50-84-0Relevant articles and documents
Purification of 2,4 dichlorobenzoic acid
Ley, Christopher P.,Yates, Matthew H.
, p. 120 - 124 (2008)
A practical and efficient method to purify 2,4-dichlorobenzoic acid is described. The formation of an α-methylbenzylamine salt reduces the levels of positional isomer impurities to 0.05%. Although this purification method is not universal for all substituted benzoic acids, it was shown to be applicable to several other benzoic acids.
Continuous production method of benzoic acid derivative
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Paragraph 0032-0033; 0035, (2021/11/14)
The invention relates to the technical field of preparation of benzoic acid derivatives. The invention particularly relates to a continuous production method of a benzoic acid derivative. The continuous reaction device is characterized by comprising a small-diameter sleeve, wherein the small-diameter sleeve is sleeved with a large-diameter sleeve, and a small pipeline is arranged between the small-diameter sleeve and the large-diameter sleeve, and a plurality of small holes are arranged on the small pipeline. The small-diameter casing is rotated, the large-diameter casing is fixed, and the reaction liquid composed of the nitric acid and the toluene derivative is between a small-diameter casing pipe and a large-diameter casing pipe.
Selective Solvent-Free and Additive-Free Oxidation of Primary Benzylic C–H Bonds with O2 Catalyzed by the Combination of Metalloporphyrin with N-Hydroxyphthalimide
Shen, Hai-Min,Qi, Bei,Hu, Meng-Yun,Liu, Lei,Ye, Hong-Liang,She, Yuan-Bin
, p. 3096 - 3111 (2020/04/29)
Abstract: A protocol for solvent-free and additive-free oxidation of primary benzylic C–H bonds with O2 was presented through adjusting the combination of metalloporphyrins and NHPI as binary catalysts to overcome the deficiencies encountered in current oxidation systems. The effects of reaction temperature, porphyrin structure, central metal, catalyst loading and O2 pressure were investigated systematically. For the optimized combination of T(2-OCH3)PPCo and NHPI, all the primary benzylic C–H bonds could be functionalized efficiently and selectively at 120 °C and 1.0?MPa O2 with aromatic acids as the primary products. The selectivity towards aromatic acids could reach up to 70–95% in the conversion of more than 30% for most of the substrates possessing primary benzylic C–H bonds in the metalloporphyrin loading of 0.012% (mol/mol). And the superior performance of T(2-OCH3)PPCo among the metalloporphyrins investigated was mainly attributed to its high efficiency in charge transfer and fewer positive charges around central metal Co (II) which favored the adduction of O2 to cobalt (II) forming the high-valence metal-oxo complex followed by the production of phthalimide N-oxyl radical (PINO) and the initiation of the catalytic oxidation cycle. This work would provide not only an efficient protocol in utilization of hydrocarbons containing primary benzylic C–H bonds, but also a significant reference in the construction of more efficient C–H bonds oxidation systems. Graphic Abstract: The solvent-free and additive-free oxidation of primary benzylic C–H bonds with O2 was presented through adjusting the combination of metalloporphyrins and NHPI as binary catalysts, and the highest selectivity towards aromatic acid reached up to 95.1% with the conversion of 88.5% in the optimized combination of T(2-OCH3)PPCo and NHPI.[Figure not available: see fulltext.].
Method for catalytic oxidation of toluene and derivatives thereof by metalloporphyrin
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Paragraph 0079-0080, (2020/09/30)
The invention relates to a method for catalytic oxidation of toluene and derivatives thereof by metalloporphyrin. The method comprises the following steps: dispersing metalloporphyrin and N-hydroxyphthalimide (NHPI) into methylbenzene and derivatives thereof, sealing the reaction system, heating to 70-130 DEG C while stirring, introducing oxygen to 0.2-2.0 MPa, keeping the set temperature and oxygen pressure, carrying out reactions for 8 hours under stirring, and carrying out after-treatment on the reaction solution to obtain the product aromatic acid. The method has the advantages of no solvent, no additive, mild conditions, higher selectivity to aromatic acids and good tolerance to substrates. The method not only can effectively oxidize hydrocarbon containing primary benzyl C-H bonds, but also can provide important reference for constructing a more effective C-H bond oxidation system, and is a novel efficient and feasible selective catalytic oxidation method for methylbenzene and derivatives thereof.
