Tetramethylrhodamine-5-isothiocyanate

Basic Information

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CAS Number

80724-19-2

Molecular Formula

C25H21N3O3S

Molecular Weight

443.52 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Laboratory Chemicals Research Chemicals Biochemical Reagents

Basic Physical Properties

SMILES

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CN(C)C1=CC2=C(C=C1)C(=C3C=CC(=[N+](C)C)C=C3O2)C4=C(C=C(C=C4)N=C=S)C(=O)[O-]

InChI

InChI=1S/C25H21N3O3S/c1-27(2)16-6-9-19-22(12-16)31-23-13-17(28(3)4)7-10-20(23)24(19)18-8-5-15(26-14-32)11-21(18)25(29)30/h5-13H,1-4H3

InChIKey

IJSMFQNTEUNRPY-UHFFFAOYSA-N

LogP

4.76390

Complexity

904

Synonyms & References

English

Xanthylium, 9-(2-carboxy-4-isothiocyanatophenyl)-3,6-bis(dimethylamino)-, inner salt
2-[3-(dimethylamino)-6-dimethylazaniumylidenexanthen-9-yl]-5-isothiocyanatobenzoate
TETRAMETHYLRHODAMINE-5-ISOTHIOCYANATE
[Tetramethylrhodamine-5-isothiocyanate]
5-TRITC
5-TRITC,G isomer
G isomer&nbsp
G isomernbsp
Xanthylium
9-(2-Carboxy-4-isothiocyanatophenyl)-3,6-bis(dimethylamino)xanthylium inner salt
HY-D0153
J-100249
Tetramethylrhodamine-5-isothiocyanate; Xanthylium, 9-(2-carboxy-4-isothiocyanatophenyl)-3,6-bis(dimethylamino)-, inner salt (9CI, ACI); 9-(2-Carboxy-4-isothiocyanatophenyl)-3,6-bis(dimethylamino)xanthylium inner salt (ACI); 2-[3-(Dimethylamino)-6-dimethylazaniumylidenexanthen-9-yl]-5-isothiocy
3KPL5N6L6M
DTXSID30376366
2-(3,6-Bis(dimethylamino)xanthylium-9-yl)-5-isothiocyanatobenzoate
MFCD07438035
UNII-3KPL5N6L6M
DB-081155
80724-19-2
CS-0010061
5-TRITC; G isomer [Tetramethylrhodamine-5-isothiocyanate]
Tetramethylrhodamine-5-isothiocyanate
2-(3-(Dimethylamino)-6-dimethylazaniumylidenexanthen-9-yl)-5-isothiocyanatobenzoate

MDL Number

MFCD07438035

FAQ

What are the physical and chemical properties of Tetramethylrhodamine-5-isothiocyanate (CAS: 80724-19-2)?

Tetramethylrhodamine-5-isothiocyanate (CAS: 80724-19-2) is a yellow crystalline solid with a molecular weight of approximately 378.42 g/mol. It has poor water solubility but is soluble in organic solvents such as DMF, DMSO, and acetonitrile. It exhibits good fluorescence properties and is reactive towards amino groups, making it useful for conjugation with proteins and other biomolecules.

How is Tetramethylrhodamine-5-isothiocyanate (CAS: 80724-19-2) typically synthesized?

Tetramethylrhodamine-5-isothiocyanate is typically synthesized by reacting tetramethylrhodamine with carbonic anhydride. The reaction is carried out in an inert atmosphere to prevent decomposition. The yield is around 90%, and the product is isolated by column chromatography. No specific catalysts are required for this synthesis.

What industries use Tetramethylrhodamine-5-isothiocyanate (CAS: 80724-19-2)?

Tetramethylrhodamine-5-isothiocyanate (CAS: 80724-19-2) is widely used in the pharmaceutical industry for labeling of biomolecules, in polymer synthesis as a fluorescent marker, in sensor technology for detecting specific analytes, and in semiconductor applications for quality control and doping analysis.

What precautions should be taken when handling Tetramethylrhodamine-5-isothiocyanate (CAS: 80724-19-2)?

When handling Tetramethylrhodamine-5-isothiocyanate (CAS: 80724-19-2), always wear appropriate personal protective equipment (PPE), including gloves, goggles, and lab coat. This compound should be handled in a well-ventilated area or fume hood. Store it in a cool, dry place away from direct sunlight. In case of spill, use appropriate spill kits and follow local safety regulations. Always refer to the Material Safety Data Sheet (MSDS) for detailed safety information.