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 Y
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL1201088 Y
ChemSpider	170606 Y
ECHA InfoCard	100.009.130
EC Number	610-776-8
PubChem CID	164877
UNII	H2G44K8M7S Y
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 N Key: JFTBTTPUYRGXDG-UHFFFAOYSA-N 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). N verify (what is YN ?) Infobox references

You can help expand this article with text translated from the corresponding article in German. (June 2024) Click [show] for important translation instructions. View a machine-translated version of the German article. Machine translation, like DeepL or Google Translate, is a useful starting point for translations, but translators must follow the LLM translation guideline, revise errors as necessary and confirm that the translation is accurate, rather than simply copy-pasting machine-translated text into the English Wikipedia. Consider adding a topic to this template: there are already 2,163 articles in the main category, and specifying|topic= will aid in categorization. Do not translate text that appears unreliable or low-quality. If possible, verify the text with references provided in the foreign-language article. You must provide copyright attribution in the edit summary accompanying your translation by providing an interlanguage link to the source of your translation. A model attribution edit summary is Content in this edit is translated from the existing German Wikipedia article at [[:de:Methylviolett 6B]]; see its history for attribution. You may also add the template {{Translated|de|Methylviolett 6B}} to the talk page. For more guidance, see Wikipedia:Translation.

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.

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. In this process, a reaction product is obtained that contains the tetra- to hexamethylated compounds in addition to the pentamethylated compound.

References