Topic summary

Fuchsine

Fuchsine
Names IUPAC name
4-[(4-Aminophenyl)-(4-imino-1-cyclohexa-2,5-dienylidene)methyl]aniline hydrochloride
Identifiers
3D model (JSmol)
ChEBIChEMBLChemSpiderECHA InfoCard100.010.173EC Number
  • 209-321-2
KEGGRTECS number
  • 8053-09-6
UNII
  • InChI=1S/C20H19N3.ClH/c1-13-12-16(6-11-19(13)23)20(14-2-7-17(21)8-3-14)15-4-9-18(22)10-5-15;/h2-12,21H,22-23H2,1H3;1H/b20-14-,21-17?;
    Key: NIKFYOSELWJIOF-SVFFXJIWSA-N
  • InChI=1/C20H19N3.ClH/c1-13-12-16(6-11-19(13)23)20(14-2-7-17(21)8-3-14)15-4-9-18(22)10-5-15;/h2-12,21H,22-23H2,1H3;1H/b20-14-,21-17?;
    Key: NIKFYOSELWJIOF-SVFFXJIWBQ
  • [Cl-].[NH2+]=C\1/C=C\C(C=C/1)=C(\c2ccc(N)c(C)c2)c3ccc(N)cc3
Properties C20H19N3·HCl Molar mass337.86 g/mol (hydrochloride) Appearance Dark green powder Melting point200 °C (392 °F; 473 K) 2650 mg/L (25 °C (77 °F)) log P1.36 to 1.632 Vapor pressure7.49×10 mmHg (25 °C) 2.28×10 atm⋅m/mole (25 °C)
Atmospheric OH rate constant
4.75×10 cm/molecule⋅sec (25 °C) Hazards Occupational safety and health (OHS/OSH):
Main hazards
Ingestion, inhalation, skin and eye contact, combustible at high temperature, slightly explosive around open flames and sparks. NFPA 704 (fire diamond)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Fuchsine (sometimes spelled fuchsin) or rosaniline hydrochloride is a magentadye with chemical formula C20H19N3·HCl. There are other similar chemical formulations of products sold as fuchsine, and several dozen other synonyms of this molecule.

It becomes magenta when dissolved in water; as a solid, it forms dark greencrystals. As well as dying textiles, fuchsine is used to stainbacteria and sometimes as a disinfectant. In the literature of biological stains the name of this dye is frequently misspelled, with omission of the terminal -e, which indicates an amine. American and English dictionaries (Webster's, Oxford, Chambers, etc.) give the correct spelling, which is also used in the literature of industrial dyeing. It is well established that production of fuchsine results in development of bladder cancers by production workers. Production of magenta is listed as a circumstance known to result in cancer.