Cas no 203573-07-3 (Methyl 3-Bromo-5-chloro-4-methylbenzoate)

Methyl 3-Bromo-5-chloro-4-methylbenzoate is a substituted benzoate ester featuring bromo, chloro, and methyl functional groups on the aromatic ring. This compound serves as a versatile intermediate in organic synthesis, particularly in pharmaceutical and agrochemical applications. Its distinct substitution pattern allows for selective reactivity in cross-coupling reactions, such as Suzuki or Buchwald-Hartwig couplings, facilitating the construction of complex molecular frameworks. The ester group enhances solubility in organic solvents, simplifying purification and handling. The presence of both halogen and methyl substituents offers opportunities for further functionalization, making it a valuable building block for developing bioactive compounds or advanced materials. High purity grades ensure consistent performance in synthetic workflows.
Methyl 3-Bromo-5-chloro-4-methylbenzoate structure
203573-07-3 structure
Product Name:Methyl 3-Bromo-5-chloro-4-methylbenzoate
CAS No:203573-07-3
MF:C9H8BrClO2
MW:263.515621185303
MDL:MFCD11557543
CID:2169186
PubChem ID:33779522
Update Time:2025-06-22

Methyl 3-Bromo-5-chloro-4-methylbenzoate Chemical and Physical Properties

Names and Identifiers

    • Methyl 3-bromo-5-chloro-4-methylbenzoate
    • Methyl3-Bromo-5-chloro-4-methylbenzoate
    • SY030668
    • BB 0246955
    • 3-Bromo-5-chloro-4-methyl-benzoic acid methyl ester
    • MFCD11557543
    • CS-0117738
    • DB-125306
    • AC2411
    • EN300-1693506
    • 203573-07-3
    • Benzoic acid, 3-bromo-5-chloro-4-methyl-, methyl ester
    • SCHEMBL8335189
    • CS-11798
    • methyl 5-Bromo-3-chloro-4-methylbenzoate
    • AKOS002391617
    • Methyl 3-Bromo-5-chloro-4-methylbenzoate
    • MDL: MFCD11557543
    • Inchi: 1S/C9H8BrClO2/c1-5-7(10)3-6(4-8(5)11)9(12)13-2/h3-4H,1-2H3
    • InChI Key: RJBFECHQHQLAFJ-UHFFFAOYSA-N
    • SMILES: BrC1C=C(C(=O)OC)C=C(C=1C)Cl

Computed Properties

  • Exact Mass: 261.94000
  • Monoisotopic Mass: 261.93962g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 2
  • Complexity: 198
  • 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
  • Topological Polar Surface Area: 26.3
  • XLogP3: 3.5

Experimental Properties

  • PSA: 26.30000
  • LogP: 3.19750

Methyl 3-Bromo-5-chloro-4-methylbenzoate Pricemore >>

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Additional information on Methyl 3-Bromo-5-chloro-4-methylbenzoate

Methyl 3-Bromo-5-Chloro-4-Methylbenzoate: A Comprehensive Overview

Methyl 3-Bromo-5-Chloro-4-Methylbenzoate, also known by its CAS number 203573-07-3, is a highly specialized organic compound with significant applications in various fields. This compound is a derivative of benzoic acid, featuring a methyl group attached to the benzene ring at the para position, along with bromine and chlorine substituents at the meta and para positions, respectively. The structure of this compound is Methyl 3-Bromo-5-Chloro-4-Methylbenzoate, which makes it unique in terms of its chemical properties and reactivity.

The synthesis of Methyl 3-Bromo-5-Chloro-4-Methylbenzoate involves a series of carefully controlled reactions, including Friedel-Crafts alkylation and subsequent halogenation processes. Recent studies have highlighted the importance of optimizing reaction conditions to achieve high yields and purity levels. Researchers have also explored the use of alternative catalysts and solvents to enhance the efficiency of these reactions, making the synthesis process more environmentally friendly and cost-effective.

One of the most notable applications of Methyl 3-Bromo-5-Chloro-4-Methylbenzoate is in the field of pharmaceuticals. This compound serves as an intermediate in the synthesis of various bioactive molecules, including antibiotics and antiviral agents. For instance, recent research has demonstrated its potential in the development of novel antifungal agents with enhanced efficacy against resistant strains of Candida species. The presence of bromine and chlorine substituents in its structure contributes to its unique pharmacokinetic properties, making it a valuable asset in drug discovery.

In addition to its pharmaceutical applications, Methyl 3-Bromo-5-Chloro-4-Methylbenzoate has found significant use in agrochemicals. It is employed as an intermediate in the synthesis of pesticides and herbicides, where its ability to selectively target specific enzymes or pathways makes it highly effective. Recent advancements in green chemistry have led to the development of more sustainable methods for producing this compound, reducing its environmental footprint while maintaining its high performance characteristics.

The physical properties of Methyl 3-Bromo-5-Chloro-4-Methylbenzoate are also worth noting. It exists as a crystalline solid at room temperature with a melting point of approximately 120°C. Its solubility in organic solvents such as dichloromethane and ethyl acetate makes it suitable for various chemical transformations. The compound is relatively stable under normal storage conditions but requires protection from light and moisture to prevent degradation.

From an environmental perspective, Methyl 3-Bromo-5-Chloro-4-Methylbenzoate has been subjected to rigorous testing to assess its biodegradability and toxicity. Studies indicate that it undergoes slow degradation under aerobic conditions, raising concerns about its persistence in aquatic environments. However, ongoing research aims to develop bioremediation strategies to mitigate these effects, ensuring safer disposal practices for this compound.

In conclusion, Methyl 3-Bromo-5-Chloro-4-Methylbenzoate (CAS No: 203573-07-3) is a versatile compound with wide-ranging applications across multiple industries. Its unique chemical structure and properties make it an invaluable tool in drug discovery, agrochemicals, and other specialized fields. As research continues to uncover new insights into its synthesis, applications, and environmental impact, this compound is poised to play an even more significant role in advancing modern science and technology.

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