2-oxo-4-(trifluoromethyl)-2H-chromen-7-yl butanoate

• ChemBase ID: 156192
• Molecular Formular: C14H11F3O4
• Molecular Mass: 300.2299496
• Monoisotopic Mass: 300.06094349
• SMILES: CCCC(=O)Oc1ccc2c(cc(=O)oc2c1)C(F)(F)F
• Canonical SMILES: CCCC(=O)Oc1ccc2c(c1)oc(=O)cc2C(F)(F)F
• InChI: InChI=1S/C14H11F3O4/c1-2-3-12(18)20-8-4-5-9-10(14(15,16)17)7-13(19)21-11(9)6-8/h4-7H,2-3H2,1H3
• InChIKey: DIOAEWNUCWIZQK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-oxo-4-(trifluoromethyl)-2H-chromen-7-yl butanoate
• IUPAC Traditional name: 2-oxo-4-(trifluoromethyl)chromen-7-yl butanoate
• Synonyms: 4-(Trifluoromethyl)umbelliferyl butyrate

Database IDs

• CAS Number: 141573-64-0
• MDL Number: MFCD00800274
• PubChem SID: 162250330; 24851619
• PubChem CID: 688619

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 3.1995468
• LogD (pH = 7.4): 3.1995468
• Log P: 3.1995468
• Molar Refractivity: 67.1234 cm^3
• Polarizability: 25.096992 Å^3
• Polar Surface Area: 52.6 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: 2-methoxyethanol: soluble; DMF: soluble; DMSO: soluble
• Melting Point: 93 °C(lit.)
• Fluorescence: λex 384 nm; λem 500 nm in 0.1 M phosphate pH 8.0 (lipase)

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥98.0% (TLC)
• Suitability: suitable for fluorescence
• Empirical Formula (Hill Notation): C14H11F3O4

DETAILS

Sigma Aldrich - 19385

Application
suitable as fluorogenic substrate for esterases/lipases