Coumarin 153

• CAS: 53518-18-6
• Catalog Number: ACM53518186-4
• Category: Other Products
• Molecular Weight: 309.29
• Molecular Formula: C16H14F3NO2
• Description: Alfa Chemistry offers high-purity Coumarin 153 products for various research purposes. Please contact us by email if you do not find the specification you are looking for on this page.
• Synonyms: Coumarin 540A; 2,3,6,7-Tetrahydro-9-(trifluoromethyl)-1H,5H,11H-[1]benzopyrano[6,7,8-ij]quinolizin-11-one
• IUPAC Name: 6-(trifluoromethyl)-3-oxa-13-azatetracyclo[7.7.1.02,7.013,17]heptadeca-1(17),2(7),5,8-tetraen-4-one
• SMILES: FC(F)(F)C1=CC(=O)Oc2c3CCCN4CCCc(cc12)c34
• 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
• InChI Key: VSSSHNJONFTXHS-UHFFFAOYSA-N
• Boiling Point: 164 - 168 °C(lit.)
• Melting Point: 164.0 to 168.0 °C
• Density: 1.44 ± 0.1 g/ml
• Appearance: Light yellow to Yellow to Orange powder to crystaline
• Application: Laser dye
• Storage: -20 °C in the dark
• Absorption Wavelength: (max.) 412(THF) nm
• Complexity: 516
• Composition: Dye content, 99%
• Condition To Avoid: Light Sensitive
• Covalently-Bonded Unit Count: 1
• EC Number: 258-600-5
• Exact Mass: 309.097663g/mol
• Features And Benefits: Coumarins are aromatic lactone compounds, many of which are found in natural plants. Coumarin compounds having an electron donating group at the 7-position show strong light absorption and emission, whereas unsubstituted coumarin compounds hardly emit light. This is because intramolecular charge transfer occurs when both electron-donating and electron-withdrawing groups are present in the coumarin molecule. The introduction of groups at the 3- or 4-position largely controls the wavelength of light absorption and emission. Furthermore, the introduction of electron-withdrawing groups at these positions can enhance the luminescence intensity.
• Formal Charge: 0
• H-Bond Acceptor: 6
• H-Bond Donor: 0
• Heavy Atom Count: 22
• MDL Number: MFCD00041843
• Molar Extinction Coefficient: min. 19800(THF, 410.0 to 415.0nm)
• Monoisotopic Mass: 309.097663g/mol
• NSC Number: 338964
• Packaging: 100 mg in glass insert
• Physical State: (20 deg.C) Solid
• Pubchem SID: 253660315
• Quality Level: 100
• Rotatable Bond Count: 0
• Storage Conditions: Store at room temperature and dry
• XLogP3: 3.2

Synthetic Use

Downstream Synthesis Route 1

• 336-64-1
• 53518-18-6

• 137516-28-0

Reference: [1]Matsui, Masaki; Shibata, Katsuyoshi; Muramatsu, Hiroshige; Sawada, Hideo; Nakayama, Masaharu
[Chemische Berichte, 1992, vol. 125, # 2, p. 467 - 472]

* For details of the synthesis route, please refer to the original source to ensure accuracy.