103667-49-8

Basic information

• Product Name: (2R)-2-(5-benzoylthiophen-2-yl)propanoic acid
• CAS NO: 103667-49-8
• Molecular Formula: C₁₄H₁₂O₃S
• Molecular Weight: 260.3083
• Mol File: 103667-49-8.mol

Chemical Properties

• Boiling Point: 450.3°C at 760 mmHg
• Flash Point: 226.1°C
• Density: 1.29g/cm³
• Vapor Pressure: 6.8E-09mmHg at 25°C
• Refractive Index: 1.612
• CAS DataBase Reference: (2R)-2-(5-benzoylthiophen-2-yl)propanoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (2R)-2-(5-benzoylthiophen-2-yl)propanoic acid(103667-49-8)
• EPA Substance Registry System: (2R)-2-(5-benzoylthiophen-2-yl)propanoic acid(103667-49-8)

Safety Data

• Hazardous Substances Data: 103667-49-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
(2R)-2-(5-benzoylthiophen-2-yl)propanoic acid is used as a starting material in organic synthesis for the production of other compounds with similar structures and properties. Its unique molecular structure may contribute to the development of new pharmaceuticals with potential biological activity.
Used in Organic Synthesis:
(2R)-2-(5-benzoylthiophen-2-yl)propanoic acid is used as a building block in the synthesis of various organic compounds. Its versatile structure allows for the creation of new molecules with potential applications in different fields, including pharmaceuticals, materials science, and chemical research.
It is important to handle (2R)-2-(5-benzoylthiophen-2-yl)propanoic acid with care, as it may have specific hazards associated with its use and manipulation. Proper safety measures should be taken to ensure the safe handling and storage of this compound.

Upstream product

• 32990-41-3 2-(5-benzoyl-2-thienyl)propanoic acid methyl ester 
• 201230-82-2 carbon monoxide 

Relevant articles and documents

Synthesis of α-heteroarylpropanoic acid via asymmetric hydroformylation catalyzed by Rh(I)-(R,S)-BINAPHOS and the subsequent oxidation

(Chemical Equation Presented) The asymmetric hydroformylation of vinyl heteroarenes (vinylfurans and vinylthiophenes) was investigated by using Rh(I)-BINAPHOS derivatives as a catalyst. The hydroformylation of vinylthiophenes 1 gave the corresponding branched aldehydes 2 with high enantiopurities as major products. Oxidation of the aldehydes 2 successfully afforded α-heteroarylpropanoic acids 4 in good yields. In addition, the aldehydes 2 were reduced to alcohols 5 without loss of enantiomeric excess.

Enzymatic enantioselective ester hydrolysis by carboxylesterase NP

The enzymatic hydrolysis of a series of carboxylic esters by carboxylesterase NP has been investigated in order to determine the scope and limitations of this enzyme. 2-Substituted propionates were hydrolyzed with high enantioselectivity when an aromatic moiety was part of the 2-substituent.Enantioselective hydrolysis could be accomplished with several 2-arypropionates, 2-(aryloxy)propionates and N-arylalanine esters.The propionate esters yielded propionic acids as (S) enantiomers, whereas the alanine esters yielded the (R) enantiomers.Without a 2-aryl substituent, the enzymatic hydrolysis of the propionates occurred at a lower rate without acceptable enantioselectivity.In addition to 2-substituted propionates, only a few other esters were hydrolyzed with high enantioselectivity by carboxylesterase NP, such as some prochiral disubstituted malonates. 1-Phenylethylacetate was the only substrate with chirality in the alcohol part of the ester that was found to be hydrolyzed enantioselectively.Carboxylesterase NP proved to be a powerful enzyme for kinetic resolution of propionate esters with an aromatic ring containing a 2-substituent.