Skip to Content
Merck
All Photos(1)

Documents

793728

Sigma-Aldrich

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

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

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

Quality Level

100

Assay

97%

form

powder

mp

174-179 °C

fluorescence

λex 326 nm; λem 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

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.

Application

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

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Synthesis and spectral properties of phthalocyanine-BODIPY conjugates
Osati S, et al.
Tetrahedron Letters, 56(16), 2049-2053 (2015)
A tetraphenylethene-decorated BODIPY monomer/dimer with intense fluorescence in various matrices
Li Z, et al.
New. J. Chem., 37(11), 3755-3761 (2013)
Electrogenerated Chemiluminescence and Proton-Dependent Switching of Fluorescence: Functionalized Difluoroboradiaza-s-indacenes
Kollmannsberger M, et al.
Angewandte Chemie (International ed. in English), 36(12), 1333-1335 (1997)
Ultrafast charge transfer in amino-substituted boron dipyrromethene dyes and its inhibition by cation complexation: a new design concept for highly sensitive fluorescent probes
Kollmannsberger M, et al.
The Journal of Physical Chemistry A, 102(50), 10211-10220 (1998)
Attilio Marino et al.
ACS nano, 11(3), 2494-2508 (2017-01-21)
Mild heat stimulation of muscle cells within the physiological range represents an intriguing approach for the modulation of their functions. In this work, photothermal conversion was exploited to remotely stimulate striated muscle cells by using gold nanoshells (NSs) in combination
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service