CAS 475-38-7 5,8-Dihydroxy-1,4-naphthoquinone

NAVIGATION

5,8-Dihydroxy-1,4-naphthoquinone

PRICE INQUIRY

Catalog Number

ACM475387-3

CAS Number

475-38-7

Product Name

5,8-Dihydroxy-1,4-naphthoquinone

Structure

Category

Other Materials

Synonyms

,8-Dihydroxy-[1,4]naphthoquinone;,8-Dihydroxy-1,4-naphthalenedione;1,4-Naphthoquinone, 5,8-dihydroxy-;2,3-Dihydro-1,4,5,8-naphthalenetetrone;5,8-dihydroxy-4-naphthalenedione;5,8-dihydroxy-4-naphthoquinone;5,8-Dihydroxynaphthoquinone;Naphthazarine

IUPAC Name

5,8-dihydroxynaphthalene-1,4-dione

Molecular Weight

190.15g/mol

Molecular Formula

C10H6O4

Canonical SMILES

C1=CC(=C2C(=O)C=CC(=O)C2=C1O)O

InChI

InChI=1S/C10H6O4/c11-5-1-2-6(12)10-8(14)4-3-7(13)9(5)10/h1-4,11-12H

InChI Key

RQNVIKXOOKXAJQ-UHFFFAOYSA-N

Melting Point

232.0 °C

Application

5,8-Dihydroxy-1,4-naphthoquinone serves as a versatile compound characterized by its ability to change colors under different conditions, making it useful in a variety of applications. It appears as a dark purple to brown-black powder and possesses a unique chemical structure where the hydrogens at positions 5 and 8 on the naphthoquinone ring are replaced by hydroxy groups. This compound exhibits distinct color changes depending on the solvent used: it dissolves in water to produce a red light brown solution, in ethanol for a yellow brown solution, and shows green fluorescence. When mixed with concentrated sulfuric acid, it turns dark yellow green and upon heating, shifts to rouge red, eventually forming a brown black precipitate upon dilution. In aqueous solutions, the addition of sodium hydroxide turns it red, and further exposure to air leads to blue due to oxidation. These properties highlight its potential use as a dye with various fastness ratings, including ironing, light, perspiration, and water fastness, adhering to ISO standards.

Complexity

277

Covalently-Bonded Unit Count

EC Number

207-495-4

Exact Mass

190.026609g/mol

Formal Charge

Heavy Atom Count

Log P

1.79 (LogP)

MeSH Entry Terms