2,3,5,7-Tetrahydroxy-1,4-naphthalenedione (original) (raw)

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2,3,5,7-Tetraahydroxy-1,4-naphthalenedione, also called 2,3,5,7-tetrahydroxynaphthoquinone or spinochrome B, is an organic compound with formula C10H6O4, formally derived from 1,4-naphthoquinone through the replacement of four hydrogen atoms by hydroxyl (OH) groups. The compound gives a greenish yellow solution when treated with sodium hydroxide, a green solution with ferric chloride, and a green precipitate with lead acetate. It forms a fourfold acetate ester, C10H2O2(CH3COO)4, that crystallizes from methanol as yellow needles that melt at 157 °C.

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dbo:abstract 2,3,5,7-Tetraahydroxy-1,4-naphthalenedione, also called 2,3,5,7-tetrahydroxynaphthoquinone or spinochrome B, is an organic compound with formula C10H6O4, formally derived from 1,4-naphthoquinone through the replacement of four hydrogen atoms by hydroxyl (OH) groups. Spinochrome B occurs naturally as pigment in the shell and spines of sea urchins such as the Japanese dull red species aka-uni (Pseudocentrotus depressus), the greenish-black murasaki-uni, and the brown bafun-uni (Strongylocentrotus pulcherrimus). It is soluble in methanol and crystallizes as bright red needles that sublime above 200 °C. The compound gives a greenish yellow solution when treated with sodium hydroxide, a green solution with ferric chloride, and a green precipitate with lead acetate. It forms a fourfold acetate ester, C10H2O2(CH3COO)4, that crystallizes from methanol as yellow needles that melt at 157 °C. (en)
dbo:iupacName 2,3,5,7-Tetrahydroxynaphthalene-1,4-dione (en)
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dbp:imagefile Spinochrome B.svg (en) Spinochrome-B-3D-balls.png (en)
dbp:imagename Ball-and-stick model (en) Skeletal formula (en)
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dcterms:subject dbc:1,4-Naphthoquinones dbc:3-Hydroxypropenals_within_hydroxyquinones dbc:Resorcinols dbc:Catechols dbc:Hydroxynaphthoquinones dbc:Tetrols
gold:hypernym dbr:Compound
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rdfs:comment 2,3,5,7-Tetraahydroxy-1,4-naphthalenedione, also called 2,3,5,7-tetrahydroxynaphthoquinone or spinochrome B, is an organic compound with formula C10H6O4, formally derived from 1,4-naphthoquinone through the replacement of four hydrogen atoms by hydroxyl (OH) groups. The compound gives a greenish yellow solution when treated with sodium hydroxide, a green solution with ferric chloride, and a green precipitate with lead acetate. It forms a fourfold acetate ester, C10H2O2(CH3COO)4, that crystallizes from methanol as yellow needles that melt at 157 °C. (en)
rdfs:label 2,3,5,7-Tetrahydroxy-1,4-naphthalenedione (en)
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