Structure via PubChem · Public domain (PubChem)
pararosaniline
Sign in to saveAlso known as basic fuchsin, Basic Red 9, 4-(4,4'-diamino-benzhydrylidene)-cyclohexa-2,5-dienone-imine
Pararosaniline, pararosaniline free base, Basic Red 9, or C.I. 42500 is an organic compound with the formula . It is the free base form of pararosaniline hydrochloride, , 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.
Chemical data
- Formula
- C19H17N3
- Molecular weight
- 287.4 g/mol
- IUPAC name
- 4-[(4-aminophenyl)-(4-iminocyclohexa-2,5-dien-1-ylidene)methyl]aniline
- SMILES
- C1=CC(=N)C=CC1=C(C2=CC=C(C=C2)N)C3=CC=C(C=C3)N
- InChIKey
- AFAIELJLZYUNPW-UHFFFAOYSA-N
- XLogP
- 3.3
- Polar surface area
- 75.9 Ų
- H-bond donors
- 3
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
253 papers- Identification of pararosaniline as a modifier of RNA splicing in Caenorhabditis elegans.G3 (Bethesda, Md.) · 2023
- Gentian Violet.2006
- Determination of pararosaniline hydrochloride in workplace air.Environmental monitoring and assessment · 2019
- Novel pararosaniline based optical sensor for the determination of sulfite in food extracts.Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy · 2020
- Kinetic study for removal of cationic hexamethyl pararosaniline chloride dye using phytoremediation.Environmental science and pollution research international · 2023
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 287.142
Show 3 more facts
- canonical SMILES
- C1=CC(=N)C=CC1=C(C2=CC=C(C=C2)N)C3=CC=C(C=C3)N
- chemical formula
- C₁₉H₁₇N₃
- Commons category
- Parafuchsine
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
4 sectionsContents
- Uses
- Related compounds
- References
- Further reading
Pararosaniline, pararosaniline free base, Basic Red 9, or C.I. 42500 is an organic compound with the formula . It is the free base form of pararosaniline hydrochloride, , 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 . Alternatively, it arises from the oxidation of 4,4'-bis(aminophenyl)methane in the presence of aniline.
Excerpted from Wikipedia’s “pararosaniline” article, available under the CC BY-SA 4.0 licence.