585-34-2Relevant articles and documents
Direct Oxygenation of Benzene and Its Analogues into Phenols Catalyzed by Oxovanadium(IV) Complex with Combined Use of Molecular Oxygen and Aldehyde
Hata, Eiichiro,Takai, Toshihiro,Yamada, Tohru,Mukaiyama, Teruaki
, p. 1849 - 1852 (1994)
In the presence of a catalytic amount of oxovanadium(IV) complexes coordinated by 1,3-diketone-type ligands, benzene and its analogues are directly oxygenated into phenols by combined use of molecular oxygen and crotonaldehyde at room temperature.
Method for hydrolyzing diarylether compound to generate aryl phenol compound
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Paragraph 0139-0141, (2021/09/29)
The invention discloses a method for hydrolyzing a diarylether compound to generate an arylphenol compound. According to the method, visible light is utilized to excite a photosensitizer for catalysis. In a reaction solvent, the raw material in the formula (1) breaks a C (sp2)-O bond under the auxiliary action of acid, and hydrolysis is performed to obtain the bimolecular aryl phenol compounds in the formula (3) and the formula (4). The method can catalyze the reaction at room temperature, is green and environment-friendly, and is easy to operate; the universality is wide, the reaction yield is relatively high, and the tolerance of functional groups is strong; the synthesis method not only can realize small-scale hydrolysis conversion of various diarylether compounds, but also can realize hydrolysis of herbicidal ether, triclosan and a lignin template substrate, and even can realize large-scale hydrolysis of triclosan and the lignin template substrate to realize gram-level degradation. A new strategy is provided for recovering phenol derivatives through lignin hydrolysis, degrading pesticides and purifying wastewater containing a degerming agent or herbicide. The method has wide application prospect and use value.
Increasing the steric hindrance around the catalytic core of a self-assembled imine-based non-heme iron catalyst for C-H oxidation
Frateloreto, Federico,Capocasa, Giorgio,Olivo, Giorgio,Abdel Hady, Karim,Sappino, Carla,Di Berto Mancini, Marika,Levi Mortera, Stefano,Lanzalunga, Osvaldo,Di Stefano, Stefano
, p. 537 - 542 (2021/02/09)
Sterically hindered imine-based non-heme complexes4and5rapidly self-assemble in acetonitrile at 25 °C, when the corresponding building blocks are added in solution in the proper ratios. Such complexes are investigated as catalysts for the H2O2oxidation of a series of substrates in order to ascertain the role and the importance of the ligand steric hindrance on the action of the catalytic core1, previously shown to be an efficient catalyst for aliphatic and aromatic C-H bond oxidation. The study reveals a modest dependence of the output of the oxidation reactions on the presence of bulky substituents in the backbone of the catalyst, both in terms of activity and selectivity. This result supports a previously hypothesized catalytic mechanism, which is based on the hemi-lability of the metal complex. In the active form of the catalyst, one of the pyridine arms temporarily leaves the iron centre, freeing up a lot of room for the access of the substrate.
Preparation method of M-tert-butylphenol
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, (2021/03/31)
The invention discloses a preparation method of m-tert-butylphenol. The preparation method comprises the following steps: with tert-butylbenzene as a raw material, nitrifying tert-butylbenzene to obtain 2,4-dinitro-tert-butylbenzene, then conducting reduction and Baberger rearrangement to obtain 2,4-diamino-3-hydroxy tert-butylbenzene, and finally, performing diazotizing and reducing to remove amino groups so as to obtain m-tert-butylphenol. According to a process route in the invention, para-isomer generation is effectively avoided, and m-tert-butylphenol with a purity of 99% or above can beobtained through simple distillation; and the method has the advantages that raw materials are cheap and easy to obtain, the process is simple and has few side reactions, and the method is suitable for industrial production.
Green preparation process of M-tert-butylphenol
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Paragraph 0023-0024; 0027-0028; 0030-0031, (2020/04/02)
The invention discloses a preparation process of m-tert-butylphenol. The method includes the steps of: (1) adopting phenol and tert-butyl chloride as the raw materials, taking acidic clay and concentrated sulfuric acid as the catalyst, carrying out alkylation reaction to obtain the main product m-tert-butylphenol and the byproduct p-tert-butylphenol by one step, and performing separation; and (2)taking unreacted phenol and the p-tert-butylphenol by-product obtained in the step (1) as the raw materials, and taking acidic clay and aluminum trichloride as the catalyst, and carrying out rearrangement reaction to obtain m-tert-butylphenol in one step. Compared with the prior art, the preparation process of m-tert-butylphenol provided by the invention has the advantages of cheap and easily available raw materials, simple technology, good atom economy, greenness and environmental protection, is suitability for industrial production, and has important practical significance for improvement ofthe economic and social benefits of the tert-butylphenolation industry.
