polar Surface Area: 17.07 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 105 °C/150 mmHg(lit.); 105°C/150mm; 48-49°C/10mm
• Flash Point: 154.4 °F; 68 °C; 68°C; 68°C(154°F)
• Density: 1.479; 1.479 g/mL at 25 °C(lit.)
• Refractive Index: 1.4650; n20/D 1.465(lit.)

Safety Information

• Storage Warning: Harmful/Irritant/Lachrymatory/Light Sensitive/Store at -20°C; KEEP COLD, LACHRYMATOR, FLAMMABLE
• RTECS: EL7000000
• European Hazard Symbols: Toxic (T); Harmful (Xn)
• UN Number: UN2927
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: II
• Risk Statements: 20/21/22-36/37/38; 23-34
• Safety Statements: 26-27-36/37/39; 26-36/37/39-45
• TSCA Listed: false; 否
• GHS Pictograms: GHS05; GHS06; GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302 + H312 + H332-H315-H319-H335; H330-H314-H318-H227
• GHS Precautionary statements: P261-P280-P305 + P351 + P338; P280-P305+P351+P338-P309-P310
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: 90%; 95%; tech. 85%, stab. with calcium carbonate
• Contains: ~5% calcium carbonate as stabilizer
• Linear Formula: C2H5COCH2Br

DETAILS

Apollo Scientific Ltd - OR1465

Stabilised with calcium carbonate

Sigma Aldrich - 243299

Application
Used as a reagent for aromatic bromination with sodium hydride in DMSO.1 Also used in a microwave-assisted preparation of fused heterocycles.2
Packaging
1, 5 g in glass bottle

REFERENCES

• Has been used in an improved synthesis of 5-halopyrimidines by the reaction of ɑ -halo ketones with nitriles: Synthesis, 1053 (1992).