Coumarin 153
Basic information
- CAS
53518-18-6- Standard SMILES
O=c1cc(C(F)(F)F)c2cc3c4c(c2o1)CCCN4CCC3- InChIKey
VSSSHNJONFTXHS-UHFFFAOYSA-N- Molecular formula
- C16H14F3NO2
- Average molar mass
- 309.28 g/mol
- Monoisotopic mass
- 309.09766318
Overview
Coumarin 153 is a member of 7-aminocoumarins. It has a role as a fluorochrome.
Names & identifiers
- Preferred name
- Coumarin 153
- IUPAC
- 6-(trifluoromethyl)-3-oxa-13-azatetracyclo[7.7.1.02,7.013,17]heptadeca-1(17),2(7),5,8-tetraen-4-one
- English name
- Coumarin 153
- Molecular formula
- C16H14F3NO2
- Molecular weight
- 309.28
Names & synonyms
Coumarin 15353518-18-6Pilot 4952,3,6,7-Tetrahydro-9-(trifluoromethyl)-1H,5H,11H-[1]benzopyrano[6,7,8-ij]quinolizin-11-one1H,5H,11H-[1]Benzopyrano[6,7,8-ij]quinolizin-11-one, 2,3,6,7-tetrahydro-9-(trifluoromethyl)-CHEBI:51773NSC-338964BC3BHZ527V2,3,6,7-Tetrahydro-9-(trifluoromethyl)-1H,5H,11H-(1)benzopyrano(6,7,8-ij)quinolizin-11-oneDTXSID00688641H,5H,11H-(1)Benzopyrano(6,7,8-ij)quinolizin-11-one, 2,3,6,7-tetrahydro-9-(trifluoromethyl)-K-153
Show more names
CUMARIN 153Coumarine 153Coumarine540ACoumarin153>153coumarin 153Exciton Coumarin 540ACouMarin 153 Dye content 99 %COUMARIN 153, DYE CONTENT 99%
2,3,6,7-Tetrahydro-9-(trifluoromethyl)-1H,5H,11H-[1]benzopyrano(6,7,8-ij)quinolizin-11-oneRefChem:128239DTXCID3041459258-600-5Coumarin153Coumarin 540aC 6FCoumarin 6f
Database identifiers
- CAS
53518-18-6- PubChem CID
- 72652
- DTXSID
DTXSID0068864- ChEMBL
CHEMBL1431610- ChEBI
CHEBI:51773- UNII
- BC3BHZ527V
- EC Number
- 258-600-5
- Nikkaji
- J295.979H
Properties
Computed structural properties
- XLogP
- 3.2
- Topological polar surface area
- 29.5 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 0
- Heavy atoms
- 22
- Formal charge
- 0
- Complexity
- 516
Experimental & physicochemical properties
Chemical ClassesDyes -> Coumarin Dyes
Physical DescriptionSolid; [MSDSonline]
Physicochemical properties
- Melting point
- 164 · 164-168 °C(lit.)
- Boiling point
- 447.3 · 447.3±45.0 °C(Predicted)
- Density
- 1.44 · 1.44±0.1 g/cm3(Predicted)
- storage temp.
- 2 · 2-8°C
- pka
- 5.16 · 5.16±0.40(Predicted)
- form
- powder to crystal
- color
- Light yellow to Yellow to Orange
- λmax
- 422 nm · 422 nm (lit.)422 nm
- BRN
- 3624201 · 3624201
- Stability
- Stable. Incompatible with strong oxidizing agents.
- 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
- SMILES
- C12=C3OC(=O)C=C(C(F)(F)F)C3=CC3=C1N(CCC3)CCC2
- FDA UNII
- 3 BHZ527V · BC3BHZ527V
- EPA Substance Registry System
- 1 H,5H,11H-[1]Benzopyrano[6,7,8-ij]quinolizin-11-one, · 1H,5H,11H-[1]Benzopyrano[6,7,8-ij]quinolizin-11-one, 2,3,6,7-tetrahydro-9-(trifluoromethyl)- (53518-18-6)
- UNSPSC Code
- 12352103 · 12352103
- NACRES
- 25 · NA.25
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302-H315-H319-H335
- Precautionary statements
- 261 · P261-P305+P351+P338
- PPE
- 95 · Eyeshields, Gloves, type N95 (US)
- Hazard Codes
- Xn
- Risk Statements
- 36 · 36/37/38-20/21/22
- Safety Statements
- 37 · 37/39-26-24/25
- WGK Germany
- 3 · 3
- F
- 10 · 10
- TSCA
- TSCA listed
- HS Code
- 29322010 · 29322010
- Storage Class
- 13 · 13 - Non Combustible Solids
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Hazard information
Hazards SummaryMay cause skin and respiratory tract irritation; [MSDSonline] The 3 laser dyes tested for skin sensitization were found to be negative. [Blackwell Synergy - Contact Dermatitis, Volume 21, Issue 3, Page 141-147, September 1989] See Coumarin.
Safety data
- F
- 10
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- tsca
- TSCA listed
- hs_code
- 29322010
- risk_code
- 36/37/38-20/21/22
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xn
- safety_code
- 37/39-26-24/25
- Storage Class
- 13 - Non Combustible Solids
- Hazard statements
- H302-H315-H319-H335
- Precautionary statements
- P261-P305+P351+P338
Chemistry & industry
Uses & manufacturing
UsesCoumarin 153 is used as laser dyes. [Ullmann: Laser Dyes]
General Manufacturing Information1H,5H,11H-[1]Benzopyrano[6,7,8-ij]quinolizin-11-one, 2,3,6,7-tetrahydro-9-(trifluoromethyl)-: ACTIVE
Applications
UsesLaser dye.
UsesCoumarin 153 is a non-phenolic amino-coumarins, an antioxidant with chemotherapeutic and anti-inflammatory properties.
Additional notes
DefinitionChEBI: Coumarin 153 is a member of 7-aminocoumarins. It has a role as a fluorochrome.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…