Pararosaniline

Pararosaniline
Names
	IUPAC name [4-[Bis(4-aminophenyl)methylidene]-1-cyclohexa-2,5-dienylidene]dianiline
	Other names Pararosaniline; p-rosaniline; C.I. 42500; Para magenta
Identifiers
CAS Number	479-73-2 ; 569-61-9 (HCl) ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:87663 ;
ChemSpider	10819 ;
ECHA InfoCard	100.106.992
KEGG	C19210 ;
PubChem CID	11293;
UNII	20N4C0M8NM ; 444C2M8JKN (HCl) ;
CompTox Dashboard (EPA)	DTXSID5043845 ;
	InChI InChI=1S/C19H17N3/c20-16-7-1-13(2-8-16)19(14-3-9-17(21)10-4-14)15-5-11-18(22)12-6-15/h1-12,20H,21-22H2 Key: AFAIELJLZYUNPW-UHFFFAOYSA-N ; InChI=1/C19H17N3/c20-16-7-1-13(2-8-16)19(14-3-9-17(21)10-4-14)15-5-11-18(22)12-6-15/h1-12,20H,21-22H2 Key: AFAIELJLZYUNPW-UHFFFAOYAS;
	SMILES c1cc(ccc1C(=C2C=CC(=N)C=C2)c3ccc(cc3)N)N;
Properties
Chemical formula	C19H17N3
Molar mass	287.36 g/mol; 323.83 g/mol (HCl);
Appearance	Green crystalline solid
Melting point	268 to 270 °C (514 to 518 °F; 541 to 543 K) decomposes
Solubility in water	Slightly soluble
Hazards
Safety data sheet (SDS)	External MSDS
	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

Pararosaniline, pararosaniline free base, Basic Red 9, or C.I. 42500 is an organic compound with the formula (H₂NC₆H₄)₂C=(C₆H₄NH).^[1] It is the free base form of pararosaniline hydrochloride, [(H₂NC₆H₄)₃C]⁺Cl⁻, a magenta solid with a variety of uses as a dye.^[2]^[3] It is one of the four components of basic fuchsine.^[4] It is structurally related to other triarylmethane dyes called methyl violets (e.g. crystal violet) which feature methyl groups on nitrogen.

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It is prepared by the condensation of aniline and p-aminobenzaldehyde [pt]. Alternatively, it arises from the oxidation of 4,4'-bis(aminophenyl)methane in the presence of aniline.

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Pararosaniline

Uses

Related compounds

References

Further reading

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