Easy Synthesis of a Self-Assembled Imine-Based Iron(II) Complex Endowed with Crown-Ether Receptors
Capocasa, Giorgio,Di Berto Mancini, Marika,Di Stefano, Stefano,Frateloreto, Federico,Lanzalunga, Osvaldo,Olivo, Giorgio
, (2020/06/10)
Herein we report that an imine-based iron complex decorated with crown-ether moieties self-assembles in CH3CN solution from three building blocks (namely Fe(CH3CN)2(OTf)2, 2-picolylamine and aldehyde 6a) added in the proper molar ratio (1:2:2, respectively). Aldehyde 6a, endowed with a benzocrown-ether receptor, can be prepared in two steps from commercial materials with high yields (79 percent) and no need of chromatographic separations. The self-assembled complex is highly stable in CH3CN solution. The complex has been tested as catalyst for the oxidation of aromatic compounds endowed with primary ammonium anchoring group with H2O2. An unexpected yet moderate selectivity for remote meta over ortho hydroxylation was obtained, which is mainly due to the steric hindrance of the catalyst.
Synthesis of Highly Substituted Phenols and Benzenes with Complete Regiochemical Control
Zhang, Xiaojie,Beaudry, Christopher M.
supporting information, p. 6086 - 6090 (2020/08/12)
Substituted phenols are requisite molecules for human health, agriculture, and diverse synthetic materials. We report a chemical synthesis of phenols, including penta-substituted phenols, that accommodates programmable substitution at any position. This method uses a one-step conversion of readily available hydroxypyrone and nitroalkene starting materials to give phenols with complete regiochemical control and in high chemical yield. Additionally, the phenols can be converted into highly and even fully substituted benzenes.
METHOD FOR PREPARING P-HYDROXYMANDELIC COMPOUNDS IN STIRRED REACTORS
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, (2017/07/14)
The process allows the preparation of a p-hydroxymandelic compound, comprising at least one step of condensation of at least one aromatic compound bearing at least one hydroxyl group and whose para position is free, with glyoxylic acid, the condensation reaction being performed in at least one reactor equipped with at least one mixing means, the specific mixing power being between 0.1 kW/m3 and 15 kW/m3. In addition, the invention also relates to a process for preparing a 4-hydroxyaromatic aldehyde by oxidation of this p-hydroxymandelic compound.
A synthesis method of uncle-butyl phenol
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Paragraph 0021; 0024, (2017/09/12)
The invention relates to a method for synthesizing 3-(tert-butyl)phenol. The method includes the following steps that 4-tert-butyl-1-chlorobenzene serves as a raw material and is nitrated to obtain 1-chlorine-4-tert-butyl-2-nitrobenzene; the 1-chlorine-4-tert-butyl-2-nitrobenzene is reduced to generate 3-tert-butylaniline; the 3-tert-butylaniline is diazotized and subjected to a hydrolysis reaction, and the 3-(tert-butyl)phenol is obtained. According to the path, the raw material is cheap and easy to get, elementary reaction conditions of the steps are mild, after-treatment is simple, the four-step reaction total yield is high, the 3-(tert-butyl)phenol with the purity higher than 97% can be obtained through distilling, and industrial production prospects are achieved.
Highly Selective and Efficient Ring Hydroxylation of Alkylbenzenes with Hydrogen Peroxide and an Osmium(VI) Nitrido Catalyst
Kwong, Hoi-Ki,Lo, Po-Kam,Yiu, Shek-Man,Hirao, Hajime,Lau, Kai-Chung,Lau, Tai-Chu
, p. 12260 - 12263 (2017/09/06)
The OsVI nitrido complex, OsVI(N)(quin)2(OTs) (1, quin=2-quinaldinate, OTs=tosylate), is a highly selective and efficient catalyst for the ring hydroxylation of alkylbenzenes with H2O2 at room temperature. Oxidation of various alkylbenzenes occurs with ring/chain oxidation ratios ranging from 96.7/3.3 to 99.9/0.1, and total product yields from 93 % to 98 %. Moreover, turnover numbers up to 6360, 5670, and 3880 can be achieved for the oxidation of p-xylene, ethylbenzene, and mesitylene, respectively. Density functional theory calculations suggest that the active intermediate is an OsVIII nitrido oxo species.
