Pararosaniline
(Redirected from CI Basic Red 9)
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| IUPAC name
[4-[Bis(4-aminophenyl)methylidene]-1-cyclohexa-2,5-dienylidene]dianiline
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| Other names
Pararosaniline
p-rosaniline C.I. 42500 Para magenta | |
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3D model (JSmol)
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PubChem CID
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| UNII | |
CompTox Dashboard (EPA)
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| Properties | |
| C19H17N3 | |
| Molar mass |
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| 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, 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.
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.
Uses
[edit | edit source]- It is used to dye polyacrylonitrile fibers.
- It is used to detect sulfur dioxide.[5]
- 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.[6]
- It has use as an antischistosomal. [7]
Related compounds
[edit | edit source]References
[edit | edit source]- ^ Lua error in Module:Citation/CS1/Configuration at line 2172: attempt to index field '?' (a nil value).
- ^ Thomas Gessner and Udo Mayer "Triarylmethane and Diarylmethane Dyes" in Ullmann's Encyclopedia of Industrial Chemistry 2002, Wiley-VCH, Weinheim.Lua error in Module:Citation/CS1/Configuration at line 2172: attempt to index field '?' (a nil value).
- ^ Lua error in Module:Citation/CS1/Configuration at line 2172: attempt to index field '?' (a nil value).
- ^ Horobin RW, Kiernan JA (2002) Conn's Biological Stains, 10th ed. Oxford: BIOS.
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- ^ Lua error in Module:Citation/CS1/Configuration at line 2172: attempt to index field '?' (a nil value).
- ^ GB 908634, "Pharmaceutical compositions containing pararosaniline or derivatives thereof", published Lua error in Module:Citation/CS1/Configuration at line 2172: attempt to index field '?' (a nil value)., assigned to Parke, Davis & Co.
Further reading
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