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
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.001.990
EC Number
  • 202-188-1
UNII
  • 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
  • C1=CC=C(C=C1)NC(=O)C2=CC3=CC=CC=C3C=C2O
Properties
C17H13NO2
Molar mass 263.296 g·mol−1
Hazards
GHS labelling:
GHS07: Exclamation mark GHS09: Environmental hazard
Warning
H302, H315, H317, H319, H332, H335, H411
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
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