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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]
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5,8-Dihydroxy-1,4-naphthoquinone and dihydroxynaphthoquinones; Atovaquone; Buparvaquone, an antiprotozoal drug used in veterinary medicine; Diazonaphthoquinone, a diazo derivative of naphthoquinone; 1,2-Naphthoquinone, from the biodegradation of naphthalene.
Other important examples are 1,2-benzoquinone (ortho-quinone), 1,4-naphthoquinone and 9,10-anthraquinone. The name is derived from that of quinic acid (with the suffix "-one" indicating a ketone), since it is one of the compounds obtained upon oxidation of quinic acid. [ 4 ]
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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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In this case the number n (which is between 1 and 6) is indicated by a multiplier prefix (mono-, di-, tri-, tetra-, penta-, or hexa-). The unqualified term "hydroxynaphthoquinone" usually means a derivative of 1,4-naphthoquinone. Other hydroxy- compounds can be derived from other isomers of the latter, such as 1,2-naphthoquinone and 2,6 ...
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