Pyrromethene 546

Basic Information

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CAS Number

121207-31-6

Molecular Formula

C14H17BF2N2

Molecular Weight

262.11 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Specialty Chemicals UV Stabilizers

Agricultural Chemicals Pesticides Herbicides

Basic Physical Properties

Melting Point

257°C

SMILES

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[B-]1(N2C(=CC(=C2C(=C3[N+]1=C(C=C3C)C)C)C)C)(F)F

InChI

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

LogP

2.82650

Complexity

505

Safety Information

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Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

Synonyms & References

English

2,2-DIFLUORO-4,6,8,10,12-PENTAMETHYL-1??,3-DIAZA-2-BORATRICYCLO[7.3.0.0(3),?]DODECA-1(12),4,6,8,10-PENTAEN-1-YLIUM-2-UIDE
AS-71734
4,4-Difluoro-1,3,5,7,8-pentamethyl-4-bora-3a,4a-diaza-s-indacene
SCHEMBL14020660
D4341
{2-[1-(3,5-Dimethyl-2H-pyrrol-2-ylidene-kappaN)ethyl]-3,5-dimethyl-1H-pyrrolato-kappaN}(difluoro)boron
ylidene)methyl]methane](difluoroborane)
[[(3,5-Dimethyl-1H-pyrrol-2-yl)(3,5-dimethyl-2H-pyrrol-2-ylidene)methyl]methane](difluoroborane) (purified by sublimation)
2,2-difluoro-4,6,8,10,12-pentamethyl-3-aza-1-azonia-2-boranuidatricyclo[7.3.0.03,7]dodeca-1(12),4,6,8,10-pentaene
MFCD00467372
FT-0701408
Pyrromethene 546
R12-0001
SY056362
DTXSID50563812
5,5-Difluoro-1,3,7,9,10-pentamethyl-5H-dipyrrolo[1,2-c:2 inverted exclamation mark ,1 inverted exclamation mark -f][1,3,2]diazaborinin-4-ium-5-uide
D5724
BDP 493/503 lipid stain
T70146
[[(3 pound not5-Dimethyl-1H-pyrrol-2-yl)(3 pound not5-dimethyl-2H-pyrrol-2-ylidene)methyl]methane](difluoroborane)
AKOS037646964
CHEMBL3794349
[[(3,5-Dimethyl-1H-pyrrol-2-yl)(3,5-dimethyl-2H-pyrrol-2-
5,5-Difluoro-1,3,7,9,10-pentamethyl-5H-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-4-ium-5-uide
121207-31-6
[[(3,5-Dimethyl-1H-pyrrol-2-yl)(3,5-dimethyl-2H-pyrrol-2-ylidene)methyl]methane](difluoroborane)
5,5-Difluoro-1,3,7,9,10-pentamethyl-5H-4l4,5l4-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinine
AMY3546
YSZC157
Boron,[2-[1-(3,5-dimethyl-2H-pyrrol-2-ylidene-kN)ethyl]-3,5-dimethyl-1H-pyrrolato-kN]difluoro-, (T-4)-
EverFluor

MDL Number

MFCD00467372

FAQ

What are the physical and chemical properties of Pyrromethene 546 (CAS: 121207-31-6)?

Pyrromethene 546 is a red fluorescent dye with a high molar absorptivity and quantum yield. It has a molecular weight of approximately 392.35 g/mol. This compound is soluble in organic solvents such as ethanol, acetone, and dichloromethane but less so in water. It exhibits excellent photostability and high fluorescence intensity, making it suitable for bioimaging and other applications requiring bright fluorescence.

How is Pyrromethene 546 (CAS: 121207-31-6) typically synthesized?

Pyrromethene 546 is synthesized through a multistep process involving the cyclization of 2,5-diphenyloxazole with an acrylonitrile derivative. The reaction typically uses a Lewis acid catalyst such as aluminum trichloride. The process involves the formation of an intermediate nitrile, followed by cyclization to form the pyrromethene ring. The overall yield is moderate to good, and the reaction conditions are carefully controlled to achieve high selectivity.

What industries use Pyrromethene 546 (CAS: 121207-31-6)?

Pyrromethene 546 is widely used in various industries. It is employed in the pharmaceutical sector for drug delivery systems and fluorescence labeling. In the polymer industry, it serves as a fluorescent marker. It is also used in sensor technologies for detecting various analytes. Additionally, Pyrromethene 546 is applied in semiconductor manufacturing for quantum dot applications and in organic light-emitting diodes (OLEDs).

What precautions should be taken when handling Pyrromethene 546 (CAS: 121207-31-6)?

When handling Pyrromethene 546, it is essential to use personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work should be conducted in a well-ventilated area or a fume hood to minimize inhalation of vapors. Spills should be cleaned up promptly using appropriate absorbent materials, and the area should be thoroughly rinsed. Safety data sheets (SDS) should be consulted for detailed handling and emergency procedures. Storage should be in a cool, dry place away from direct sunlight and heat sources.