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
• Article Data: 12

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

General Description

2-(4-isopropylphenyl)-2-oxoacetic acid, also known as phenylglyoxylic acid, is a chemical compound with the molecular formula C11H12O3. It is a derivative of phenylacetic acid and is commonly used as a precursor in the synthesis of various pharmaceutical and agrochemical compounds. 2-(4-isopropylphenyl)-2-oxoacetic acid is primarily used in the production of non-steroidal anti-inflammatory drugs (NSAIDs) and other pharmaceuticals due to its role as a key intermediate in the synthesis of organic compounds. Additionally, it is also used as a building block in the synthesis of herbicides and pesticides. Its structure contains a phenyl group with an isopropyl substituent and a keto functional group, making it a versatile and important chemical in various industries.

Upstream product

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

Downstream Products

• 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.

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.).

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.