602-94-8Relevant academic research and scientific papers
On reactions of carbon disulphide induced by 'naked' fluoride part 1: Reactions with fluoroaromatics
Ruediger, Stephan,Seppelt, Konrad
, p. 25 - 28 (1997)
On reaction with carbon disulphide and tetramethylammonium fluoride in dimethylformamide, pentafluorobenzonitrile undergoes nucleophilic substitution reactions, resulting eventually in trifluoromethylthio substituted polyfluorobenzonitrile. 2,4-Dinitrofluorobenzene and pentafluorobenzene undergo similar substitutions, however, the product mixtures are much more complex.
Direct conversion of perfluoroalkanes and perfluoroarenes to perfluoro Grignard reagents
Beck, Christopher M.,Park, You-Jung,Crabtree, Robert H.
, p. 693 - 694 (1998)
Magnesium anthracene selectively reduces C6F12 or C6F6 and CF3C6F11 or CF3C6F5 to C6F5MgF and CF3C6F4MgF, respectively.
Mechanochemical Grignard Reactions with Gaseous CO2 and Sodium Methyl Carbonate**
Pfennig, Victoria S.,Villella, Romina C.,Nikodemus, Julia,Bolm, Carsten
supporting information, (2022/01/22)
A one-pot, three-step protocol for the preparation of Grignard reagents from organobromides in a ball mill and their subsequent reactions with gaseous carbon dioxide (CO2) or sodium methyl carbonate providing aryl and alkyl carboxylic acids in up to 82 % yield is reported. Noteworthy are the short reaction times and the significantly reduced solvent amounts [2.0 equiv. for liquid assisted grinding (LAG) conditions]. Unexpectedly, aryl bromides with methoxy substituents lead to symmetric ketones as major products.
Photoinduced FeCl3-Catalyzed Alkyl Aromatics Oxidation toward Degradation of Polystyrene at Room Temperature?
Zhang, Guoxiang,Zhang, Zongnan,Zeng, Rong
supporting information, p. 3225 - 3230 (2021/09/28)
While polystyrene is widely used in daily life as a synthetic plastic, the subsequently selective degradation is still very challenging and highly required. Herein, we disclose a highly practical and selective reaction for the catalytically efficient oxidation of alkyl aromatics (including 1°, 2°, and 3° alkyl aromatics) to carboxylic acids. While dioxygen was used as the sole terminal oxidant, this protocol was catalyzed by the inexpensive and readily available ferric compound (FeCl3) with irradiation of visible light (blue LEDs) under only 1 atmosphere of O2 at room temperature. This system could further facilitate the selective degradation of polystyrene to benzoic acid, providing an important and practical tool to generate high-value chemical from abundant polystyrene wastes.
Preparation method of pentafluorophenol
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Paragraph 0071; 0072, (2020/07/24)
The invention relates to the field of organic synthesis, in particular to a preparation method of pentafluorophenol. The preparation method of pentafluorophenol comprises the steps as follows: 1) pentafluorobenzonitrile and bromoacetic ester are subjected to a coupling reaction in the presence of zinc powder, hydrolysis and decarboxylation are performed under the acid condition, and pentafluoroacetophenone is prepared; 2) pentafluoroacetophenone is subjected to a Baeyer-Villiger reaction in the presence of an oxidizing agent, and pentafluorophenol is prepared after hydrolysis. The preparationmethod of pentafluorophenol comprises simple and short operation steps and is low in production cost, high in industrial operability and suitable for large-scale industrial production.
Efficient aerobic photooxygenation of aldehydes to carboxylic acids using cobalt(II) phthalocyanine sulfonate as a photosensitizer in organic-water biphasic media
Hajimohammadi, Mahdi,Ahmadi Khamesi, Zahra,Nosrati, Parisa
, p. 167 - 173 (2018/10/31)
The aerobic oxidation of a variety of aromatic aldehydes to the corresponding carboxylic acids by molecular oxygen in the presence of 4-carboxyl tetraphenylporphyrin (H2TCPP), methylene blue (MB), cobalt(II) phthalocyanine sulfonate (CoPcS) and FeTCPPCl as water-soluble photosensitizers in organic-water biphasic media at room temperature under either visible light or sunlight is described. The products were obtained with 25–100% conversion and 100% selectivity. This method has a wide range of applicabilities, has a straightforward workup procedure, is chemoselective and proceeds under mild reaction conditions. The resulting products were obtained in good yields in reasonable times.
