43195-94-4

Basic information

• Product Name: [R,(-)]-Chlorophenylacetic acid
• Synonyms: (R)-Phenylchloroacetic acid;(R)-α-Chlorobenzeneacetic acid;[R,(-)]-2-Chloro-2-phenylacetic acid;[R,(-)]-Chlorophenylacetic acid
• CAS NO: 43195-94-4
• Molecular Formula: C₈H₇ClO₂
• Molecular Weight: 170.59
• Mol File: 43195-94-4.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 282.0±20.0 °C(Predicted)
• Appearance: /
• Density: 1.322±0.06 g/cm3(Predicted)
• PKA: 2.40±0.10(Predicted)
• CAS DataBase Reference: [R,(-)]-Chlorophenylacetic acid(CAS DataBase Reference)
• NIST Chemistry Reference: [R,(-)]-Chlorophenylacetic acid(43195-94-4)
• EPA Substance Registry System: [R,(-)]-Chlorophenylacetic acid(43195-94-4)

Safety Data

• Hazardous Substances Data: 43195-94-4(Hazardous Substances Data)

Usage

Description

[R,(-)]-Chlorophenylacetic acid, with the molecular formula C8H7ClO2, is a chiral chemical compound that possesses non-superimposable mirror images, known as enantiomers. [R,(-)]-Chlorophenylacetic acid has garnered interest due to its potential applications in various industries, particularly for its biological activities and utility in the synthesis of other compounds.

Uses

Used in Pharmaceutical Industry:
[R,(-)]-Chlorophenylacetic acid is used as a precursor in the synthesis of various pharmaceuticals. Its role in creating essential medications makes it a crucial component in this industry.
Used in Agrochemical Industry:
[R,(-)]-Chlorophenylacetic acid also serves as a starting material for the production of agrochemicals, which are vital for enhancing crop protection and yield.
Used in Dye Manufacturing:
[R,(-)]-Chlorophenylacetic acid is utilized in the manufacturing of dyes, contributing to the vibrant colors in various products.
Used in Organic Compound Synthesis:
[R,(-)]-Chlorophenylacetic acid is also employed in the synthesis of other organic compounds, highlighting its versatility in chemical reactions.
Used in Anti-Inflammatory and Anti-Cancer Applications:
[R,(-)]-Chlorophenylacetic acid has been studied for its potential biological activity, including anti-inflammatory and anti-cancer properties. It holds promise for the development of treatments for various conditions.
Used in Dermatological Treatments:
[R,(-)]-Chlorophenylacetic acid has been investigated for its use in treating skin conditions such as eczema and psoriasis, potentially offering relief and improved quality of life for those affected by these disorders.

Upstream product

• 102-96-5 (2-nitroethenyl)benzene 
• 4755-72-0 Chloro-phenyl-acetic acid 
• 532-28-5 (RS)-mandelonitrile 
• 2835-06-5 phenylglycin 
• 611-71-2 MANDELIC ACID 
• 10606-73-2 ethyl 2-chloro-2-phenylacetate 
• 181026-78-8 1,1-bis(trimethylsilyloxy)-2-chloro-2-phenylethene 
• 464-43-7 d-borneol 
• 7476-66-6 methyl 2-chloro-2-phenylethanoate 
• 22060-02-2 β-Chlor-ethylphenylchloracetat 
• 22259-83-2 2-chloro-2-phenylacetonitrile 
• 2912-62-1 α-chlorophenylacetyl chloride 
• 103-82-2 phenylacetic acid 
• 4870-65-9 2-bromophenylacetic acid 

Downstream Products

• 611-71-2 MANDELIC ACID 
• 53432-40-9 (R)-chloro-phenyl-acetic acid-chloride 
• 588-64-7 benzaldehyde phenylhydrazone 
• 103-82-2 phenylacetic acid 
• 117-34-0 2,2-diphenylacetic acid 
• 7584-72-7 meso-2,3-diphenylsuccinic acid 
• 65117-30-8 (R)-chloro-phenyl-acetic acid dimethylamide 
• 59204-21-6 Methyl (R)-2-chloro-2-phenylethanoate 
• 646058-06-2 (S)-2-dodecylthiophenylacetic acid 
• 2611-88-3 (S)-(+)-α-methylamino phenylacetic acid 

Relevant articles and documents

Catalytic asymmetric α-chlorination of 3-acyloxazolidin-2-one with a trinary catalytic system

Direct asymmetric α-chlorination of aryl acetic acid derivatives was achieved with a novel trinary activation system consisting of a catalytic amount of NiCl2/(R)-BINAP, Et3SiOTf, and a tertiary amine base. The reaction smoothly affo

PROCESSES FOR THE PRODUCTION OF OPTICALLY ACTIVE COMPOUNDS HAVING SUBSTITUENTS AT THE 2-POSITION

The present invention provides a process for producing an optically active compound having a thio group at the 2-position important for manufacturing medicines. An optically active compound having a hydroxyl group at the 2-position is chlorinated with inv

Enantioselective protonation of silyl enol ethers and ketene disilyl acetals with Lewis acid-assisted chiral Bronsted acids: Reaction scope and mechanistic insights

Enantioselective protonation is a potent and efficient way to construct chiral carbons. Here we report details of the reaction using Lewis acid-assisted chiral Bronsted acids (chiral LBAs). The 1:1 coordinate complex of tin tetrachloride and optically active binaphthol ((R)- or (S)-BINOL) can directly protonate various silyl enol ethers and ketene disilyl acetals to give the corresponding α-aryl ketones and α-arylcarboxylic acids, respectively, with high enantiomeric excesses (up to 98% ee). A catalytic version of enantioselective protonation has also been achieved using stoichiometric amounts of 2,6-dimethylphenol and catalytic amounts of monomethyl ether of optically active BINOL in the presence of tin tetrachloride. This protonation is also effective for producing α-halocarbonyl compounds (up to 91% ee). DFT calculations on the B3LYP/LANL2DZ level show that the conformational structure of the chiral LBA and the orientation of activated proton on (R)-BINOLs are important for understanding the absolute stereochemistry of the products.