2934-05-6Relevant academic research and scientific papers
Guaiacol demethoxylation catalyzed by Re2O7 in ethanol
Yan, Fei,Sang, Yushuai,Bai, Yunfei,Wu, Kai,Cui, Kai,Wen, Zhe,Mai, Fuhang,Ma, Zewei,Yu, Linhao,Chen, Hong,Li, Yongdan
, p. 231 - 237 (2019/08/12)
Re2O7 is used to convert guaiacol in alcohols at 280–320 °C. In ethanol, guaiacol is deoxygenated and alkylated, and the major products are phenol and alkylphenols (including ethylphenol, diethylphenol, diisopropylphenol, di-tert-butylphenol and 2,6-di-tert-butyl-4-ethylphenol), accounting for 97 mol% of all products after 6 hour reaction at 320 °C. Both catechol and phenol are the intermediates of guaiacol demethoxylation. Among the substituents, ethyl is directly provided by ethanol while isopropyl and tert-butyl are formed by the addition of methyl to ethyl step by step. In addition, Re2O7 has negligible activity for the saturation of benzene ring so it does not cause considerable over-consumption of reductant. The actual catalyst for guaiacol demethoxylation is likely a ReIV?VI species.
Highly selective conversion of guaiacol to: Tert -butylphenols in supercritical ethanol over a H2WO4 catalyst
Mai, Fuhang,Cui, Kai,Wen, Zhe,Wu, Kai,Yan, Fei,Chen, Mengmeng,Chen, Hong,Li, Yongdan
, p. 2764 - 2771 (2019/02/01)
The conversion of guaiacol is examined at 300 °C in supercritical ethanol over a H2WO4 catalyst. Guaiacol is consumed completely, meanwhile, 16.7% aromatic ethers and 80.0% alkylphenols are obtained. Interestingly, tert-butylphenols are produced mainly with a high selectivity of 71.8%, and the overall selectivity of 2,6-di-tert-butylphenol and 2,6-di-tert-butyl-4-ethylphenol is as high as 63.7%. The experimental results indicate that catechol and 2-ethoxyphenol are the intermediates. Meanwhile, the WO3 sites play an important role in the conversion of guaiacol and the Br?nsted acid sites on H2WO4 enhance the conversion and favour a high selectivity of the tert-butylphenols. The recycling tests show that the carbon deposition on the catalyst surface, the dehydration and partial reduction of the catalyst itself are responsible for the decay of the H2WO4 catalyst. Finally, the possible reaction pathways proposed involve the transetherification process and the alkylation process during guaiacol conversion.
Method for preparing hydrocarbyl phenol by catalytic conversion of phenolic compound in presence of molybdenum-based catalyst
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Paragraph 0040-0041; 0070; 0073; 0079; 0084; 0089; 0100-0107, (2018/04/02)
The invention discloses a method for preparing hydrocarbyl phenol by catalytic conversion of a phenolic compound in the presence of a molybdenum-based catalyst. The method comprises mixing a phenoliccompound, a molybdenum-based catalyst and a reaction solvent, adding the mixture into a sealed reactor, feeding gas into the reactor, heating the mixture to 150-350 DEG C, carrying out stirring for areaction for 0.5-2h, then filtering to remove a solid catalyst and carrying out rotary evaporateion to obtain a liquid product. The phenolic compound has a wide source, a cost is low, product alkyl phenol selectivity is high, an added value is high, alcohol or an alcohol-water mixture is used as a reaction solvent, environmental friendliness is realized, pollution is avoided, any inorganic acids and alkalis are avoided in the reaction process, the common environmental pollution problems in the biomass processing technology are solved, the reaction conditions are mild, the process can be carried out at a low temperature, high-efficiency conversion of the reactants can be realized without consuming hydrogen gas and the method is suitable for large-scale industrial trial production.
