- THE KINETICS OF THE REACTIONS OF 2,6-DI-t-BUTYL-4-METHYLPHENOL AND 2,4,6-TRIMETHYLPHENOL WITH NITROGEN DIOXIDE IN SOLUTION
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The reaction of 2,6-di-t-butyl-4-methylphenol with nitrogen dioxide to form 2,6-di-t-butyl-4-methyl-4-nitrocyclohexa-2,5-dienone has a first order dependence of rate on the concentration of the species N2O4.By contrast the observed rate of the correspondi
- Coombes, Robert G.,Diggle, Andrew W.,Kempsell, Stewart P.
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p. 2037 - 2040
(2007/10/02)
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- Some Rearrangements of 2,4,6-Tri-t-butyl-4-nitrocyclohexa-2,5-dienone
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Rearrangement of 2,4,6-tri-t-butyl-4-nitrocyclohexa-2,5-dienone (20) in benzene gives the 4-hydroxy dienone (21) and the mono-de-t-butylated 1,2-benzoquinone (22).The rearrangement is not affected by the addition of mesitylene, but the phenol-coupling product (26) is formed in the presence of p-cresol, and the nitromethyl phenol (31) is formed when the nitro dienone (20) rearranges in the presence of 2,4,6-trimethylphenol (29).The rearrangements of the nitro dienone (20) in methanol are described.
- Hartshorn, Michael P.,Kennedy, James A.,Simpson, Richard W.,Vaughan, John,Wright, Graeme J.
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p. 735 - 743
(2007/10/02)
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- ipso-Attack in the Nitration of Aromatic Amines. Part 2. Isolation of Salts and Other Products resulting from ipso-Attack
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In 70percent nitric acid at 0 deg C, NN,2,4,6-pentamethylaniline undergoes ipso-attack at the 4-position to form the relatively stable ipso-intermediate (2); this ion can be precipitated as the hexafluorophosphate.In more aqueous media, the dimethylamino group is displaced by water to form the hexadienone (4).In aqueous nitric acid at 0 deg C, NN,2,4-tetramethyl-6-nitroaniline undergoes both ipso-attack and addition of water to the ring to form the adduct (8); this ion can also be precipitated as the hexafluorophosphate.The reaction of NN,2,6-tetramethyl-4-methoxyaniline with 52 percent nitric acid at 0 deg C also involves displacement of the dimethylamino group and gives finally 2,6-dimethylbenzoquinone.The initial stages of the reactions of the above amines require the presence of nitrous acid and the reactions are inhibited by hydrazine.
- Helsby, Paul,Ridd, John H.
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p. 311 - 316
(2007/10/02)
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