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Pararosaniline information


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 checkY
  • 569-61-9 (HCl) checkY
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:87663 ☒N
ChemSpider
  • 10819 ☒N
ECHA InfoCard 100.106.992 Edit this at Wikidata
KEGG
  • C19210 checkY
PubChem CID
  • 11293
UNII
  • 20N4C0M8NM checkY
  • 444C2M8JKN (HCl) checkY
CompTox Dashboard (EPA)
  • DTXSID5043845 Edit this at Wikidata
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 ☒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
SMILES
  • c1cc(ccc1C(=C2C=CC(=N)C=C2)c3ccc(cc3)N)N
Properties
Chemical formula
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
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).
☒N verify (what is checkY☒N ?)
Infobox references

Pararosaniline, Basic Red 9, or C.I. 42500 is an organic compound with the formula [(H2NC6H4)3C]Cl. It is a magenta solid with a variety of uses as a dye.[1] It is one of the four components of basic fuchsine. (The others are 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.

  1. ^ Thomas Gessner and Udo Mayer "Triarylmethane and Diarylmethane Dyes" in Ullmann's Encyclopedia of Industrial Chemistry 2002, Wiley-VCH, Weinheim.doi:10.1002/14356007.a27_179
  2. ^ Horobin RW, Kiernan JA (2002) Conn's Biological Stains, 10th ed. Oxford: BIOS.

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Pararosaniline

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Pararosaniline, Basic Red 9, or C.I. 42500 is an organic compound with the formula [(H2NC6H4)3C]Cl. It is a magenta solid with a variety of uses as a dye...

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Crystal violet

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violet or gentian violet, also known as methyl violet 10B or hexamethyl pararosaniline chloride, is a triarylmethane dye used as a histological stain and in...

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New fuchsine

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and one of the two that are available as single dyes. The other is pararosaniline. It is prepared by condensation of ortho-toluidine with formaldehyde...

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Schiff test

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product of a dye formulation such as fuchsin and sodium bisulfite; pararosaniline (which lacks an aromatic methyl group) and new fuchsin (which is uniformly...

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PT

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Physical therapy/Physiotherapy or Physical therapist/Physiotherapist Pararosaniline, Toluidine histological stain Percutaneous surgery Pertussis toxin,...

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Quinone

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replaced by one N and one C, illustrated by various fuchsine dyes like pararosaniline IUPAC, Compendium of Chemical Terminology, 2nd ed. (the "Gold Book")...

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Triarylmethane dye

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functional groups at the p-positions of each aryl group. Fuchsine dyes Pararosaniline Fuchsine (hydrochloride salt) New fuchsine (As chloride) Fuchsine acid...

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Fuchsine

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properties. [citation needed] Basic fuchsine is a mixture of rosaniline, pararosaniline, new fuchsine and Magenta II. Formulations usable for making of Schiff...

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Alcian blue stain

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concentration of popular dyes like toluidine blue, tryarylmethanes (e.g. pararosaniline and the analogous Schiff bases used in PAS stain, Crystal violet in...

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Tetraphenylmethane

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exposure to hydrochloric acid eliminates aniline to the known compound pararosaniline 8. Gomberg's success in synthesizing tetraphenylmethane set him on the...

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Triphenylcarbenium

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aryl groups. Triarylmethane dyes Crystal violet. New fuchsine dye. Pararosaniline Triphenylmethane (C6H5)3CH Triphenylmethanol (C6H5)3COH Michael E. Jung...

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Phosphotungstic acid

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as "lakes". Examples are basic dyes and triphenylmethane dyes, e.g. pararosaniline derivatives. Phosphotungstic acid is used in histology for staining...

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