51208-83-4

Basic information

• Product Name: 2-(4-isopropylphenyl)-2-oxoacetic acid
• Synonyms: 2-(4-isopropylphenyl)-2-oxoacetic acid
• CAS NO: 51208-83-4
• Molecular Weight: 192.214
• Mol File: 51208-83-4.mol

Chemical Properties

• CAS DataBase Reference: 2-(4-isopropylphenyl)-2-oxoacetic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-isopropylphenyl)-2-oxoacetic acid(51208-83-4)
• EPA Substance Registry System: 2-(4-isopropylphenyl)-2-oxoacetic acid(51208-83-4)

Safety Data

• Hazardous Substances Data: 51208-83-4(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-(4-isopropylphenyl)-2-oxoacetic acid is used as a key intermediate in the synthesis of non-steroidal anti-inflammatory drugs (NSAIDs) and other pharmaceuticals. Its role in the production of these drugs is crucial due to its ability to facilitate the creation of organic compounds that possess therapeutic properties.
Used in Agrochemical Industry:
In the agrochemical sector, 2-(4-isopropylphenyl)-2-oxoacetic acid serves as a building block in the synthesis of herbicides and pesticides. Its chemical structure allows it to be a valuable component in developing compounds that control, repel, or kill unwanted plants and pests in agricultural settings.

Upstream product

• 4607-63-0 4-isopropylmandelic acid 
• 98-82-8 Isopropylbenzene 
• 4755-77-5 Ethyl oxalyl chloride 
• 645-13-6 4-isopropylacetophenone 

Downstream Products

• 34906-84-8 ethyl 2-(4-isopropylphenyl)-2-oxoacetate 
• 4607-63-0 4-isopropylmandelic acid 
• 860780-52-5 (1R)-1-methyl-2-oxo-2-pyrrolidin-1-ylethyl (2S)-(4-isopropylphenyl)[(3-ethyl-2-oxo-5,7-dipropyl-2,3-dihydro-1,3-benzoxazol-6-yl)oxy]acetate 
• 860780-53-6 (1R)-1-methyl-2-oxo-2-pyrrolidin-1-ylethyl (2S)-(4-isopropylphenyl)[(2-methyl-3-oxo-5,7-dipropyl-2,3-dihydro-1,2-benzisoxazol-6-yl)oxy]acetate 
• 860780-51-4 (1R)-1-methyl-2-oxo-2-pyrrolidin-1-ylethyl (2S)-(4-isopropylphenyl)(4-propionyl-2,6-dipropylphenoxy)acetate 

Relevant articles and documents

Diazotrifluoroethyl Radical: A CF3-Containing Building Block in [3 + 2] Cycloaddition

We present herein a visible-light-induced [3 + 2] cycloaddition of a hypervalent iodine(III) reagent with α-ketoacids for the construction of 5-CF3-1,3,4-oxadiazoles that are of importance in medicinal chemistry. The reaction proceeds smoothly without a photocatalyst, metal, or additive under mild conditions. Different from the well-established trifluorodiazoethane (CF3CHN2), the diazotrifluoroethyl radical [CF3C(·)N2], a trifluoroethylcarbyne (CF3C?:) equivalent and an unusual CF3-containing building block, is involved in the present reaction system.

Arylglyoxylic acid as well as preparation method and application thereof

The invention relates to arylglyoxylic acid as well as a preparation method and application thereof, and the method comprises the following steps: carrying out hydrolysis reaction on arylglyoxylonitrile oxime as shown in a formula (I) under the catalysis of an inorganic acid to obtain arylglyoxylic acid as shown in a formula (II). The arylglyoxylic acid prepared by the preparation method is high in yield, high in product purity, simple to operate, environment-friendly and pollution-free. The arylglyoxylic acid is used as a fine chemical synthesis intermediate.

The Synthesis of Chiral α-Aryl α-Hydroxy Carboxylic Acids via RuPHOX-Ru Catalyzed Asymmetric Hydrogenation

A ruthenocenyl phosphino-oxazoline-ruthenium complex (RuPHOX?Ru) catalyzed asymmetric hydrogenation of α-aryl keto acids has been successfully developed, affording the corresponding chiral α-aryl α-hydroxy carboxylic acids in high yields and with up to 97% ee. The reaction could be performed on a gram scale with a relatively low catalyst loading (up to 5000 S/C) and the resulting products can be transformed to several chiral building blocks, biologically active compounds and chiral drugs. (Figure presented.).

Oxidation of some α-hydroxy acids by tetraethylammonium chlorochromate: A kinetic and mechanistic study

The oxidation of glycolic, lactic, malic, and a few substituted mandelic acids by tetraethylammonium chlorochromate (TEACC) in dimethylsulfoxide leads to the formation of corresponding oxoacids. The reaction is first order each in TEACC and hydroxy acids. Reaction is failed to induce the polymerization of acrylonitrile. The oxidation of α-deuteriomandelic acid shows the presence of a primary kinetic isotope effect (kH/kD = 5.63 at 298 K). The reaction does not exhibit the solvent isotope effect. The reaction is catalyzed by the hydrogen ions. The hydrogen ion dependence has the following form: kobs = a + b[H+ ]. Oxidation of p-methylmandelic acid has been studied in 19 different organic solvents. The solvent effect has been analyzed by using Kamlet's and Swain's multiparametric equations. A mechanism involving a hydride ion transfer via a chromate ester is proposed.

