Methyl violet 6B

Methyl violet 6B
	Methyl violet 6B
Names
	IUPAC name 4-[[4-(dimethylamino)phenyl]-(4-methyliminocyclohexa-2,5-dien-1-ylidene)methyl]-N,N-dimethylaniline hydrochloride
	Other names Gentian violet B,; Methylrosanilinium chloride,; Pentamethylparosanilinium chloride,; Basic violet 3,;
Identifiers
CAS Number	603-47-4 ;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL1201088 ;
ChemSpider	170606 ;
ECHA InfoCard	100.009.130
EC Number	610-776-8;
PubChem CID	164877;
UNII	H2G44K8M7S ;
CompTox Dashboard (EPA)	DTXSID90943876 ;
	InChI InChI=1S/C24H27N3.ClH/c1-25-21-12-6-18(7-13-21)24(19-8-14-22(15-9-19)26(2)3)20-10-16-23(17-11-20)27(4)5;/h6-17H,1-5H3;1H Key: JFTBTTPUYRGXDG-UHFFFAOYSA-N ;
	SMILES CN=C1C=CC(=C(C2=CC=C(C=C2)N(C)C)C3=CC=C(C=C3)N(C)C)C=C1.Cl;
Properties
Chemical formula	C24H28N3Cl
Appearance	Green to dark-green powder
Melting point	137 °C (279 °F; 410 K) decomposes
Solubility in water	Soluble in water, ethanol, insoluble in xylene
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Methyl violet 6B (Pentamethylparosanilinium chloride, 4-[[4-(dimethylamino)phenyl]-(4-methyliminocyclohexa-2,5-dien-1-ylidene)methyl]-N,N-dimethylaniline hydrochloride) is a violet triarylmethane dye from the group of cationic dyes and an essential component of C.I. Basic Violet 1 (trivial name methyl violet). The compound is sometimes equated with methyl violet in the literature.

Methyl violets are mixtures of tetramethyl (2B), pentamethyl (6B) and hexamethyl (10B) pararosanilins.^[2]

Synthesis

To produce methyl violet 6B, N,N-dimethylaniline is oxidized with atmospheric oxygen and copper sulfate as a catalyst, using phenol and large amounts of salt as a diluent. The central carbon atom of the dye is provided by the oxidation of a methyl group of N,N-dimethylaniline to formaldehyde.^[3] In this process, a reaction product is obtained that contains the tetra- to hexamethylated compounds in addition to the pentamethylated compound.

References

^ ^a ^b ^c Sabnis, R. W. (29 March 2010). Handbook of Biological Dyes and Stains: Synthesis and Industrial Applications. John Wiley and Sons. pp. 309–. ISBN 978-0-470-40753-0. Retrieved 27 June 2011.
^ Bouasla, C.; Samar, M. E. H.; Ismail, F. (2010). "Degradation of methyl violet 6B dye by the Fenton process". Desalination. 254 (1–3): 35–41. doi:10.1016/j.desal.2009.12.017.
^ K. Venkataraman (1952), The Chemistry of Synthetic Dyes, vol. II, New York, London: Academic Press, p. 719

[b1-1] Sabnis, R. W. (29 March 2010). Handbook of Biological Dyes and Stains: Synthesis and Industrial Applications. John Wiley and Sons. pp. 309–. ISBN 978-0-470-40753-0. Retrieved 27 June 2011.

[2] Bouasla, C.; Samar, M. E. H.; Ismail, F. (2010). "Degradation of methyl violet 6B dye by the Fenton process". Desalination. 254 (1–3): 35–41. doi:10.1016/j.desal.2009.12.017.

[KVenkataraman-3] K. Venkataraman (1952), The Chemistry of Synthetic Dyes, vol. II, New York, London: Academic Press, p. 719

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