76099-91-7

Basic information

• Product Name: (S)-(+)-2-(4'-iodophenyl)propanoic acid
• Synonyms: (S)-(+)-2-(4'-iodophenyl)propanoic acid
• CAS NO: 76099-91-7
• Molecular Weight: 276.074
• Mol File: 76099-91-7.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 333.2±25.0 °C(Predicted)
• Density: 1.767±0.06 g/cm3(Predicted)
• CAS DataBase Reference: (S)-(+)-2-(4'-iodophenyl)propanoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-(+)-2-(4'-iodophenyl)propanoic acid(76099-91-7)
• EPA Substance Registry System: (S)-(+)-2-(4'-iodophenyl)propanoic acid(76099-91-7)

Safety Data

• Hazardous Substances Data: 76099-91-7(Hazardous Substances Data)

Usage

General Description

(S)-(+)-2-(4'-iodophenyl)propanoic acid is a chemical compound that belongs to the class of phenylpropanoid compounds. It is an optical isomer of 2-(4'-iodophenyl)propanoic acid, with a specific rotation of +25°. (S)-(+)-2-(4'-iodophenyl)propanoic acid is commonly used in the synthesis of various pharmaceuticals, including drugs that act on the central nervous system. It is also used as a chiral building block in organic synthesis. Additionally, it has been studied for its potential anti-inflammatory and anti-cancer properties. The presence of the iodine atom in the compound makes it useful in radiolabeling applications for nuclear imaging and diagnostic purposes. Overall, (S)-(+)-2-(4'-iodophenyl)propanoic acid has diverse applications in both pharmaceutical and research fields.

Upstream product

• 34645-72-2 (RS)-2-(4'-iodophenyl)propanoic acid 
• 151774-90-2 (2S,3S)-3-methyl-3-<4'-(trimethylsilyl)phenyl>oxiranemethanol 
• 151774-94-6 (2R,3S)-3-<4'-(trimethylsilyl)phenyl>butane-1,2-diol 
• 151957-62-9 (2R,3S)-3-(4'-iodophenyl)butane-1,2-diol 

Downstream Products

• 51146-56-6 (S)-ibuprofen 
• 121734-80-3 (S)-2-(4-Isobutyl-phenyl)-N-((S)-1-phenyl-ethyl)-propionamide 
• 51146-57-7 (R)-ibuprofene 
• 107672-16-2 (S)-2-(4'-<2-methyl-1-propenyl>phenyl)propanoic acid 

Relevant articles and documents

Enantioselective hydrolysis of various racemic α-substituted arylacetonitriles using Rhodococcus sp. CGMCC 0497

The enantioselective hydrolysis of 17 racemic α-substituted arylacetonitriles by Rhodococcus sp. CGMCC 0497 is described. The corresponding (R)-amides and (S)-acids were obtained with excellent enantiomeric excess in most cases. The effect of steric and electronic factors on the outcome of the reactions are discussed here. The results prove that nitrile-converting enzymes are efficient tools for the synthesis of sterically unencumbered chiral α-arylpropionic acids and amides.

Enantioselective syntheses of 2-arylpropanoic acid non-steroidal antiinflammatory drugs and related compounds

(S)-2-[4′-(2″-Methylpropyl)phenylpropanoic acid (ibuprofen) and (S)-2-(3′-benzoylphenyl)propanoic acid (ketoprofen) have been synthesised in high enantiomeric excess. Control of stereochemistry was achieved by a combination of Sharpless epoxidalion followed by catalytic hydrogenolysis of the introduced benzylic epoxide oxygen bond. Also, the coupling of organic compounds in the presence of palladium with enantiopure 2-(3-iodophenyl)propanoic and 2-(4-iodophenyl)propanoic acids, prepared by the methodology above, is a general method for the synthesis of optically active arylpropanoic acids.