Cas no 886500-20-5 (2-Methoxy-4-(trifluoromethoxy)benzoyl chloride)

2-Methoxy-4-(trifluoromethoxy)benzoyl chloride is a specialized acyl chloride derivative used primarily as a reactive intermediate in organic synthesis. Its key structural features include a methoxy group and a trifluoromethoxy substituent on the benzene ring, which enhance its utility in introducing these functional groups into target molecules. The compound is particularly valuable in pharmaceutical and agrochemical research, where its electrophilic reactivity enables efficient acylation reactions. The trifluoromethoxy group contributes to improved metabolic stability and lipophilicity in derived compounds. Handling requires anhydrous conditions due to its moisture sensitivity. This reagent is favored for its ability to facilitate the synthesis of complex aromatic frameworks under controlled conditions.
2-Methoxy-4-(trifluoromethoxy)benzoyl chloride structure
886500-20-5 structure
Product Name:2-Methoxy-4-(trifluoromethoxy)benzoyl chloride
CAS No:886500-20-5
MF:C9H6ClF3O3
MW:254.590352535248
CID:3142784
PubChem ID:3863708
Update Time:2025-10-05

2-Methoxy-4-(trifluoromethoxy)benzoyl chloride Chemical and Physical Properties

Names and Identifiers

    • 2-Methoxy-4-(trifluoromethoxy)benzoyl chloride
    • 886500-20-5
    • JS-4308
    • 2-Methoxy-4-(trifluoromethoxy)benzoylchloride
    • AKOS015957026
    • MDL: MFCD04115967
    • Inchi: 1S/C9H6ClF3O3/c1-15-7-4-5(16-9(11,12)13)2-3-6(7)8(10)14/h2-4H,1H3
    • InChI Key: WPKJWXYDSOUNAV-UHFFFAOYSA-N
    • SMILES: ClC(C1C=CC(=CC=1OC)OC(F)(F)F)=O

Computed Properties

  • Exact Mass: 253.9957562Da
  • Monoisotopic Mass: 253.9957562Da
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 4
  • Complexity: 257
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 3.6
  • Topological Polar Surface Area: 35.5?2

2-Methoxy-4-(trifluoromethoxy)benzoyl chloride Pricemore >>

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Additional information on 2-Methoxy-4-(trifluoromethoxy)benzoyl chloride

2-Methoxy-4-(trifluoromethoxy)benzoyl Chloride (CAS No. 886500-20-5): A Comprehensive Overview

2-Methoxy-4-(trifluoromethoxy)benzoyl chloride, a compound with the CAS registry number 886500-20-5, is a highly reactive and versatile molecule that has garnered significant attention in the fields of organic synthesis, materials science, and pharmacology. This compound is characterized by its unique structure, which combines a benzoyl group with electron-donating and electron-withdrawing substituents. The presence of a methoxy group at the 2-position and a trifluoromethoxy group at the 4-position on the benzene ring imparts distinctive electronic and steric properties, making it a valuable building block in modern chemical research.

Recent advancements in synthetic chemistry have highlighted the importance of electron-withdrawing groups (EWGs) in enhancing the reactivity of aromatic systems. The trifluoromethoxy group, being a strong EWG, significantly activates the benzoyl chloride moiety toward nucleophilic aromatic substitution reactions. This property has been exploited in the development of novel synthetic pathways for complex molecules, including biologically active compounds and advanced materials. For instance, researchers have utilized 2-methoxy-4-(trifluoromethoxy)benzoyl chloride as a key intermediate in the construction of heterocyclic frameworks, which are essential components of many pharmaceutical agents.

The synthesis of 2-methoxy-4-(trifluoromethoxy)benzoyl chloride typically involves multi-step processes that require precise control over reaction conditions to ensure high yields and purity. One common approach involves the Friedel-Crafts acylation of an appropriately substituted benzene derivative, followed by subsequent functionalization steps to introduce the trifluoromethoxy group. Recent studies have also explored alternative methodologies, such as transition-metal-catalyzed coupling reactions, to streamline the synthesis of this compound. These advancements not only improve efficiency but also reduce environmental impact, aligning with current trends toward sustainable chemistry.

In terms of applications, 2-methoxy-4-(trifluoromethoxy)benzoyl chloride has found utility in various domains. In pharmacology, it serves as a valuable precursor for the synthesis of bioactive molecules targeting diverse therapeutic areas, including cancer, inflammation, and infectious diseases. Its ability to undergo selective substitution reactions enables chemists to design compounds with tailored pharmacokinetic profiles. Additionally, this compound has been employed in materials science for the preparation of advanced polymers and coatings with enhanced mechanical and thermal properties.

Recent research has also focused on understanding the electronic effects of substituents on aromatic systems. The interplay between the electron-donating methoxy group and the electron-withdrawing trifluoromethoxy group in 2-methoxy-4-(trifluoromethoxy)benzoyl chloride creates a unique electronic environment that can be exploited for various applications. For example, computational studies have revealed that this compound exhibits favorable reactivity patterns in organocatalytic transformations, offering new avenues for asymmetric synthesis.

Furthermore, the stability and reactivity of 2-methoxy-4-(trifluoromethoxy)benzoyl chloride under different conditions have been extensively investigated. These studies have provided insights into its potential for use in industrial-scale processes. For instance, its resistance to hydrolysis under certain conditions makes it suitable for applications requiring long-term stability.

In conclusion, 2-methoxy-4-(trifluoromethoxy)benzoyl chloride (CAS No. 886500-20-5) is a multifaceted compound with significant potential in contemporary chemical research. Its unique structure, combined with recent advances in synthetic methodologies and application-oriented studies, positions it as an indispensable tool for scientists across various disciplines. As research continues to uncover new possibilities for this compound, its role in driving innovation in organic synthesis and materials science is expected to grow further.

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