Sequential Connection of Mutually Exclusive Catalytic Reactions by a Method Controlling the Presence of an MOF Catalyst: One-Pot Oxidation of Alcohols to Carboxylic Acids
Kim, Seongwoo,Lee, Ha-Eun,Suh, Jong-Min,Lim, Mi Hee,Kim, Min
supporting information, p. 17573 - 17582 (2020/12/22)
A functionalized metal-organic framework (MOF) catalyst applied to the sequential one-pot oxidation of alcohols to carboxylic acids controls the presence of a heterogeneous catalyst. The conversion of alcohols to aldehydes was acquired through aerobic oxidation using a well-known amino-oxy radical-functionalized MOF. In the same flask, a simple filtration of the radical MOF with mild heating of the solution completely altered the reaction media, providing radical scavenger-free conditions suitable for the autoxidation of the aldehydes formed in the first step to carboxylic acids. The mutually exclusive radical-catalyzed aerobic oxidation (the first step with MOF) and radical-inhibited autoxidation (the second step without MOF) are sequentially achieved in a one-pot manner. Overall, we demonstrate a powerful and efficient method for the sequential oxidation of alcohols to carboxylic acids by employing a readily functionalizable heterogeneous MOF. In addition, our MOF in-and-out method can be utilized in an environmentally friendly way for the oxidation of alcohols to carboxylic acids of industrial and economic value with broad functional group tolerance, including 2,5-furandicarboxylic acid and 1,4-benzenedicarboxylic acid, with good yield and reusability. Furthermore, MOF-TEMPO, as an antioxidative stabilizer, prevents the undesired oxidation of aldehydes, and the perfect "recoverability"of such a reactive MOF requires a re-evaluation of the advantages of MOFs from heterogeneity in catalytic and related applications.
Copper (II) immobilized on magnetically separable L-arginine-β-cyclodextrin ligand system as a robust and green catalyst for direct oxidation of primary alcohols and benzyl halides to acids in neat conditions
Nejad, Masoumeh Jadidi,Salamatmanesh, Arefe,Heydari, Akbar
, (2020/02/11)
Copper (II) immobilized on L-arginine-β-cyclodextrin-functionalized magnetite nanoparticles (nano-Fe3O4@L-arginine-CD-Cu(II)) were successfully synthesized and fully characterized using FT-IR, XRD, SEM, EDX, ICP, TGA and VSM techniques. The catalytic activity of these magnetically retrievable nanoparticles was evaluated in the direct oxidation of primary alcohols and benzyl halides to acids in neat conditions that was observed to proceed well and products were obtained in good yields. In addition to showing good catalytic activity, the magnetic catalyst is easy to synthesize and can be recycled at least five times with little loss in activity.
Palladium supported on a novel ordered mesoporous polypyrrole/carbon nanocomposite as a powerful heterogeneous catalyst for the aerobic oxidation of alcohols to carboxylic acids and ketones on water
Ganji, Nasim,Karimi, Babak,Najafvand-Derikvandi, Sepideh,Vali, Hojatollah
, p. 13616 - 13631 (2020/04/24)
Preparation of an ordered mesoporous polypyrrole/carbon (PPy/OMC) composite has been described through a two-step nanocasting process using KIT-6 as a template. Characterization of the PPy/OMC nanocomposite by various analysis methods such as TEM, XRD, TGA, SEM and N2 sorption confirmed the preparation of a material with ordered mesoporous structure, uniform pore size distribution, high surface area and high stability. This nanocomposite was then used for the immobilization of palladium nanoparticles. The nanoparticles were almost uniformly distributed on the support with a narrow particle size of 20-25 nm, confirmed by various analysis methods. Performance of the Pd?PPy/OMC catalyst was evaluated in the aerobic oxidation of various primary and secondary alcohols on water as a green solvent, giving the corresponding carboxylic acids and ketones in high yields and excellent selectivity. The catalyst could also be reused for at least 10 reaction runs without losing its catalytic activity and selectivity. High catalytic efficiency of the catalyst can be attributed to a strong synergism between the PPy/OMC and that of supported Pd nanoparticles.
Acceptorless dehydrogenative oxidation of primary alcohols to carboxylic acids and reduction of nitroarenes via hydrogen borrowing catalyzed by a novel nanomagnetic silver catalyst
Yazdani, Elahe,Heydari, Akbar
supporting information, (2020/08/14)
A novel silver nano magnetic catalyst was devised for dehydrogenative oxidation of aromatic and aliphatic alcohols to the corresponding acid with water as the sole oxygen source and hydrogen gas as the only by-product. The designed catalytic system advantages from easy recovery of magnetic materials i.e. magnetic decantation, being economically viable and environmentally friendly. Furthermore, the catalytic reaction is able to reduce aryl nitro compounds in the absence of any reducing agent.
A tunable synthesis of either benzaldehyde or benzoic acid through blue-violet LED irradiation using TBATB
Mardani, Atefeh,Heshami, Marouf,Shariati, Yadollah,Kazemi, Foad,Abdollahi Kakroudi, Mazaher,Kaboudin, Babak
, (2019/11/29)
In this paper, a highly efficient, metal-free, and homogeneous method for the selective aerobic photooxidation of alcohols and photooxidative-desilylation of tert-butyldimethylsilyl ethers (TBDMS) in the presence of tetrabutylammonium tribromide (TBATB) under irradiation of visible light was reported. The light source: blue (460 nm) and violet (400 nm) LED, can control selective oxidation to aldehyde or carboxylic acid.
Selective oxidation method for toluene compounds
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Paragraph 0128; 0129, (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.
