Cas no 103038-43-3 (Ethyl 3-bromo-2-methylbenzoate)

Ethyl 3-bromo-2-methylbenzoate is a brominated aromatic ester with the molecular formula C??H??BrO?. This compound serves as a versatile intermediate in organic synthesis, particularly in the preparation of pharmaceuticals, agrochemicals, and fine chemicals. The presence of both bromo and methyl substituents on the benzoate ring enhances its reactivity, enabling selective functionalization in cross-coupling reactions such as Suzuki or Heck couplings. Its ethyl ester group offers improved solubility in organic solvents, facilitating handling in synthetic applications. The compound's well-defined structure and high purity make it suitable for precision chemical transformations, ensuring consistent performance in research and industrial processes.
Ethyl 3-bromo-2-methylbenzoate structure
103038-43-3 structure
Product Name:Ethyl 3-bromo-2-methylbenzoate
CAS No:103038-43-3
MF:C10H11BrO2
MW:243.097142457962
MDL:MFCD09751941
CID:2129816
PubChem ID:18950316
Update Time:2025-06-09

Ethyl 3-bromo-2-methylbenzoate Chemical and Physical Properties

Names and Identifiers

    • 3-bromo-2-methyl Benzoic acid ethyl ester
    • 2-Thioxo-1,2,3,7-tetrahydro-6H-purin-6-one
    • Benzoic acid, 3-broMo-2-Methyl-, ethyl ester
    • ethyl 3-bromo-2-methylbenzoate
    • 3-Bromo-2-methylbenzoic acid ethyl ester
    • SY240035
    • SCHEMBL265052
    • DB-366072
    • BS-50778
    • CS-0112921
    • AKOS014882718
    • ETHYL3-BROMO-2-METHYLBENZOATE
    • MFCD09751941
    • 103038-43-3
    • Ethyl 3-bromo-2-methylbenzoate
    • MDL: MFCD09751941
    • Inchi: 1S/C10H11BrO2/c1-3-13-10(12)8-5-4-6-9(11)7(8)2/h4-6H,3H2,1-2H3
    • InChI Key: ISZDEZLLBGJTTF-UHFFFAOYSA-N
    • SMILES: BrC1=CC=CC(C(=O)OCC)=C1C

Computed Properties

  • Exact Mass: 241.99424g/mol
  • Monoisotopic Mass: 241.99424g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 3
  • Complexity: 182
  • 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: 3.2

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Ethyl 3-bromo-2-methylbenzoate Related Literature

Additional information on Ethyl 3-bromo-2-methylbenzoate

Ethyl 3-bromo-2-methylbenzoate (CAS No. 103038-43-3): A Comprehensive Overview

Ethyl 3-bromo-2-methylbenzoate, identified by its CAS number 103038-43-3, is a significant compound in the field of organic chemistry and pharmaceutical research. This compound belongs to the class of aromatic esters, characterized by its benzene ring substituted with a bromine atom at the third position and a methyl group at the second position, esterified with ethanol. Its unique structural features make it a valuable intermediate in synthetic chemistry and a potential candidate for various applications in medicinal chemistry.

The synthesis of Ethyl 3-bromo-2-methylbenzoate typically involves the bromination of methylbenzoate derivatives followed by esterification. This process highlights the compound's utility in constructing more complex molecular architectures. The presence of both bromine and methyl groups on the benzene ring enhances its reactivity, making it a versatile building block for further chemical transformations.

In recent years, Ethyl 3-bromo-2-methylbenzoate has garnered attention in the development of novel pharmaceutical agents. Its aromatic structure and substituents make it a promising candidate for exploring new therapeutic pathways. Researchers have been particularly interested in its potential applications in the synthesis of bioactive molecules, including those targeting neurological disorders and inflammatory conditions.

One of the most intriguing aspects of Ethyl 3-bromo-2-methylbenzoate is its role in the development of small-molecule inhibitors. Studies have demonstrated its efficacy in modulating enzyme activity, particularly those involved in metabolic pathways and signal transduction. For instance, derivatives of this compound have shown promise in inhibiting enzymes such as cyclooxygenase (COX) and lipoxygenase (LOX), which are key players in inflammation and pain management.

The pharmacological properties of Ethyl 3-bromo-2-methylbenzoate have been further explored through computational modeling and experimental validation. These studies have revealed that the compound exhibits favorable binding affinities to target proteins, suggesting its potential as a lead compound for drug development. Additionally, its structural features allow for modifications that can enhance its pharmacokinetic profile, making it an attractive candidate for further optimization.

Recent advancements in synthetic methodologies have enabled the efficient preparation of various derivatives of Ethyl 3-bromo-2-methylbenzoate. These derivatives have been investigated for their biological activity, with some showing remarkable efficacy in preclinical models. For example, certain analogs have demonstrated anti-inflammatory and analgesic properties, comparable to existing therapeutic agents. This underscores the compound's potential as a scaffold for developing novel drugs.

The versatility of Ethyl 3-bromo-2-methylbenzoate extends beyond pharmaceutical applications. It has also been utilized in materials science, particularly in the synthesis of organic semiconductors and liquid crystals. Its aromatic structure and functional groups make it an excellent candidate for designing molecules with specific electronic properties. These applications highlight the broad utility of this compound across multiple scientific disciplines.

In conclusion, Ethyl 3-bromo-2-methylbenzoate (CAS No. 103038-43-3) is a multifaceted compound with significant potential in pharmaceutical research and materials science. Its unique structural features and reactivity make it a valuable intermediate for synthesizing bioactive molecules and functional materials. As research continues to uncover new applications for this compound, its importance in advancing scientific knowledge is likely to grow.

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