methyl 3,3,3-trifluoro-2-oxopropanoate

• ChemBase ID: 8494
• Molecular Formular: C4H3F3O3
• Molecular Mass: 156.0600296
• Monoisotopic Mass: 156.00342862
• SMILES: C(C(=O)C(=O)OC)(F)(F)F
• Canonical SMILES: COC(=O)C(=O)C(F)(F)F
• InChI: InChI=1S/C4H3F3O3/c1-10-3(9)2(8)4(5,6)7/h1H3
• InChIKey: XGLLQDIWQRQROJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 3,3,3-trifluoro-2-oxopropanoate
• IUPAC Traditional name: methyl 3,3,3-trifluoro-2-oxopropanoate
• Synonyms: methyl 3,3,3-trifluoro-2-oxopropanoate; Methyl trifluoropyruvate; Methyl 3,3,3-trifluoropyruvate; Methyl trifluoropyruvate; Methyl 2-oxo-3,3,3-trifluoropropionate; Methyl 2-oxo-3,3,3-trifluoropropanoate 97%; Trifluoropyruvic acid methyl ester; Methyl trifluoropyruvate; 三氟棕榈酸甲酯

Database IDs

• CAS Number: 13089-11-7
• EC Number: 000-000-0
• MDL Number: MFCD00114936
• Beilstein Number: 1863490
• PubChem SID: 24873485; 160971801
• PubChem CID: 2734931

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.57743
• LogD (pH = 7.4): 1.57743
• Log P: 1.57743
• Molar Refractivity: 23.769 cm^3
• Polarizability: 9.017317 Å^3
• Polar Surface Area: 43.37 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 84-86°C; 84-86°C; 86 °C(lit.)
• Flash Point: 26 °C; 26°C; 26°C(79°F); 78.8 °F
• Density: 1.52; 1.528; 1.529; 1.529 g/mL at 25 °C(lit.)
• Refractive Index: 1.3320; n20/D 1.332(lit.)
• Hydrophobicity(logP): 0.661

Safety Information

• Storage Warning: Flammable/Irritant; IRRITANT, FLAMMABLE
• European Hazard Symbols: Irritant (Xi)
• UN Number: 1993; UN3272
• German water hazard class: 3
• Hazard Class: 3
• Packing Group: 3; III
• Risk Statements: 10; 10-36/37/38
• Safety Statements: 23-26-37
• TSCA Listed: false; 否
• GHS Pictograms: GHS02; GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H226; H226-H315-H319-H335
• GHS Precautionary statements: P210-P241-P303+P361+P353-P305+P351+P338-P405-P501A
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1993 3/PG 3

Product Information

• Purity: 95%; 97%
• Linear Formula: CF3COCO2CH3

DETAILS

Sigma Aldrich - 510246

Packaging
5 g in glass bottle

REFERENCES

• Aromatic compounds, in the presence of 5 mol% Indium(III) trifluoromethanesulfonate, 40131as a Lewis acid catalyst, undergo a Friedel-Crafts reaction in water to give the ɑ-aryl-ɑ-hydroxy-2,2,2-trifluoropropionic ester: Synlett, 555 (2004). Several other metal triflates or triflic acid itself were less effective. Activated aromatics, e.g. indoles, undergo rapid Friedel-Crafts alkylation under solvent- and catalyst-free condtions: Tetrahedron Lett., 47, 2511 (2006).