Catalytic performance of Al-MCM-48 molecular sieves for isopropylation of phenol with isopropyl acetate
Venkatachalam, Kandan,Visuvamithiran, Pitchai,Sundaravel, Balachandran,Palanichamy, Muthiapillai,Murugesan, Velayutham
experimental part, p. 478 - 486 (2012/07/17)
Al-MCM-48 molecular sieves (Si/Al molar ratios = 25, 50, 75, and 100) were synthesized hydrothermally using cetyltrimethylammonium bromide as the structure directing template. The orderly arrangement of mesopores was evident from the low angle X-ray diffr
Low Triphenylphosphate, High Phosphorous Content Isopropyl Phenyl Phosphates With High Ortho Alkylation
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Page/Page column 9, (2012/01/14)
The present invention relates to low triphenyl phosphate, high phosphorous content aryl phosphates with high ortho alkylation that are suitable for use as flame retardant compositions, processes for their preparation, and their use as flame retardants.
3,5-di-iso-propyl-heptatrienoic acid derivatives having serum glucose reducing activity
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Page column 10, (2010/02/07)
Compounds of the formula where the variables have the meaning defined in the specification are capable of reducing serum glucose levels in diabetic mammals without the undesirable side effect of reducing serum thyroxine levels.
The continuous acid-catalyzed dehydration of alcohols in supercritical fluids: A new approach to the cleaner synthesis of acetals, ketals, and ethers with high selectivity
Gray, William K.,Smail, Fiona R.,Hitzler, Martin G.,Ross, Stephen K.,Poliakoff, Martyn
, p. 10711 - 10718 (2007/10/03)
We report a new continuous method for forming ethers, acetals and ketals using solid acid catalysts, DELOXAN ASP or AMBERLYST 15, and supercritical fluid solvents. In the case of ether formation, we observe a high selectivity for linear alkyl ethers with little rearrangement to give branched ethers. Such rearrangement is common in conventional syntheses. Our approach is effective for a range of n-alcohols up to n-octanol and also for the secondary alcohol 2-propanol. In the reaction of phenol with an alkylating agent, the continuous reaction can be tuned to give preferential O- or C- alkylation with up to 49% O-alkylation with supercritical propene. We also investigate the synthesis of a range of cyclic ethers and show an improved method for the synthesis of THF from 1,4-butandiol under very mild conditions.
Acid-catalyzed hydrolysis of some primary alkyl phenyl ethers
Lajunen, Martti,Laine, Riitta,Aaltonen, Marika
, p. 1155 - 1161 (2007/10/03)
Products were analyzed and rate constants of disappearance and hydrolysis, alkylation and/or rearrangement were measured for methyl, ethyl, propyl and allyl phenyl ethers by GC in concentrated aqueous perchloric acid solutions. Chlorination of the substrate and possibly of the product, phenol, was observed beside the hydrolysis of methyl phenyl ether and a slight chlorination of phenol beside the hydrolysis of ethyl phenyl ether. A marked Claisen rearrangement to isopropylphenols and alkylation to propyl isopropylphenyl ethers were observed in addition to the hydrolysis of propyl phenyl ether. The Claisen rearrangement to o-allylphenol was estimated to be quantitative in the case of allyl phenyl ether. The change of the reaction mechanism from A-2 (MeOPh and EtOPh) possibly via A-2(carbocation)(PrOPh?) to A-1 (allyl phenyl ether and possibly PrOPh) was deduced from the products, reaction rates, activation parameters, solvent deuterium isotope effect and parameters of excess acidity plots. Acta Chemica Scandinavica 1997.
6-phenoxymethyl-4-hydroxytetrahydropyran-2-ones and 6-thiphenoxymethyl-4-hydroxytetrahydropyran-2-ones and the corresponding dihydroxycarboxylic acid derivatives, salts and esters, and in treating hypercholesterolemia
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, (2008/06/13)
6-Phenoxymethyl-4-hydroxytetrahydropyran-2-ones and 6-thiophenoxymethyl-4-hydroxytetrahydropyran-2-ones and the corresponding dihydroxycarboxylic acid derivatives, salts and esters, processes for the preparation of these compounds, their use as pharmaceuticals, pharmaceutical preparations and novel phenols and thiophenols Compounds of the general formula I STR1 and the corresponding open-chain dihydroxycarboxylic acids of the formula II STR2 in which X, Y and Z have the meanings given, and pharmacologically tolerated salts thereof with bases and pharmacologically tolerated esters thereof, processes for the preparation of these compounds, their use as pharmaceuticals and pharmaceutical preparations are described. Novel phenols and thiophenols of the formula III STR3 in which X, Y and Z have the meanings given, are also described.
