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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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1,2-Naphthoquinone or ortho-naphthoquinone is a polycyclic aromatic organic compound with formula C 10 H 6 O 2. This yellow solid is prepared by oxidation of 1-amino-2-hydroxynaphthalene with ferric chloride. [1]
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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 -).
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