Naphthol AS

Naphthol AS is an organic compound with the formula C₁₀H₆(OH)C(O)NHC₆H₅. It is the anilide of 3-hydroxy-2-carboxynaphthalene. Many analogous compounds are known, designated with a differing suffix. For example, in Naphthol AS-OL, the aryl substituent on nitrogen is C₆H₄-2-OCH₃. These compounds are used as coupling partners in the preparation of some azo dyes.^[1]

Naphthol AS

Names
Preferred IUPAC name 3-Hydroxy-N-phenylnaphthalene-2-carboxamide
Other names Naphtol AS, 3-hydroxy-2-naphthanilide, β-Hydroxynaphthoic anilide
Identifiers
CAS Number	92-77-3
3D model (JSmol)	Interactive image
ChemSpider	60085
ECHA InfoCard	100.001.990
EC Number	202-188-1
PubChem CID	66719
UNII	V3ZU6E76NB
CompTox Dashboard (EPA)	DTXSID1052618
InChI InChI=1S/C17H13NO2/c19-16-11-13-7-5-4-6-12(13)10-15(16)17(20)18-14-8-2-1-3-9-14/h1-11,19H,(H,18,20) Key: JFGQHAHJWJBOPD-UHFFFAOYSA-N
SMILES C1=CC=C(C=C1)NC(=O)C2=CC3=CC=CC=C3C=C2O
Properties
Chemical formula	C17H13NO2
Molar mass	263.296 g·mol−1
Hazards
GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H302, H315, H317, H319, H332, H335, H411
Precautionary statements	P261, P264, P270, P271, P272, P273, P280, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P333+P313, P337+P313, P362, P363, P391, P403+P233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

History

In 1911, it was found to be a good precursor to dyes for wool by chemists at K. Oehler Anilin- und Anilinfarbenfabrik Offenbach.^[2][3]

References

1. K. Hunger; W. Herbst (2012). "Pigments, Organic". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a20_371. ISBN 978-3527306732.
2. Willy Herbst, Klaus Hunger (2009). Industrielle Organische Pigmente Herstellung, Eigenschaften, Anwendung (3. ed.). Wiley VCH. p. 201. ISBN 978-3-527-62496-6.
3. US 0