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Coumarin 7

CAS 27425-55-4 ≥98%

Coumarin 7 | CAS 27425-55-4 | ≥98%

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Technical Specifications

CAS Number 27425-55-4
EC / EINECS Number 248-451-4
MDL Number MFCD00051348
SMILES CCN(CC)C1=CC2=C(C=C1)C=C(C(=O)O2)C3=NC4=CC=CC=C4N3
InChI InChI=1S/C20H19N3O2/c1-3-23(4-2)14-10-9-13-11-15(20(24)25-18(13)12-14)19-21-16-7-5-6-8-17(16)22-19/h5-12H,3-4H2,1-2H3,(H,21,22)
InChIKey GOLORTLGFDVFDW-UHFFFAOYSA-N
PubChem CID 94381
Molecular Formula C₂₀H₁₉N₃O₂
Molecular Weight 333.38 g/mol
Melting Point 238-243 °C
Solubility Soluble in chloroform, dichloromethane, DMSO, DMF and warm ethanol; sparingly soluble in water.
Purity ≥98%
Physical Form White to Light yellow powder to crystal
HS Code 2933.99
Country of Origin Finland
Shelf Life Retest period: 36 months from date of manufacture
Storage Conditions Store in a cool, dry place in a tightly sealed container, protected from light

Product Description & Scientific Applications

Coumarin 7 fluoresces from an intramolecular charge-transfer (ICT) excited state, with the 7-diethylamino group as donor and the 3-(2-benzimidazolyl) substituent as acceptor. It emits from a planar ICT state across the solvent range, stabilised by an intramolecular hydrogen bond between the benzimidazole N–H and the lactone carbonyl. Emission is solvatochromic: in water the neutral dye absorbs at 462 nm and emits near 500 nm with a fluorescence quantum yield of 0.15, while protonation moves absorption to 475 nm and emission to 512 nm and lowers the quantum yield to 0.05. In high-polarity protic solvents, beyond a Lippert–Mataga Δf of about 0.31, a nonfluorescent twisted ICT (TICT) state opens a nonradiative channel, so quantum yield and fluorescence lifetime fall below their linear solvent-polarity correlation.

Common Scientific Applications

  • Laser dye. Used in ethanolic solution as a gain medium, and as a laser-induced-fluorescence staining fluorophore.
  • Environment-reporting fluorophore. The large solvatochromic and host-induced spectral shifts make Coumarin 7 a reporter of local polarity and confinement.
  • Host–guest photophysics. Encapsulation in sulfobutylether-β-cyclodextrin suppresses the TICT channel, doubling the aqueous quantum yield from 0.15 to 0.30 and raising photostability.
  • Ratiometric sensing. Driving the monomer–aggregate equilibrium with poly(styrene sulfonate) at pH about 3 gives a readout at 650 nm against the 513 nm monomer band.

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  • Worldwide: 7–14 business days, selected locations.

Safety Information

GHS Pictograms
GHS07 Harmful/Irritant
Signal Word Warning
Hazard Class Not regulated for transport
Transport Category Not classified as dangerous goods for transport (ADR/IATA/IMDG)
H-Statements H315 - H319 - H335
P-Statements P261 - P264 - P271 - P280 - P302+P352 - P304+P340 - P305+P351+P338 - P332+P313 - P337+P313 - P362+P364 - P501
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