Selective oxidation method for toluene compounds
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Paragraph 0126; 0127, (2019/12/25)
The invention discloses a selective oxidation method for toluene compounds. The method comprises the following steps: 1, putting a toluene compound represented by a formula (I) shown in the specification, a metalloporphyrin catalyst, an oxidant and a dispersing agent into a ball milling tank, sealing the ball milling tank, carrying out ball milling for 3-24 hours at room temperature and the rotating speed of 100-800 rpm, stopping ball milling once every 1-3 hours in the ball milling process, discharging gas in the ball milling tank, and after the reaction is finished, carrying out post-treatment on the reaction mixture to obtain a product benzoic acid compound represented by a formula (II) shown in the specification. Oxidation conversion of methylbenzene and derivatives thereof is achievedthrough solid-phase ball milling, the reaction mode is novel, the operation is convenient, and the energy consumption is low; an organic solvent and other auxiliaries are not needed, so that use of toxic and harmful organic reagents is effectively avoided, and the method is green and environmentally friendly; the peroxide content is low, and the safety coefficient is high; and benzoic acid and derivatives thereof have high selectivity and meet the social requirements of a green chemical process, an environmental compatibility chemical process and a biological compatibility chemical process inthe prior art.
Method for synthesizing benzoic acid compound from benzyl alcohol compound by ultrasonic-assisted oxidation
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Paragraph 0164; 0165, (2018/09/29)
The invention belongs to the field of synthesis of organic intermediates, and specifically discloses an ultrasonic-assisted synthesis method for a benzoic acid compound. The method comprises the following step: promoting air oxidation of benzyl alcohol by using diethylene glycol dimethyl ether under an ultrasonic-assisted action so as to obtain the benzoic acid compound, wherein a benzyl alcohol raw material is benzyl alcohol, or a benzoic acid derivative containing one to five substituents at different positions on the benzene ring of benzyl alcohol; and a reaction accelerator is the diethylene glycol dimethyl ether. The method provided by the invention has the advantages of easily-available raw materials, simple and convenient reaction conditions, short reaction time, greenness, energy conservation, high reaction selectivity and yield, excellent compatibility of substrate functional groups, and high application value.
Heteroleptic μ-nitrido diiron complex supported by phthalocyanine and octapropylporphyrazine ligands: Formation of oxo species and their reactivity with fluorinated compounds
Colomban, Cédric,Kudrik, Evgeny V.,Sorokin, Alexander B.
, p. 345 - 353 (2017/08/02)
The synthesis and reactivity of N-bridged diiron macrocyclic complexes have been a topic of increasing interest in recent years since the observation of particular catalytic properties of these complexes. Herein, we report a preparation of a novel heteroleptic μ-nitrido diiron complex with unsubstituted phthalocyanine and octapropylporphyrazine macrocycles. This complex reacts with m-chloroperbenzoic acid to form high-valent diiron oxo species showing strong oxidizing properties. The formation and structure of the transient oxo species was investigated by cryospray collision induced dissociation MS/MS technique. Analysis of fragmentation pattern showed that the attachment of oxo moiety occurred at either iron phthalocyanine or at iron porphyrazine site with slight preference for the phthalocyanine iron site. The catalytic properties of the heteroleptic μ-nitrido diiron complex were evaluated in the oxidative transformation of hexafluorobenzene and perfluoro(allylbenzene).
Method for preparing 2,3,4,5,6-pentafluorophenol
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, (2017/08/29)
The invention discloses a method for preparing 2,3,4,5,6-pentafluorophenol. The method comprises the following step of in water, performing an oxidation reaction on 2,3,4,5,6-pentafluoro phenylboronic acid as shown in the formula (VI) and hydrogen peroxide, thereby obtaining 2,3,4,5,6-pentafluorophenol as shown in the formula (VII). According to the method, an oxidation reaction is implemented in the water, so that the method is low in cost, and environmental-friendly; and besides, the method is high in reaction yield and purity and relatively applicable to industrial production.
