Cas no 5365-26-4 (2-(2,2-dichlorocyclopropyl)acetic acid)

2-(2,2-Dichlorocyclopropyl)acetic acid is a cyclopropane derivative featuring a dichlorinated ring structure and an acetic acid functional group. This compound is of interest in synthetic organic chemistry due to its reactive cyclopropyl moiety, which can serve as a versatile intermediate in the preparation of more complex molecules. The presence of two chlorine atoms on the cyclopropane ring enhances its electrophilic character, making it useful for nucleophilic substitution or ring-opening reactions. Its carboxylic acid group further allows for derivatization via esterification, amidation, or other functional group transformations. This compound is particularly valuable in pharmaceutical and agrochemical research, where cyclopropane-containing scaffolds are frequently employed.
2-(2,2-dichlorocyclopropyl)acetic acid structure
5365-26-4 structure
Product Name:2-(2,2-dichlorocyclopropyl)acetic acid
CAS No:5365-26-4
MF:C5H6Cl2O2
MW:169.00593996048
MDL:MFCD20649223
CID:4654743
PubChem ID:18475321
Update Time:2025-06-21

2-(2,2-dichlorocyclopropyl)acetic acid Chemical and Physical Properties

Names and Identifiers

    • 2-(2,2-dichlorocyclopropyl)acetic acid
    • MDL: MFCD20649223
    • Inchi: 1S/C5H6Cl2O2/c6-5(7)2-3(5)1-4(8)9/h3H,1-2H2,(H,8,9)
    • InChI Key: FVVDYMMSTXTQKI-UHFFFAOYSA-N
    • SMILES: ClC1(CC1CC(=O)O)Cl

2-(2,2-dichlorocyclopropyl)acetic acid Pricemore >>

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Additional information on 2-(2,2-dichlorocyclopropyl)acetic acid

Introduction to 2-(2,2-dichlorocyclopropyl)acetic acid (CAS No. 5365-26-4) and Its Emerging Applications in Chemical and Pharmaceutical Research

2-(2,2-dichlorocyclopropyl)acetic acid, identified by the chemical identifier CAS No. 5365-26-4, is a specialized organic compound that has garnered significant attention in the fields of medicinal chemistry and synthetic organic chemistry. This compound, characterized by its unique structural framework featuring a cyclopropyl ring substituted with two chlorine atoms and linked to an acetic acid moiety, exhibits distinct chemical properties that make it a valuable intermediate in the synthesis of various pharmacologically active molecules.

The molecular structure of 2-(2,2-dichlorocyclopropyl)acetic acid consists of a cyclopropyl group (C?H?Cl?) attached to a carboxylic acid functional group (CH?COOH). The presence of two chlorine atoms on the cyclopropyl ring introduces steric and electronic effects that influence its reactivity and compatibility with other molecular entities. This structural feature has been leveraged in the development of novel synthetic strategies, particularly in the construction of complex heterocyclic compounds and the design of enzyme inhibitors.

In recent years, 2-(2,2-dichlorocyclopropyl)acetic acid has been explored as a key building block in the synthesis of bioactive compounds. Its incorporation into larger molecular frameworks has led to the discovery of new scaffolds with potential therapeutic applications. For instance, researchers have utilized this compound to develop inhibitors targeting enzymes involved in inflammatory pathways. The dichlorocyclopropyl moiety serves as a rigid scaffold that can modulate binding interactions with biological targets, thereby enhancing the efficacy and selectivity of drug candidates.

One of the most compelling aspects of CAS No. 5365-26-4 is its role in the development of novel agrochemicals. The structural features of 2-(2,2-dichlorocyclopropyl)acetic acid contribute to its stability under environmental conditions, making it an attractive candidate for use in crop protection agents. Recent studies have demonstrated its utility in synthesizing herbicides and fungicides that exhibit improved performance compared to conventional agents. The chlorine atoms on the cyclopropyl ring enhance lipophilicity, facilitating better absorption and translocation within plant tissues.

The pharmaceutical industry has also shown interest in CAS No. 5365-26-4 due to its potential as a precursor for antiviral and anticancer agents. The ability to functionalize the acetic acid group allows for further derivatization into more complex molecules with targeted biological activities. For example, researchers have modified 2-(2,2-dichlorocyclopropyl)acetic acid to create protease inhibitors that show promise in treating viral infections. Additionally, its structural motif has been incorporated into small-molecule libraries used in high-throughput screening campaigns for oncology applications.

The synthetic methodologies employed in the preparation of CAS No. 5365-26-4 have evolved significantly over the years. Modern approaches often involve catalytic processes that enhance yield and reduce byproduct formation. Transition metal-catalyzed reactions, such as palladium-catalyzed cross-coupling reactions, have been particularly effective in constructing the dichlorocyclopropyl moiety with high precision. These advances have not only improved the accessibility of 2-(2,2-dichlorocyclopropyl)acetic acid but also enabled the synthesis of more intricate derivatives.

From a regulatory perspective, CAS No. 5365-26-4 is subject to standard chemical safety protocols due to its reactive functional groups. However, its use in research settings is generally well-documented, and guidelines exist to ensure safe handling and disposal. The compound’s stability under normal conditions makes it suitable for long-term storage and transport without special precautions.

The future prospects for CAS No. 5365-26-4 are promising, with ongoing research exploring new synthetic pathways and applications. Collaborative efforts between academia and industry are expected to drive innovation in this field, leading to novel therapeutics and agrochemicals derived from this versatile intermediate. As our understanding of molecular interactions deepens, so too will the utility of compounds like CAS No. 5365-26-4 in addressing complex biological challenges.

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