naphthoquinonen.
/ˌnafθəʊˈkwɪnəʊn/, /ˌnapθəʊˈkwɪnəʊn/, U.S. /ˌnæpθoʊˈkwaɪˌnoʊn/, /ˌnæfθoʊˈkwaɪˌnoʊn/ Chemistry.
Each of six isomeric compounds, C10H6O2, notionally obtained by replacing two of the ≧CH groups of naphthalene by carbonyl groups; spec. (more fully 1,4-naphthoquinone, α-naphthoquinone) a volatile yellow solid whose molecule forms part of the structure of vitamin K.
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the world > matter > chemistry > organic chemistry > hydrocarbons > [noun] > polynuclear aromatic hydrocarbons
green oil1607
paranaphthalene1838
anthracene1840
oxanthracene1862
chrysene1864
cerulein1866
acenaphthene1868
naphthoquinone1870
anthracene oil1873
azulene1874
acenaphthylene1875
ionene1894
1870 Jrnl. Chem. Soc. 23 Index 446/2 Naphthoquinones.
1873 C. E. Groves (title) On the formation of naphthaquinone by the direct oxidation of naphthalene.
1908 Chem. Abstr. 2 104 In the reaction of α-hydronaphthoquinone with quinone, the former is oxidized to α-naphthoquinone and the latter reduced to hydroquinone.
1928 Amer. Jrnl. Bot. 15 620 Juglone, or the 5-hydroxy-alpha-naptha-quinone, has been synthesized by oxidation of alpha-naptha-quinone.
1942 Ann. Reg. 1941 344 The four forms of vitamin K proved to be naphthoquinone derivatives.
1951 I. L. Finar Org. Chem. I. xxix. 593 Theoretically, six naphthaquinones are possible... Only three are known, the 1:2-, 1:4- and 2:6-, but it appears that derivatives of 2:3-naphthaquinone have been prepared.
1972 Proc. National Acad. Sci. U.S.A. 69 2190/1 (table) Compound... Napthaquinone.
1996 New Scientist 20 Jan. 9/1 The naphthoquinones also kill other sucking pests that have grown resistant to pesticides.
This entry has been updated (OED Third Edition, June 2003; most recently modified version published online March 2022).
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n.1870