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746169

Sigma-Aldrich

Difluoro(4-(1,1-dimethylethyl)-2-{1-[4-(1,1-dimethylethyl)-3,5-dimethyl-2H-pyrrol-2-ylidene-N]ethyl}-3,5-dimethyl-1H-pyrrol-2-ylidene-N]ethyl}-3,5-dimethyl-1H-pyrrolato-N)boron

98% (HPLC)

Synonym(s):

Boron,[4-(1,1-dimethylethyl)-2-[1-[4-(1,1-dimethylethyl)-3,5-dimethyl-2H-pyrrol-2-ylidene]ethyl]-3,5-dimethyl-1H-pyrrolato-N1,N2]difluoro-, PM 570, PM 596, PM 597, Pyrromethene 570, Pyrromethene 596, Pyrromethene 597

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About This Item

Empirical Formula (Hill Notation):
C22H33BF2N2
CAS Number:
137829-79-9
Molecular Weight:
374.32
UNSPSC Code:
12352103
PubChem Substance ID:
329765745
NACRES:
NA.23

Quality Level

100

Assay

98% (HPLC)

form

powder

mp

256-261 °C

λmax

526 nm in dichloromethane

SMILES string

CC(C1=C(C)C(C(C)(C)C)=C(C)N1B(F)2F)=C3[N]2=C(C)C(C(C)(C)C)=C3C

InChI

1S/C22H33BF2N2/c1-12-17(21(6,7)8)15(4)26-19(12)14(3)20-13(2)18(22(9,10)11)16(5)27(20)23(26,24)25/h1-11H3

InChI key

SEHGNHOGQDPQRC-UHFFFAOYSA-N

Related Categories

General description

Difluoro(4-(1,1-dimethylethyl)-2-{1-[4-(1,1-dimethylethyl)-3,5-dimethyl-2H-pyrrol-2-ylidene-N]ethyl}-3,5-dimethyl-1H-pyrrol-2-ylidene-N]ethyl}-3,5-dimethyl-1H-pyrrolato-N)boron (BODIPY) is a boron containing dipyrromethene dye that can be used as a laser dye which exhibits emission from green to red region of a spectrum. It has good electrochemical and spectroscopic properties and can be used for a variety of light sensing applications.

Application

BODIPY dye can be used as a laser dye and finds application in the bio-labeling of DNA, proteins and lipids. It may also be used in the fabrication of position sensitive devices(PSDs) such as machine tools and aligning systems. It has a lasing wavelength of <500nm and can potentially be utilized in the development of photo-initiator systems.
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.
Also used for solid-state dye laser devices and organic solar cells.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKCW2447
MKBQ2900V

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High-efficiency pyrromethene doped solid-state dye lasers
Hermes RE, et al.
Applied Physics Letters, 63(7), 877-879 (1993)
Electrogenerated chemiluminescence 71. Photophysical, electrochemical, and electrogenerated chemiluminescent properties of selected dipyrromethene- BF2 dyes
Lai RY and Bard AJ
The Journal of Physical Chemistry B, 107(21), 5036-5042 (2003)
Laser emission from mixtures of dipyrromethene dyes in liquid solution and in solid polymeric matrices
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Optics Communications, 267(2), 469-479 (2006)
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