793728

1,3,5,7-Tetramethyl-8-phenyl-4,4-difluoroboradiazaindacene

97%

• Synonym(s): BODIPY dye, Boron dipyrromethene fluorophore, Difluoro{2-[(3,5-dimethyl-2H-pyrrol-2-ylidene-N)phenylmethyl]-3,5-dimethyl-1H-pyrrolato-N}boron
• Empirical Formula (Hill Notation): C₁₉H₁₉BF₂N₂
• CAS Number: 194235-40-0
• Molecular Weight: 324.18
• MDL number: MFCD28137455
• UNSPSC Code: 12352103
• PubChem Substance ID: 329768412
• NACRES: NA.23

Properties

• assay: 97%
• form: powder
• mp: 174-179 °C
• fluorescence: λ_ex 326 nm; λ_em 515 nm
• SMILES string: FB(F)N1C(/C(C2=CC=CC=C2)=C3N=C(C)C=C\3C)=C(C)C=C1C
• InChI: 1S/C19H19BF2N2/c1-12-10-14(3)23-18(12)17(16-8-6-5-7-9-16)19-13(2)11-15(4)24(19)20(21)22/h5-11H,1-4H3/b18-17-
• InChI key: CMLQGCANJGWRFY-ZCXUNETKSA-N

Description

General description

1,3,5,7-Tetramethyl-8-phenyl-4,4-difluoroboradiazaindacene (BODIPY) is a difluoroboradiaza-s-indacene derivative that has high absorption coefficient and quantum yield with photonic properties. It is used as an acceptor molecule that facilitates the formation of fluorescent probes.[1][2][3]

Application

BODIPY can be used as an electron donor for thiol-based probes for fluorescent imaging of cellular thiols.[4] It may also be used as a modified dye in the fabrication of organic light emitting diodes (OLEDs).[5]

BODIPY laser dyes are used to generate fluorescent conjugates of proteins, nucleotides, oligonucleotides, and dextrans, and to prepare fluorescent enzyme substrates, fatty acids, phospholipids, lipopolysaccharides, receptor ligands, and polystyrene microspheres.

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319,H335
• pcodes: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable