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161152

Sigma-Aldrich

2-Nitro-1-naphthol

95%

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About This Item

Linear Formula:
O2NC10H6OH
CAS Number:
Molecular Weight:
189.17
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

assay

95%

mp

123-125 °C (lit.)

SMILES string

Oc1c(ccc2ccccc12)[N+]([O-])=O

InChI

1S/C10H7NO3/c12-10-8-4-2-1-3-7(8)5-6-9(10)11(13)14/h1-6,12H

InChI key

MUCCHGOWMZTLHK-UHFFFAOYSA-N

Application

2-Nitro-1-naphthol was employed as substrate for use in an amperometric 3-electrode system for the determination of alkaline phosphatase, the enzyme label most commonly used in electrochemical immunoassays. It was also used in the preparation of:
  • di-(2-nitro-1-naphthyl) hydrogen phosphate
  • 1-(2′-methyl-3′-indenyl)-2-naphthylamine and -2-naphthol (axially chiral ligands)

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


Certificates of Analysis (COA)

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The biochemistry of aromatic amines. 8. Synthesis and detection of di-(2-amino-1-naphthyl) hydrogen phosphate, a metabolite of 2-naphthylamine in dogs.
E Boyland et al.
The Biochemical journal, 78(1), 175-179 (1961-01-01)
Alkaline phosphatase as a label for immunoassay using amperometric detection with a variety of substrates and an optimal buffer system.
Kreuzer MP, et al.
Analytica Chimica Acta, 393(1), 95-102 (1999)
Synthesis, resolution and rates of racemisation of 1-(2'-methyl-3'-indenyl)-2-naphthylamine and-2-naphthol.
Baker RW and Taylor JA.
Tetrahedron Letters, 41(22), 4471-4473 (2000)

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