22084-89-5

Usage

Uses

Used in Pharmaceutical Industry:
3-(2-METHYLPHENYL)PROPIONIC ACID is used as a building block for the synthesis of 2-methyl-3-phenylpropanol, which is an essential component in the development of various pharmaceutical compounds. The synthesis of 3-(2-METHYLPHENYL)PROPIONIC ACID contributes to the creation of new drugs with potential therapeutic applications.
Used in Chemical Industry:
3-(2-METHYLPHENYL)PROPIONIC ACID is used as a key intermediate in the chemical industry for the production of various organic compounds, including 2-methyl-3-phenylpropanol. 3-(2-METHYLPHENYL)PROPIONIC ACID serves as a valuable precursor in the synthesis of other chemicals, which can be utilized in a wide range of applications, such as the manufacturing of fragrances, flavors, and other specialty chemicals.

InChI:InChI=1/C10H12O2/c1-8-4-2-3-5-9(8)6-7-10(11)12/h2-5H,6-7H2,1H3,(H,11,12)

Upstream product

• 6619-57-4 diethyl 2-(2-methylbenzyl)-malonate 
• 939-57-1 (E)-3-(2-methylphenyl)acrylic acid 
• 2373-76-4 2-methylcinnamic acid 
• 7363-85-1 3-(2-methylcyclohex-1-en-1-yl)propanoic acid 
• 57-57-8 β-Propiolactone 
• 95-46-5 2-methylphenyl bromide 
• 107-94-8 chloropropionic acid 
• 108-88-3 toluene 
• 78606-96-9 <(2-methylphenyl)methyl>propanedioic acid 
• 3984-22-3 2-vinyl-1,3-dioxolane 
• 103-83-3 N,N'-dimethylbenzylamine 
• 2495-35-4 benzylacrylate 
• 929557-06-2 benzyl 3-(o-tolyl)propanoate 
• 16419-60-6 2-Methylphenylboronic acid 

Downstream Products

• 24644-78-8 4-methylindanone 
• 104750-61-0 ethyl 3-(o-tolyl)propanoate 
• 85829-29-4 3-(2-methylphenyl)propionic acid chloride 
• 26465-81-6 3,3-dimethylindan-1-one 
• 37741-54-1 β-(2-tolyl)propionic acid methyl ester 
• 192987-46-5 4-[1-(1-hydroxy-4-methylindanyl)]-N-(triphenylmethyl)imidazole 
• 91445-80-6 2-bromo-2,3-dihydro-4-methylinden-1-one 
• 21851-78-5 1-(3-bromopropyl)-2-methylbenzene 
• 923772-93-4 3-chloro-4-methyl-1-benzothiophene-2-carboxylic acid 
• 20151-46-6 5-methyl-1,2,3,4-tetrahydroquinolin-2-one 
• 20151-47-7 8-methyl-3,4-dihydroquinolin-2(1H)-one 

Relevant academic research and scientific papers

Photoredox Activation of Formate Salts: Hydrocarboxylation of Alkenes via Carboxyl Group Transfer

A photoredox activation mode of formate salts for carboxylation was developed. Using a formate salt as the reductant, carbonyl source, and hydrogen atom transfer reagent, a wide range of alkenes can be converted into acid products via a carboxyl group tra

Method for selective reduction α, β - unsaturated carbonyl compound carbon-carbon double bond (by machine translation)

The invention discloses a method for selectively reducing carbon-carbon double bonds in α and β - unsaturated carbonyl compounds, which comprises the following steps of adding α, β - unsaturated carbonyl compounds shown in formula (I) in an electrolysis system and reducing α and β - unsaturated carbonyl compounds with carbonyl-conjugated carbon-carbon double bonds through an electrochemical cathodic reduction reaction. Compared with the reported method, the method disclosed by the invention does not use a metal catalyst and an external oxidant; and the reaction raw material and the electrolyte are low in price, nontoxic and tasteless, simple and convenient in post-treatment. (by machine translation)

Synthesis method of succinic acid derivative or 3 -arylpropionic acid (by machine translation)

The invention discloses a synthesis method of a succinic acid derivative or 3 -arylpropionic acid, which comprises the following steps: adding a base in a drying reaction tube and CO removing CO. 2 The reaction is carried out under the irradiation of visible light, the reaction is carried out under visible light irradiation, and then separation and purification are carried out to obtain the butanedioic acid derivative or 3 -arylpropionic acid product; the base comprises sodium tert-butoxide, potassium tert-butoxide, lithium tert-butyl alcohol and 4 - potassium carbonate; and the reaction substrate comprises an acrylate compound or an aryl vinyl compound. CO can be induced by visible light. 2 The scheme provided by the invention is mild in reaction condition and wide in reaction 3 - substrate selectivity, and the reaction substrate is wide in selectivity, the raw materials are cheap and easily available, and the method has a good industrial application prospect. (by machine translation)

