Pararosaniline

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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 Edit this at Wikidata
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 323.83 g/mol
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).
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Pararosaniline, Basic Red 9, or

rosaniline, new fuchsine and magenta II.)[2] It is structurally related to other triarylmethane dyes called methyl violets including crystal violet
, which feature methyl groups on nitrogen.

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

Uses

  • It is used to dye polyacrylonitrile fibers.
  • It is used to detect sulfur dioxide.[3]
  • Pararosaniline is used as a colorimetric test for aldehydes, in the Schiff test. It is the only basic fuchsine component suitable for making the aldehyde-fuchsine stain for pancreatic islet beta cells.[4]
  • It has use as an
    Antischistosomal. [5]

Related compounds

References

  1. doi:10.1002/14356007.a27_179
  2. ^ Horobin RW, Kiernan JA (2002) Conn's Biological Stains, 10th ed. Oxford: BIOS.
  3. ISSN 0003-2700. Retrieved 2023-03-03.{{cite journal}}: CS1 maint: multiple names: authors list (link
    )
  4. PMID 83035
    .
  5. Parke, Davis & Co.
     

Further reading
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