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1,4-Naphthoquinone acts as strong dienophile in Diels-Alder reaction.Its adduct with 1,3-butadiene can be prepared by two methods: 1) long (45 days) exposure of naphthoquinone in neat liquid butadiene taken in huge excess at room temperature in a thick-wall glass tube or 2) fast catalyzed cycloaddition at low temperature in the presence of 1 equivalent of tin(IV) chloride: [5]
Chemical structure of 1,4-naphthoquinone. Naphthoquinones constitute a class of organic compounds structurally related to naphthalene. Two isomers are common for the parent naphthoquinones: 1,2-Naphthoquinone; 1,4-Naphthoquinone
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Spinochrome E (also called 2,3,5,6,7,8-hexahydroxy-1,4-naphthalenedione or hexahydroxynaphthoquinone) is a polyhydroxylated 1,4-naphthoquinone pigment found in sea urchin shell ("test"), spine, gonads, coelomic fluid, and eggs, of sea urchin commonly known as spinochromes. These natural phenolic compounds are quinones with potential ...
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The unqualified term "dihydroxynaphthoquinone" usually means a derivative of 1,4-naphthoquinone. Other dihydroxy- compounds can be derived from the two other known isomers, 1,2-naphthoquinone ( ortho -) and 2,6-naphthoquinone ( amphi -).