Cas no 885681-93-6 (methyl 2-(4-bromo-3-methylphenyl)acetate)

Methyl 2-(4-bromo-3-methylphenyl)acetate is a brominated aromatic ester with applications in organic synthesis and pharmaceutical intermediates. Its key structural features—a bromo substituent and a methyl ester group—make it a versatile building block for further functionalization, such as cross-coupling reactions or hydrolysis to carboxylic acids. The compound's stability and well-defined reactivity profile enhance its utility in precision synthesis. Its purity and consistent performance are critical for researchers requiring reliable starting materials in medicinal chemistry or material science. The presence of both electron-withdrawing (bromo) and electron-donating (methyl) groups on the phenyl ring allows for tailored reactivity in diverse synthetic pathways.
methyl 2-(4-bromo-3-methylphenyl)acetate structure
885681-93-6 structure
Product Name:methyl 2-(4-bromo-3-methylphenyl)acetate
CAS No:885681-93-6
MF:C10H11BrO2
MW:243.097142457962
CID:2102286
PubChem ID:71267117
Update Time:2025-06-10

methyl 2-(4-bromo-3-methylphenyl)acetate Chemical and Physical Properties

Names and Identifiers

    • methyl 2-(4-bromo-3-methylphenyl)acetate
    • Methyl (4-bromo-3-methylphenyl)acetate
    • 885681-93-6
    • EN300-5613749
    • Z1269181902
    • YFTGXSFZJYWMNC-UHFFFAOYSA-N
    • MFCD18398858
    • SCHEMBL14712149
    • methyl2-(4-bromo-3-methylphenyl)acetate
    • D87560
    • CS-0227159
    • DB-109137
    • SY393616
    • 855-684-0
    • KKB68193
    • Inchi: 1S/C10H11BrO2/c1-7-5-8(3-4-9(7)11)6-10(12)13-2/h3-5H,6H2,1-2H3
    • InChI Key: YFTGXSFZJYWMNC-UHFFFAOYSA-N
    • SMILES: BrC1C=CC(=CC=1C)CC(=O)OC

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
  • XLogP3: 2.8
  • Topological Polar Surface Area: 26.3?2

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Additional information on methyl 2-(4-bromo-3-methylphenyl)acetate

Methyl 2-(4-bromo-3-methylphenyl)acetate (CAS No. 885681-93-6): A Comprehensive Overview

Methyl 2-(4-bromo-3-methylphenyl)acetate, a compound with the CAS registry number 885681-93-6, is an organic compound that has garnered significant attention in the fields of organic chemistry and pharmacology. This compound is characterized by its unique structure, which includes a methyl ester group attached to a substituted acetophenone moiety. The presence of a bromine atom at the para position and a methyl group at the meta position on the phenyl ring imparts distinct electronic and steric properties, making it a valuable molecule for various applications.

Recent advancements in synthetic chemistry have enabled the efficient synthesis of methyl 2-(4-bromo-3-methylphenyl)acetate through methodologies such as nucleophilic acyl substitution and Friedel-Crafts acylation. These methods not only enhance the yield but also ensure high purity, which is crucial for its use in research and development. The compound's stability under various reaction conditions has been extensively studied, making it a reliable building block in organic synthesis.

One of the most notable applications of methyl 2-(4-bromo-3-methylphenyl)acetate is in the field of medicinal chemistry. Researchers have utilized this compound as a precursor for the development of bioactive molecules, including potential drug candidates. For instance, studies have shown that derivatives of this compound exhibit promising anti-inflammatory and anticancer activities. The bromine substituent plays a critical role in modulating the pharmacokinetic properties, while the methyl group enhances solubility and bioavailability.

In addition to its medicinal applications, methyl 2-(4-bromo-3-methylphenyl)acetate has found utility in materials science. Its ability to undergo various cross-coupling reactions, such as Suzuki-Miyaura and Buchwald-Hartwig reactions, makes it an ideal substrate for constructing complex aromatic systems. These systems are integral to the development of advanced materials, including organic light-emitting diodes (OLEDs) and sensors.

The environmental impact of methyl 2-(4-bromo-3-methylphenyl)acetate has also been a subject of recent research. Studies focusing on its biodegradation pathways and toxicity profiles have provided insights into its safe handling and disposal. These findings are essential for adhering to global regulations on chemical management and ensuring sustainable practices in chemical manufacturing.

Looking ahead, the versatility of methyl 2-(4-bromo-3-methylphenyl)acetate presents numerous opportunities for further exploration. Ongoing research aims to optimize its synthesis routes, expand its application scope, and investigate its potential in emerging fields such as green chemistry and bioengineering. As our understanding of this compound deepens, it is poised to play an even more significant role in advancing scientific innovation.

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