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Merck

790389

Sigma-Aldrich

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

99% (HPLC)

Synonym(e):

1,3,5,7,8-Pentamethyl-4,4-difluorro-4-bora-3a,4a-diaza-s-indacene, 2-[1-(3,5-Dimethyl-2H-pyrrol-2-ylidene)ethyl]-3,,5-dimethyl-1H-pyrrole, boron complex, 4,4-Difluoro-1,3,5,7,8-pentamethyl-4-bora-3a,4a-diaza-s-indacene, BODIPY 493/503, PM 546, PMPBF2, Pyrromethene 546, [[2-[1-(3,5-Dimethyl-2H-pyrrol-2-ylidene)ethyl]-3,5-dimethyl-1H-pyrrolato-N1,N2]difluoro]boron

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About This Item

Empirische Formel (Hill-System):
C14H17BF2N2
CAS-Nummer:
Molekulargewicht:
262.11
UNSPSC-Code:
12352103
PubChem Substanz-ID:
NACRES:
NA.23

Qualitätsniveau

Assay

99% (HPLC)

Form

powder

mp (Schmelzpunkt)

262-266 °C

Fluoreszenz

λex 493 nm; λem 504 nm in methanol

SMILES String

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

InChI

1S/C14H17BF2N2/c1-8-6-10(3)18-13(8)12(5)14-9(2)7-11(4)19(14)15(18,16)17/h6-7H,1-5H3

InChIKey

DRJHPEGNOPSARR-UHFFFAOYSA-N

Allgemeine Beschreibung

Difluoro{2-(1-(3,5-dimethyl-2H-pyrrol-2-ylidene-N)ethyl)-3,5-dimethyl-1H-pyrrolato-N}boron is an organoboron composed of dipyrromethene with a boron in the center. It is a fluorescent dye with a high quantum yield and an ability to absorb small molecules with sharp peaks in the ultraviolet region.

Anwendung

BODIPY can be infused in silicon oil to impart fluorescence which can be used in light microscopy for cell sheets. It can be used in labelling of mouse pre-adipocyte 3t3-L1 cells. It may also be used in combination with bipyridine copper based complex which can be used in the sensing of nitrogen oxide(NOx) in air and living cells.
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.

Piktogramme

Exclamation mark

Signalwort

Warning

Gefahreneinstufungen

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

Zielorgane

Respiratory system

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable


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Small molecule BODIPY dyes incorporating conjugated substituents at the β sites have been synthesized. Solution processed inverted bulk heterojunction cells were fabricated from the blends of the dyes and PC(71)BM. The cells exhibited very high open-circuit voltages (>0.9 V) and
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Juthani N, et al.
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