Kinetics and mechanism of the oxidation of some α-hydroxy carboxylic acids by [bis(trifluoroacetoxy)iodo]benzene

The oxidation of α-hydroxy carboxylic acids by [bis(trifluoroacetoxy) iodo]benzene (TFAIB), to the corresponding oxoacids is first order with respect to each, the hydroxy acid, TFAIB and hydrogen ions. The oxidation of α-deuteriomandelic acid (PhCDOHCO2H) exhibits the presence of a substantial primary isotope effect confirming the cleavage of the α - C - H bond in the rate-determining step. The rate of oxidation of substituted mandelic acids correlates well with Brown's σ+ values with large negative reaction constants. A mechanism involving transfer of a hydride ion from the hydroxy acid to the oxidant has been postulated.

Design and synthesis of α-aryloxyphenylacetic acid derivatives: A novel class of PPARα/γ dual agonists with potent antihyperglycemic and lipid modulating activity

The synthesis and structure-activity relationships of novel series of α-aryloxyphenylacetic acids as PPARα/γ dual agonists are reported. The initial search for surrogates of the ester group in the screen lead led first to the optimization of a subseries w

Kinetics and Mechanism of the Oxidation of Some α-Hydroxy Acids by Benzyltrimethylammonium Dichloroiodate

The oxidation of lactic acid, mandelic acid, and ten monosubstituted mandelic acids by benzyltrimethylammonium dichloroiodate (BTMACI) in glacial acetic acid leads to the formation of the corresponding oxo acid. The reaction is first order with respect to hydroxy acid, BTMACI, and zinc chloride. An addition of benzyltrimethylammonium chloride enhances the rate slightly. [PhCH2Me3N](1+)[IZn2Cl6](1-) is postulated to be the reactive oxidizing species. The oxidation of α-deuteriomandelic acid exhibited the presence of a substantial kinetic isotope effect (kH/kD = 5.97 at 298 K). The rate of oxidation of the substituted mandelic acids showed an excellent correlation with Brown's ?+ values. The reaction constants are negative. A mechanism involving the transfer of hydride ion to the oxidant is postulated.

Kinetics and mechanism of the oxidation of some α-hydroxy acids by 2,2′-bipyridinium chlorochromate

The oxidation of glycolic, lactic, malic, and a few substituted mandelic acids by 2,2′-bipyridinium chlorochromate (BPCC) in dimethylsulphoxide leads to the formation of corresponding oxoacids. The reaction is first order each in BPCC and the hydroxy acids. The reaction is catalyzed by the hydrogen ions. The hydrogen ion dependence has the form: kobs = a + b [H+]. The oxidation of α-deuteriomandelic acid exhibited a substantial primary kinetic isotope effect (kH/kd = 5.29 at 303 K). Oxidation of p-methylmandelic acid was studied in 19 different organic solvents. The solvent effect has been analyzed by using Kamlet's and Swain's multiparametric equations. A mechanism involving a hydride ion transfer via a chromate ester is proposed.

Kinetics and mechanism of the oxidation of some α-hydroxy acids by quinolinium bromochromate

The oxidation of glycollic, lactic, malic and a few substituted mandelic acids by quinolinium bromochromate (QBC) in dimethylsulfoxide (DMSO) leads to the formation of the corresponding oxoacids. The reaction is first order each in QBC and the hydroxy acids. The reaction is catalyzed by the hydrogen ions. The hydrogen ion dependence has the form kobs = a + b [H +]. Oxidation of mandelic acid has been studied in different organic solvents. The solvent effect has been analyzed by using Kamlet's and Swain's multiparametric equations. A mechanism involving a hydride ion transfer via a chromate ester is proposed.

Kinetics and mechanism of the oxidation of α-hydroxy acids by tetrabutylammonium tribromide

The oxidation of glycollic, lactic, malic and a few substituted mandelic acids by tetrabutylammonium tribromide (TBATB) in 1:1 (v/v) acetic acid-water leads to the formation of corresponding oxoacids. The reaction is first order each in TBATB, and the hydroxy acid. Addition of tetrabutylammonium chloride does not affect the rate. Tribromide ion has been proposed as the reactive oxidizing species. The oxidation of α-deuteriomandelic acid shows the presence of a primary kinetic isotope effect (kH/kD = 5.50 at 303 K). The reaction does not exhibit any solvent isotope effect [k(H2O)/k(D2O) = 1.01]. The rate decreases with an increase in the amount of acetic acid in the solvent mixture. A mechanism involving hydride ion transfer to the oxidant is proposed.