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Naphthol Green B

From Wikipedia, the free encyclopedia
Naphthol Green B
Names
IUPAC name
trisodium; iron(3+); 5-nitroso-6-oxidonaphthalene-2-sulfonate
Other names
Acid Green 1; C.I. 10020
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.039.085 Edit this at Wikidata
EC Number
  • 243-010-2
UNII
  • InChI=1S/3C10H7NO5S.Fe.3Na/c3*12-9-4-1-6-5-7(17(14,15)16)2-3-8(6)10(9)11-13;;;;/h3*1-5,12H,(H,14,15,16);;;;/q;;;+3;3*+1/p-6
    Key: JMXROTHPANUTOJ-UHFFFAOYSA-H
  • C1=CC2=C(C=CC(=C2N=O)[O-])C=C1S(=O)(=O)[O-].C1=CC2=C(C=CC(=C2N=O)[O-])C=C1S(=O)(=O)[O-].C1=CC2=C(C=CC(=C2N=O)[O-])C=C1S(=O)(=O)[O-].[Na+].[Na+].[Na+].[Fe+3]
Properties
C30H15FeN3Na3O15S3
Molar mass 878.45 g·mol−1
Density 1.423 g/cm3
Melting point 349.84 °C
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Naphthol Green B is a coordination complex of iron that is used as a dye.[1] The ligand is a sulfonated derivative of 1-nitroso-2-naphthol.

Structure

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Naphthol Green B is the sodium salt of Naphthol Green Y (C.I. 10005). The organic ligands each bind to iron as bidentate ligands through the nitrogen and the anionic phenoxide groups. Three ligands are bound to the iron.[2]

Applications

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Its absorption maximum is 714 nm in water.[3] It is water-soluble.

Naphthol Green B is used in histology to stain collagen.[4] Moreover, it is used for polychrome stains with animal tissue. For industry purposes Naphthol Green B is used for staining wool, nylon, paper, anoxidized aluminium and soap.[3]

References

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  1. ↑ Raue, Roderich; Corbett, John F. (2000). "Nitro and Nitroso Dyes". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a17_383. ISBN 3527306730.
  2. ↑ Wang, Xiao; Zhang, Tianyong; Li, Bin; Yang, Qiusheng; Jiang, Shuang (2014). "Efficient Hydroxylation of Aromatic Compounds Catalyzed by an Iron(II) Complex with H2 O2". Applied Organometallic Chemistry. 28 (9): 666–672. doi:10.1002/aoc.3178.
  3. 1 2 Horobin, RW. und Kiernan, JA. (2002): Conn's Biological Stains: A Handbook of Dyes, Stains and Fluorochromes for Use in Biology and Medicine. BIOS Scientific Publ., 10th edition; ISBN 1-85996-099-5; page 101 and 102
  4. ↑ Histological and Histochemical Methods: Theory and Practice, 4th edition, J. A. Kiernan
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