Chemistry:Toluidine red

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Toluidine red
Toluidine red.svg
Names
Other names
Pigment Red 3, 1-(4-Methyl-2-nitrophenylazo)-2-naphthol
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
EC Number
  • 219-372-2
KEGG
UNII
Properties
C17H13N3O3
Molar mass 307.309 g·mol−1
Appearance red solid
Density 1.434 g/cm3[1]
low
Hazards
GHS pictograms GHS05: CorrosiveGHS09: Environmental hazard
GHS Signal word Danger
H318, H410, H413
P264+265Script error: No such module "Preview warning".Category:GHS errors, P273, P280, P305+354+338Script error: No such module "Preview warning".Category:GHS errors, P317Script error: No such module "Preview warning".Category:GHS errors, P391, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Toluidine red is an organic compound with the formula C
10
H
6
(OH)(N
2
C
6
H
3
(NO
2
)CH
3
)
. A dark red solid, the compound is classified as a azo dye consisting of a 2-naphthol group linked to a 2-nitro-4-methylphenyl substituent.[3] Toluidine red is a traditional pigment, found in oil paints.[4] Although once popular, it suffers as a pigment owing to "insufficient lightfastness and bleeding when incorporated into a paint system."[1]

Safety

It is classified as carcinogenic, a property that it shares with many azo dyes.[5]

References

  1. 1.0 1.1 Chung, F. H. (1971). "Crystallography of Toluidine Red". Journal of Applied Crystallography 4 (1): 79–80. doi:10.1107/S0021889871006307. Bibcode1971JApCr...4...79C. 
  2. "Toluidine red" (in en). https://pubchem.ncbi.nlm.nih.gov/compound/17047#section=Safety-and-Hazards. 
  3. Jaffe, Edward E. (2004). "Pigments, Organic". Kirk-Othmer Encyclopedia of Chemical Technology. doi:10.1002/0471238961.151807011001060605.a01.pub2. ISBN 978-0-471-48494-3. 
  4. Scherrer, Nadim C.; Stefan, Zumbuehl; Francoise, Delavy; Annette, Fritsch; Renate, Kuehnen (2009). "Synthetic Organic Pigments of the 20th and 21st Century Relevant to Artist's Paints: Raman Spectra Reference Collection". Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy 73 (3): 505–524. doi:10.1016/j.saa.2008.11.029. PMID 19136293. Bibcode2009AcSpA..73..505S. 
  5. Møller, Peter; Wallin, Håkan (2000). "Genotoxic hazards of azo pigments and other colorants related to 1-phenylazo-2-hydroxynaphthalene". Mutation Research/Reviews in Mutation Research 462 (1): 13–30. doi:10.1016/s1383-5742(99)00090-3. PMID 10648921.