6-(trifluoromethyl)-3-oxa-13-azatetracyclo[7.7.1.02,7.013,17]heptadeca-1,5,7,9(17)-tetraen-4-one

• ChemBase ID: 120493
• Molecular Formular: C16H14F3NO2
• Molecular Mass: 309.2830696
• Monoisotopic Mass: 309.09766335
• SMILES: c12c(c(C(F)(F)F)cc(=O)o2)cc2c3c1CCCN3CCC2
• Canonical SMILES: O=c1cc(c2c(o1)c1CCCN3c1c(c2)CCC3)C(F)(F)F
• InChI: InChI=1S/C16H14F3NO2/c17-16(18,19)12-8-13(21)22-15-10-4-2-6-20-5-1-3-9(14(10)20)7-11(12)15/h7-8H,1-6H2
• InChIKey: VSSSHNJONFTXHS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-(trifluoromethyl)-3-oxa-13-azatetracyclo[7.7.1.0^2,^7.0^1^3,^1^7]heptadeca-1,5,7,9(17)-tetraen-4-one
• IUPAC Traditional name: coumarin 153
• Synonyms: 9-(trifluoromethyl)-2,3,6,7-tetrahydro-1H-pyrano[2,3-f]pyrido[3,2,1-ij]quinolin-11(5H)-one; Coumarin 153; 2,3,6,7-Tetrahydro-9-(trifluoromethyl)-1H,5H,11H-[1]benzopyrano(6,7,8-ij)quinolizin-11-one; 2,3,6,7-Tetrahydro-9-trifluoromethyl-1H,5H-quinolizino(9,1-gh)coumarin; 8-Trifluoromethyl-2,3,5,6-4H-1,H-11-oxa-3a-aza-benzo[de]anthracen-10-one; Coumarin 540A; 8-三氟甲基-2,3,5,6-4H-1,H-11-氧杂-3a-氮杂-苯并[de]蒽-10-酮; 香豆素 540A; 香豆素 153; 2,3,6,7-四氢-9-(三氟甲基)-1H,5H,11H-[1]苯并吡喃(6,7,8-ij)喹嗪-11-酮; 2,3,6,7-四氢-9-三氟甲基-1H,5H-喹嗪并(9,1-gh)香豆素

Database IDs

• CAS Number: 53518-18-6
• EC Number: 258-600-5
• MDL Number: MFCD00041843
• Beilstein Number: 3624201
• PubChem SID: 162214846; 24878878
• PubChem CID: 72652

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 3.5223627
• LogD (pH = 7.4): 3.524117
• Log P: 3.5241394
• Molar Refractivity: 77.0129 cm^3
• Polarizability: 27.427607 Å^3
• Polar Surface Area: 29.54 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 164-168 °C(lit.)
• Absorption Wavelength: λmax 422 nm
• Fluorescence: λem 532 nm in ethanol (Lasing peak 550 nm, lasing range 521 - 605 nm (methanol), pump source XeCl (308 nm))

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Compostion: Dye content, 99%
• Empirical Formula (Hill Notation): C16H14F3NO2

DETAILS

Sigma Aldrich - 546186

Application
Laser dye
Packaging
100 mg in glass bottle