• 1. Three-component 2-aryl substituted benzothiophene formation under transition-metal free conditions
  Pengcheng Jiang,Xingzong Che,Yunfeng Liao,Huawen Huang,Guo-Jun Deng RSC Adv. 2016 6 41751

Methyl 2,3-dichlorophenylacetate (CAS No. 10328-87-7): A Comprehensive Overview

Methyl 2,3-dichlorophenylacetate, identified by its Chemical Abstracts Service number CAS No. 10328-87-7, is a significant compound in the realm of organic chemistry and pharmaceutical research. This ester derivative of phenylacetic acid features a dichlorinated aromatic ring, making it a versatile intermediate in synthetic chemistry. Its unique structural properties have garnered attention for its potential applications in various scientific domains, particularly in the development of novel agrochemicals and pharmaceuticals.

The molecular structure of Methyl 2,3-dichlorophenylacetate consists of a phenyl ring substituted with two chlorine atoms at the 2 and 3 positions, linked to an acetate moiety. This configuration imparts distinct reactivity and stability characteristics, which are exploited in multiple synthetic pathways. The presence of electron-withdrawing chlorine atoms enhances the electrophilicity of the aromatic ring, facilitating nucleophilic aromatic substitution reactions and enabling further functionalization.

In recent years, researchers have been exploring the applications of Methyl 2,3-dichlorophenylacetate in the synthesis of bioactive molecules. One notable area of interest is its role as a precursor in the development of herbicides and pesticides. The dichlorophenyl group is known to exhibit phytotoxic effects, making it a valuable component in formulations designed to control unwanted vegetation. Furthermore, the acetate ester can be hydrolyzed to yield 2,3-dichlorophenylacetic acid, which has been investigated for its potential as a plant growth regulator.

The pharmaceutical industry has also shown interest in Methyl 2,3-dichlorophenylacetate due to its structural similarity to certain bioactive compounds. Studies have indicated that derivatives of this compound may possess anti-inflammatory and analgesic properties. For instance, modifications to the aromatic ring or the ester group can lead to compounds with enhanced biological activity. Researchers are particularly interested in exploring its potential as an intermediate in the synthesis of nonsteroidal anti-inflammatory drugs (NSAIDs) and other therapeutic agents.

Advances in computational chemistry have enabled more efficient design and optimization of molecules like Methyl 2,3-dichlorophenylacetate. Molecular modeling techniques allow scientists to predict the behavior of this compound in various reaction conditions, thereby streamlining the synthetic process. Additionally, high-throughput screening methods have been employed to identify novel derivatives with improved pharmacological profiles. These computational tools have significantly accelerated the discovery pipeline for new pharmaceuticals.

The environmental impact of using Methyl 2,3-dichlorophenylacetate as an intermediate must also be considered. While its applications in agrochemicals are promising, proper handling and disposal protocols are essential to minimize ecological risks. Regulatory agencies continue to monitor the use of chlorinated aromatic compounds to ensure their safe application in industrial and research settings. Sustainable synthetic routes that reduce waste and hazardous byproducts are being actively pursued.

In conclusion, Methyl 2,3-dichlorophenylacetate (CAS No. 10328-87-7) is a multifaceted compound with significant potential in synthetic chemistry and pharmaceutical research. Its unique structural features make it a valuable intermediate for developing agrochemicals and therapeutic agents. As scientific understanding progresses, new applications and optimizations for this compound are likely to emerge, further solidifying its importance in modern chemical research.

• 55954-23-9(Methyl 2,4-Dichlorophenylacetate)
• 35511-40-1(Chlorfenac Methyl Ester)
• 2903-65-3(BENZENEACETIC ACID, 2,4,5-TRICHLORO-, METHYL ESTER)
• 1076192-08-9(Methyl (2-chloro-6-methylphenyl)acetate)
• 6757-36-4(2,3-Dichlorophenylacetic acid ethyl ester)
• 197711-12-9(BENZENEACETIC ACID, 2,4,6-TRICHLORO-3-METHYL-, METHYL ESTER)
• 57486-68-7(Methyl 2-chlorophenylacetate)
• 54551-83-6(2,6-Dichlorophenylacetic Acid Methyl Ester)
• 1260832-31-2(methyl 2-(2-chloro-5-(2-hydroxyethyl)phenyl)acetate)
• 1261677-15-9(Methyl (3-chloro-4-methylphenyl)acetate)