Site-Selective, Remote sp3 C?H Carboxylation Enabled by the Merger of Photoredox and Nickel Catalysis

A photoinduced carboxylation of alkyl halides with CO2 at remote sp3 C?H sites enabled by the merger of photoredox and Ni catalysis is described. This protocol features a predictable reactivity and site selectivity that can be modulated by the ligand backbone. Preliminary studies reinforce a rationale based on a dynamic displacement of the catalyst throughout the alkyl side chain.

Regioselectivity inversion tuned by iron(iii) salts in palladium-catalyzed carbonylations

Impactful regioselectivity control is crucial for cost-effective chemical synthesis. By using cheap and abundant iron(iii) salts, the hydroxycarbonylations of both aromatic and aliphatic alkenes were significantly enhanced in both reactivity and selectivity (iso/n or n/iso up to >99:1). Moreover, Pd-catalyzed carbonylation selectivity can be switched from branched to linear by using different Fe(iii) salts. In addition, similar results were obtained for the carbonylation of secondary alcohols.

A Ligand-Directed Catalytic Regioselective Hydrocarboxylation of Aryl Olefins with Pd and Formic Acid

An effective Pd-catalyzed hydrocarboxylation of aryl olefins with Ac2O and formic acid is described. A variety of 2- and 3-arylpropanoic acids can be regioselectively formed by the judicious choice of ligand without the use of toxic CO gas.

Pd nanoparticles on reverse phase silica gel as recyclable catalyst for Suzuki-Miyaura cross coupling reaction and hydrogenation in water

Two catalytic systems, consisting of palladium nanoparticles supported by reverse phase amino functionalized silica are utilized as catalysts for Suzuki-Miyaura reaction and hydrogenation in water. The catalysts were developed by modifying silica into bidentate ligands, using either 2-pyridinecarboxaldehyde or 2,2′-bipyridine-4,4′-dicarboxylic acid. The synthesized catalysts showed quantitative reaction yields and recyclability with negligible leaching of Pd nanoparticles. Various characterization techniques including XPS, ICP-MS, SEM, BET, XRD, TEM, 1H- and 13C- NMR are used to verify the efficiency of the catalysts.

Synthetic Applications and Mechanistic Studies of the Hydroxide-Mediated Cleavage of Carbon-Carbon Bonds in Ketones

The hydroxide-mediated cleavage of ketones into alkanes and carboxylic acids has been reinvestigated and the substrate scope extended to benzyl carbonyl compounds. The transformation is performed with a 0.05 M ketone solution in refluxing xylene in the presence of 10 equiv of potassium hydroxide. The reaction constitutes a straightforward protocol for the synthesis of certain phenyl-substituted carboxylic acids from 2-phenylcycloalkanones. The mechanism was investigated by kinetic experiments which indicated a first order reaction in hydroxide and a full negative charge in the rate-determining step. The studies were complemented by a theoretical investigation where two possible pathways were characterized by DFT/M06-2X. The calculations showed that the scission takes place by nucleophilic attack of hydroxide on the ketone followed by fragmentation of the resulting oxyanion into the carboxylic acid and a benzyl anion.

Compositions comprising an aryl pyrazole and a substituted imidazole, methods and uses thereof

This invention relates to compositions for combating parasites in animals, comprising 1-arylpyrazole compounds in combination with substituted imidazole compounds. This invention also provides for an improved methods for eradicating, controlling, and preventing parasite infestation in an animal comprising administering the compositions of the invention to an animal in need thereof.

Minimizing Aryloxy Elimination in RhI-Catalyzed Asymmetric Hydrogenation of β-Aryloxyacrylic Acids using a Mixed-Ligand Strategy

The first example of efficient asymmetric hydrogenation of challenging β-aryloxyacrylic acids was realized using a RhI-complex based on the heterocombination of a readily available chiral monodentate secondary phosphine oxide (SPO) and an achiral monodentate phosphine ligand as the catalyst. Excellent enantioselectivities (92->99% ee) were achieved for a wide variety of chiral β-aryloxypropionic acids with minor aryloxy elimination in most cases. The resultant products were readily transformed into biologically active compounds through simple synthetic manipulations.