Puneet Varma (Editor)

2,3,5,6,8 Pentahydroxy 1,4 naphthalenedione

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Formula  C10H6O7
Molar mass  238.15 g/mol
2,3,5,6,8-Pentahydroxy-1,4-naphthalenedione

2,3,5,6,8-Pentahydroxy-1,4-naphthalenedione, also called 2,3,5,6,8-pentahydroxy-1,4-naphthoquinone or spinochrome D, is an organic compound with formula C
10
H
6
O
5
, formally derived from 1,4-naphthoquinone through the replacement of five hydrogen atoms by hydroxyl (OH) groups.

Spinochrome D occurs naturally as a brownish red pigment in the shell and spines of sea urchins such as the Japanese aka-uni (Pseudocentrotus depressus). It is soluble in diethyl ether and crystallizes as brownish red needles that sublime at 285−295 °C.

The compound gives a yellowish brown solution when treated with sodium hydroxide, a bluish green solution with ferric chloride, and a violet precipitate with lead acetate. It forms a five-fold acetate ester, C
10
HO
2
(CH
3
COO
)5, that crystallizes from methanol as yellow needles that melt at 185−186 °C.

References

2,3,5,6,8-Pentahydroxy-1,4-naphthalenedione Wikipedia


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