3-bromo-1,1,1-trifluoropropan-2-one

• ChemBase ID: 6467
• Molecular Formular: C3H2BrF3O
• Molecular Mass: 190.9465896
• Monoisotopic Mass: 189.92411134
• SMILES: BrCC(=O)C(F)(F)F
• Canonical SMILES: BrCC(=O)C(F)(F)F
• InChI: InChI=1S/C3H2BrF3O/c4-1-2(8)3(5,6)7/h1H2
• InChIKey: ONZQYZKCUHFORE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-bromo-1,1,1-trifluoropropan-2-one
• IUPAC Traditional name: 3-bromo-1,1,1-trifluoropropan-2-one
• Synonyms: 3-Bromo-1,1,1-trifluoroacetone; 3-Bromo-1,1,1-trifluoroacetone; 3-BroMo-1,1,1-trifluoro-2-propanone; 3-Bromo-1,1,1-trifluoroacetone; 1-Bromo-3,3,3-trifluoro-2-propanone; 1-Bromo-3,3,3-trifluoroacetone; 3-Bromo-1,1,1-trifluoropropan-2-one; 3-Bromo-1,1,1-trifluoropropan-2-one; 3-Bromo-2-oxo-1,1,1-trifluoropropane; 3-Bromo-1,1,1-trifluoroacetone 98%; 3-溴-1,1,1-三氟丙酮; 1-溴-3,3

Database IDs

• CAS Number: 431-35-6
• EC Number: 207-071-9
• MDL Number: MFCD00039237
• Beilstein Number: 1703387
• PubChem SID: 24863276; 160969774; 24851140
• PubChem CID: 79008

CALCULATED PROPERTIES

• Acid pKa: 11.308105
• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 1.9614469
• LogD (pH = 7.4): 1.961394
• Log P: 1.9614475
• Molar Refractivity: 24.9417 cm^3
• Polarizability: 9.464424 Å^3
• Polar Surface Area: 17.07 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: <-80°C; -80°C
• Boiling Point: 85-87°C; 85-87°C; 87 °C/743 mmHg(lit.); 87°C/743mm
• Flash Point: -2°C(28°F); 41 °F; 5 °C; 5°C
• Density: 1.822; 1.839; 1.839 g/mL at 25 °C(lit.)
• Refractive Index: 1.376; 1.3760; n20/D 1.376(lit.)

Safety Information

• Storage Warning: Highly Flammable/Corrosive/Lachrymatory/Keep Cold; LACHRYMATOR, FLAMMABLE, CORROSIVE
• European Hazard Symbols: Corrosive (C); Flammable (F)
• UN Number: 2924; UN2924
• German water hazard class: 3
• Hazard Class: 3
• Packing Group: 2; II
• Risk Statements: 11-34; 11-34-37
• Safety Statements: 16-26-36/37/39-45; 9-16-26-36/37/39-45
• TSCA Listed: false; 否
• GHS Pictograms: GHS02; GHS05
• GHS Signal Word: Danger
• GHS Hazard statements: H225-H314; H225-H314-H318
• GHS Precautionary statements: P210-P241-P303+P361+P353-P305+P351+P338-P405-P501A; P210-P280-P305 + P351 + P338-P310
• Personal Protective Equipment: Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 2924 3/PG 2

Product Information

• Purity: ≥95.0% (GC); 95%; 95+%; 97%; 98%
• Grade: purum
• Linear Formula: CF3COCH2Br

DETAILS

Sigma Aldrich - 374059

Packaging
5 g in ampule

REFERENCES

• A novel reductive olefination reaction with aldehydes, mediated by Ti(O-i-Pr)₄ and PPh₃, provides a one-pot synthesis of trifluoromethylated trans-allylic alcohols: Chem. Commun., 2195 (1998):
  
• The oxime is readily converted with base to the highly reactive species 1,1,1-trifluoro-2-nitroso-2-propene, which undergoes hetero-Diels-Alder reactions, e.g. with cyclopentadiene or indole to give fused oxazolines. The indole adduct rearomatizes to give 1-(3-indolyl)-3,3,3-trifluoroacetoxime: J. Org. Chem., 57, 339 (1992).