Author:
Hartshorn MP,Robinson WT,Vaughan JWJM
Abstract
Reaction of 2,3,5,6-tetramethyl-4-nitrophenol (21) with nitrogen dioxide in benzene gives the four isomeric 2,4,5,6-tetranitrocyclohex- 3-enones (24)-(27), 2-hydroxy-4,5,6-trinitrocyclohex-3-enone (31), the C2-epimeric 6-hydroxy-2,4,5-trinitrocyclohex-3-enones (32) and (36) and the 2,6-dihydroxy-4,5-dinitrocyclohex-3-enone (33). X-ray crystal structures are reported for compounds (24), (25), (31), (32), (36) and the cyclopentenediol (37).
Cited by
8 articles.
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1. NaNO
2
/K
2
S
2
O
8
‐mediated Selective Radical Nitration/Nitrosation of Indoles: Efficient Approach to 3‐Nitro‐ and 3‐Nitrosoindoles;Advanced Synthesis & Catalysis;2019-04-04
2. New Insights into the Reactivity of Nitrogen Dioxide with Substituted Phenols: A Solvent Effect;European Journal of Organic Chemistry;2005-07
3. Reactions of Substituted Phenols with Nitrogen Dioxide. Rearrangements and Addition Reactions of Nitrodienones.;Acta Chemica Scandinavica;1998
4. Photochemical Nitration by Tetranitromethane. Part XXVI. Adduct Formation in the Photochemical Reaction of 1,2,3-Trimethylbenzene: the Formation of 'Double' Adducts Including Nitronic Esters.;Acta Chemica Scandinavica;1996
5. The Reactions of Some Substituted 2-Hydroxybenzonitriles With Nitrogen Dioxide: X-Ray Structures of 2-Cyano-t-6-hydroxy-3,4,5,6-tetramethyl-r-4,t-5-dinitrocyclohex- 2-enone, 2-Cyano-3,4,5,6-tetramethyl-r-4,t-5,t-6-trinitrocyclohex-2-enone and 2-Cyano-c-6-h-4,6-dimethyl-r-4,c-5-dinitrocyclohex-2-enone;Australian Journal of Chemistry;1990