troponen.
/ˈtrəʊpəʊn/, U.S. /ˈtroʊˌpoʊn/ Chemistry.
A viscous liquid ketone, of which tropolone is the hydroxylated derivative; (also) any substituted derivative of this.The tropone molecule has a seven-membered carbon ring and is aromatic in character. Systematic name: 2,4,6-cycloheptatrien-1-one; C7H6O.
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the world > matter > chemistry > organic chemistry > ketones > [noun] > cyclic ketones
pinacone1866
menthone1889
fenchone1891
pyrone1891
tropinone1896
humulone1916
lupulone1919
isoflavone1925
irone1948
tropone1951
1951 Jrnl. Amer. Chem. Soc. 73 876/1 We wish to report the synthesis of 2,4,6-cycloheptatrien-1-one (tropone)..and evidence bearing on its aromatic character.
1977 J. March Adv. Org. Chem. (ed. 2) ii. 49 In great contrast to cyclopentadienones.., tropones are quite stable, and indeed tropolones..are found in nature.
1981 Jrnl. Org. Chem. 46 3575/1 The cycloadducts from 8-azaheptafulvenes and sulfenes, as well as those from tropone and arylsulfenes, readily undergo metalation.
2003 S. M. Lukyanov & A. V. Koblik in Z. Rappoport Chem. Phenols II. xi. 822 Many examples of acid- and base-catalyzed rearrangements of tropone derivatives into phenols have been described.
This entry has been updated (OED Third Edition, March 2014; most recently modified version published online March 2022).
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