38876-36-7Relevant academic research and scientific papers
P-quinols and p-quinol Ethers from 2,4,6-trialkylphenols
Omura, Kanji
experimental part, p. 208 - 210 (2010/03/03)
The oxidation of 2,4,6-trialkylphenols with lead(IV) oxide and 70% perchloric acid in water-acetone or in alcohols gives p-quinols or p-quinol ethers, respectively. Some nonmetallic oxidants serve the same purpose. Georg Thieme Verlag Stuttgart.
Fe3O4 core/layered double hydroxide shell nanocomposite: Versatile magnetic matrix for anionic functional materials
Li, Liang,Feng, Yingjun,Li, Yongsheng,Zhao, Wenru,Shi, Jianlin
supporting information; experimental part, p. 5888 - 5892 (2009/12/08)
Layering up: The title nanocomposite shows high anion loading capacity. The demonstration of the assembly of a W7O246- catalyst by this method may provide a general route to the facile and direct fabrication of composite s
Bromide-assisted oxidation of substituted phenols with hydrogen peroxide to the corresponding p-quinol and p-quinol ethers over WO4 2--exchanged layered double hydroxides
Sels,De Vos,Jacobs
, p. 310 - 313 (2007/10/03)
A simple and efficient one-pot synthesis of p-quinols and their ethers occurs over tungstate-exchanged layered double hydroxides (WO4 2--LDHs), which catalyze the bromide-assisted oxidation of substituted phenols to the corresponding 4-alkoxy- and 4-hydroxycyclohexa-2,5- dienones in high yields (see scheme).
Phenolic Oxidations with Phenyliodonium Diacetate
Pelter, Andrew,Elgendy, Said M. A.
, p. 1891 - 1896 (2007/10/02)
Phenyliodonium diacetate (PIDA) in methanol interacts smoothly with phenols to yield p-quinones, o-quinones, 4,4-dialkoxycyclohexa-2,5-dienones or 4-alkyl-4-alkoxycyclohexa-2,5-dienones, dependant on the constitution of the phenolic substrate.The reactions proceed in mild conditions and good yields and are synthetically useful.
PHENOLIC OXIDATION WITH (DIACETOXYIODO)BENZENE
Pelter, Andrew,Elgendy, Said
, p. 677 - 680 (2007/10/02)
(Diacetoxyiodo)benzene oxidises quinols and extended quinols to the corresponding quinones smoothly and in high yield.Excess of the reagent in methanol with monohydric phenols directly yields p-quinone ketals, also in good yields. 4-Alkyl and 4-alkoxyphenols give the corresponding 4-alkyl-4-methoxycyclohexadienones and 4-alkoxy-4-methoxycyclohexadienones.
Electrophilic Chlorination of 4-Methylphenols with Molecular Chlorine. Synthesis of Dimethoxy Aromatics by Methanolysis of 4-Chloro-4-methylcyclcohexa-2,5-dienones
Bergquist, Karl-Erik,Nilsson, Anders,Ronlan, Alvin
, p. 675 - 684 (2007/10/02)
The chlorination of p-cresol (1a), 2,4-dimethylphenol (1b), 3,4-dimethylphenol (1c), 2,4,5-trimethylphenol (1d), 2,4,6-trimethylphenol (1e) and the various possible mono- and dichloro derivatives of these phenols (3a-d, 6a and 6 c) with molecular chlorine was investigated in dichloromethane or dimethyl formamide solution.The 2,6-substituted p-cresol derivatives all give quantitative yields of 4-chloro-4-methylcyclohexa-2,5-dienones (5b, 5d, 7a, 7c and 2e), whereas the less substituted p-cresol derivatives give a 20-25percent yield of corresponding 4-chloro-4-methylcyclohexa-2,5-dienones (2a-d, 5a and 5c), the other products being chlorinated phenols.Treatment of 4-chloro-4-methylcyclohexa-2,5-dienones with at least one of the double bonds of the ring unsubstituted (2a-c and 4a) with methanol gave a quantitative yield of a 1,3-dimethoxybenzene derivative (9a-c and 10), whereas similar treatment of 4-chloro-2,4,5-trimethylcyclohexa-2,5-dienone (2d) gave 5-methoxy-2,3-dimethylbenzyl methyl ether (11).Treatment of the other 4-chlorodienones with methanol gave the corresponding 4-methoxydienones.Electrophilic chlorination of certain p-cresol derivatives followed by methanolysis hence is a facile although low-yield method for 3-methoxylation or selective side chain oxidation of these p-cresol derivatives.
