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Toluidine red information


Toluidine red
Names
Other names
Pigment Red 3, 1-(4-Methyl-2-nitrophenylazo)-2-naphthol
Identifiers
CAS Number
  • 2425-85-6
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:82428
ChEMBL
  • ChEMBL2138372
ChemSpider
  • 13615376
ECHA InfoCard 100.017.612 Edit this at Wikidata
EC Number
  • 219-372-2
KEGG
  • C19373
PubChem CID
  • 17047
UNII
  • 7K26S08256
CompTox Dashboard (EPA)
  • DTXSID8021226 Edit this at Wikidata
InChI
  • InChI=1S/C17H13N3O3/c1-11-6-8-14(15(10-11)20(22)23)18-19-17-13-5-3-2-4-12(13)7-9-16(17)21/h2-10,21H,1H3
    Key: ZLFVRXUOSPRRKQ-UHFFFAOYSA-N
SMILES
  • CC1=CC(=C(C=C1)N=NC2=C(C=CC3=CC=CC=C32)O)[N+](=O)[O-]
Properties
Chemical formula
C17H13N3O3
Molar mass 307.309 g·mol−1
Appearance red solid
Density 1.434 g/cm3[1]
Solubility in water
low
Hazards
GHS labelling:[2]
Pictograms
GHS05: CorrosiveGHS09: Environmental hazard
Signal word
Danger
Hazard statements
H318, H410, H413
Precautionary statements
P264+P265, P273, P280, P305+P354+P338, P317, 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 C10H6(OH)(N2C6H3(NO2)CH3). 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]

  1. ^ a b Chung, F. H. (1971). "Crystallography of Toluidine Red". Journal of Applied Crystallography. 4 (1): 79–80. Bibcode:1971JApCr...4...79C. doi:10.1107/S0021889871006307.
  2. ^ "Toluidine red". pubchem.ncbi.nlm.nih.gov.
  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. Bibcode:2009AcSpA..73..505S. doi:10.1016/j.saa.2008.11.029. PMID 19136293.

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Toluidine red

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Toluidine red is an organic compound with the formula C10H6(OH)(N2C6H3(NO2)CH3). A dark red solid, the compound is classified as a azo dye consisting...

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Toluidine blue

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Toluidine blue, also known as TBO or tolonium chloride (INN) is a blue cationic (basic) dye used in histology (as the toluidine blue stain) and sometimes...

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Venereal Disease Research Laboratory test

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more. Treponema pallidum particle agglutination assay (TP-PA) and the Toluidine red unheated serum test (TRUST), which may be used to confirm a positive...

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Nontreponemal tests for syphilis

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(RPR) test (a card test), the unheated serum reagin (USR) test, and the toluidine red unheated serum test (TRUST). These have mostly replaced the first nontreponemal...

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Metachromasia

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tissues, called chromotropes. For example, toluidine blue becomes dark blue (with a colour range from blue-red dependent on glycosaminoglycan content) when...

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Starlicide

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3-chloro-4-methylbenzenamine, 2-chloro-4-aminotoluene, or 3-chloro-p-toluidine. Numbered groups (2-chloro, 4-amino) also may be named out of order; the...

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Staining

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brown are Hematoxylin and Toluidine blue which provide better contrast within the histology sample. Carmine is an intensely red dye used to stain glycogen...

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IARC group 3

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Chloronitrobenzenes Chloropropham Chloroquine 5-Chloro-ortho-toluidine 2-Chloro-1,1,1-trifluoroethane Cholesterol Chromium(III) compounds Chromium...

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Orthochromasia

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derived from the Greek orthos (correct, upright), and chromatic (color). Toluidine blue is an example of a partially orthochromatic dye, as it stains nucleic...

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Aniline

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is pure aniline; aniline oil for red, a mixture of equimolecular quantities of aniline and ortho- and para-toluidines; and aniline oil for safranine, which...

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IARC group 2A

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exposures) CCNU (1-(2-Chloroethyl)-3-cyclohexyl-1-nitrosourea) 4-Chloro-o-toluidine Chlorozotocin Cisplatin Cobalt(II) salts, soluble Cyclopenta[c,d]pyrene...

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Volutin granules

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polymetaphosphate. They appear reddish when stained with polychrome methylene blue or toluidine blue (metachromasia). Special staining techniques such as Albert's or...

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IARC group 1 Carcinogens

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1"-Phosphinothioylidynetrisaziridine) Treosulfan Trichloroethylene o-Toluidine Vinyl chloride Ionizing radiation (all types) Neutron radiation Phosphorus-32...

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August Wilhelm von Hofmann

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constitution of styrole. A subsequent paper, Muspratt and Hofmann's "On Toluidine", described some of the first "synthetical experiments" (synthetische...

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Pyridine

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suffix idine was added in compliance with the chemical nomenclature, as in toluidine, to indicate a cyclic compound containing a nitrogen atom. The chemical...

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Trypan blue

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also described as a dye exclusion method. Trypan blue is derived from toluidine, that is, any of several isomeric bases, C14H16N2, derived from toluene...

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Chromoendoscopy

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particular mucosal elements, and include Lugol's iodine, methylene blue, toluidine blue and crystal violet (gentian violet) . Lugol's iodine specifically...

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Alcian blue stain

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produces is stable and light fast . Unlike tricyclic thiazines (e.g. toluidine blue, methylene blue and azure A etc.), which are metachromatic due to...

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Aromatic amine

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toluene toluidines the pharmaceutical prilocain diaminotoluenes the hair dye ingredient 2,5-diaminotoluene naphthalene naphthylamines the dyes Congo red and...

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Antifreeze

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impurities in the product that are formed from the toluidine isomers (ortho-, meta-, and para-toluidine) and meta-diamino toluene which are side-products...

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California Proposition 65 list of chemicals

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Chlorothalonil 1897-45-6 p-Chloro-o-toluidine 95-69-2 Strong acid salts of p-Chloro-o-toluidine – 5-Chloro-o-toluidine and its strong acid salts 95-79-4...

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Synthetic colorant

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that toluidine must be present to produce these dyes. Aniline dyes, including mauve, are prepared from aniline containing amounts of toluidine. One can...

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Leukoplakia

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selected with adjunct methods which aim to highlight areas of dysplasia. Toluidine blue staining, where the dye is preferentially retained by dysplastic...

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Flexplay

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the dyes used are methylene blue, prussian blue, brilliant cresyl blue, Toluidine Blue O, Basic Blue 3, Methylene green, Taylor's blue, Janus Green B, Meldola's...

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IARC group 2B

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(o-Tolidine) 1,1-Dimethylhydrazine Dimethyl hydrogen phosphite Dimethyl-p-toluidine 3,7-Dinitrofluoranthene 3,9-Dinitrofluoranthene 1,3-Dinitropyrene 1,6-Dinitropyrene...

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Hydroxymethylfurfural

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bisulfite-reduction of HMF. Winkler photometric method is a colour-reaction using p-toluidine and barbituric acid (DIN 10751–1). Photometric test may be unspecific...

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List of dyes

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125-20-2 Titan yellow Clayton yellow Direct yellow 9 19540 azo 1829-00-1 Toluidine blue Tolonium chloride Basic blue 17 52040 thiazin 92-31-9 Tropaeolin...

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Oral cancer

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routine examinations. There are a variety of screening devices such as toluidine blue, brush biopsy, or fluorescence imaging, however, there is no evidence...

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