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
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.106.992
KEGG
UNII
  • 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 N
    Key: AFAIELJLZYUNPW-UHFFFAOYSA-N 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
  • c1cc(ccc1C(=C2C=CC(=N)C=C2)c3ccc(cc3)N)N
Properties
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
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).
N verify (what is YN ?)
Infobox references

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

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

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