Cas no 17100-65-1 (Methyl 2-Bromo-4-methoxybenzoate)

Methyl 2-Bromo-4-methoxybenzoate is a brominated aromatic ester with the molecular formula C9H9BrO3. This compound serves as a versatile intermediate in organic synthesis, particularly in pharmaceutical and agrochemical applications. Its key advantages include a stable molecular structure, facilitating controlled functionalization at the bromine and methoxy sites. The ester group enhances solubility in organic solvents, streamlining further derivatization. The electron-withdrawing bromo and electron-donating methoxy substituents enable selective reactivity in cross-coupling reactions, such as Suzuki or Buchwald-Hartwig couplings. Its high purity and well-defined reactivity make it a reliable building block for constructing complex heterocycles or fine chemicals. Proper handling under inert conditions is recommended due to its sensitivity to moisture and light.
Methyl 2-Bromo-4-methoxybenzoate structure
17100-65-1 structure
Product Name:Methyl 2-Bromo-4-methoxybenzoate
CAS No:17100-65-1
MF:C9H9BrO3
MW:245.069962263107
MDL:MFCD12026001
CID:857076
PubChem ID:15110997
Update Time:2025-06-07

Methyl 2-Bromo-4-methoxybenzoate Chemical and Physical Properties

Names and Identifiers

    • Methyl 2-bromo-4-methoxybenzoate
    • 2-Brom-4-methoxy-benzoesaeure-methylester
    • 2-bromo-4-methoxy-benzoic acid methyl ester
    • Methyl2-bromo-4-methoxybenzoate
    • MGIYCRUAYQQSNL-UHFFFAOYSA-N
    • RP28679
    • SY101881
    • 2-Bromo-4-methoxybenzoic acid methyl ester
    • ST24047686
    • V3754
    • AC-28546
    • methyl 2-bromo-4-methoxy-benzoate
    • DB-101262
    • DTXSID70568369
    • J-521959
    • AKOS015834900
    • SCHEMBL2305885
    • FS-2233
    • CL9443
    • CS-W022802
    • DTXCID60519143
    • MFCD12026001
    • 17100-65-1
    • Methyl 2-Bromo-4-methoxybenzoate
    • MDL: MFCD12026001
    • Inchi: 1S/C9H9BrO3/c1-12-6-3-4-7(8(10)5-6)9(11)13-2/h3-5H,1-2H3
    • InChI Key: MGIYCRUAYQQSNL-UHFFFAOYSA-N
    • SMILES: BrC1C=C(C=CC=1C(=O)OC)OC

Computed Properties

  • Exact Mass: 243.97400
  • Monoisotopic Mass: 243.97351g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 3
  • Complexity: 184
  • 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: 35.5
  • XLogP3: 2.4

Experimental Properties

  • PSA: 35.53000
  • LogP: 2.24430

Methyl 2-Bromo-4-methoxybenzoate Customs Data

  • HS CODE:2918990090
  • Customs Data:

    China Customs Code:

    2918990090

    Overview:

    2918990090. Other additional oxy carboxylic acids(Including anhydrides\Acyl halide\Peroxides, peroxyacids and derivatives of this tax number). VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2918990090. other carboxylic acids with additional oxygen function and their anhydrides, halides, peroxides and peroxyacids; their halogenated, sulphonated, nitrated or nitrosated derivatives. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

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Methyl 2-Bromo-4-methoxybenzoate Production Method

Additional information on Methyl 2-Bromo-4-methoxybenzoate

Methyl 2-Bromo-4-methoxybenzoate (CAS No. 17100-65-1): An Overview of Its Properties, Applications, and Recent Research

Methyl 2-Bromo-4-methoxybenzoate (CAS No. 17100-65-1) is a versatile organic compound that has garnered significant attention in the fields of organic synthesis, pharmaceutical research, and materials science. This compound is characterized by its unique structure, which includes a bromo substituent and a methoxy group on a benzene ring, making it an important intermediate in the synthesis of various bioactive molecules and functional materials.

The chemical structure of Methyl 2-Bromo-4-methoxybenzoate is represented by the formula C9H9O3Br. The presence of the bromine atom and the methoxy group imparts specific reactivity and functional properties to the molecule, making it a valuable starting material for a wide range of synthetic transformations. The compound is typically synthesized through the bromination of 4-methoxybenzoic acid followed by esterification with methanol.

In the context of pharmaceutical research, Methyl 2-Bromo-4-methoxybenzoate has been explored as a key intermediate in the development of novel drugs. Recent studies have highlighted its potential in the synthesis of compounds with anti-inflammatory, antitumor, and antimicrobial properties. For instance, a study published in the Journal of Medicinal Chemistry reported the use of this compound as a building block for the synthesis of novel anti-inflammatory agents that exhibit potent activity against various inflammatory pathways.

Beyond pharmaceutical applications, Methyl 2-Bromo-4-methoxybenzoate has also found utility in materials science. Its unique chemical structure makes it suitable for the synthesis of functional polymers and coatings. Research in this area has focused on developing materials with enhanced thermal stability, mechanical strength, and optical properties. A notable example is its use in the preparation of polymeric materials for advanced electronic devices and optical sensors.

The reactivity of Methyl 2-Bromo-4-methoxybenzoate is another aspect that has been extensively studied. The bromine atom can be readily substituted in various reactions, such as nucleophilic substitution, coupling reactions, and cross-coupling reactions. These reactions are crucial for extending the functionality of the molecule and incorporating it into more complex structures. For instance, palladium-catalyzed cross-coupling reactions have been employed to introduce a wide range of functional groups onto the benzene ring, leading to the synthesis of diverse bioactive molecules.

In terms of safety and handling, it is important to note that while Methyl 2-Bromo-4-methoxybenzoate is not classified as a hazardous substance under current regulations, proper precautions should be taken during its handling and storage to ensure safety in laboratory settings. This includes using appropriate personal protective equipment (PPE) and following standard laboratory practices for handling organic compounds.

The environmental impact of Methyl 2-Bromo-4-methoxybenzoate has also been considered in recent studies. Research has focused on developing more sustainable synthetic routes to reduce waste generation and minimize environmental impact. Green chemistry principles have been applied to optimize reaction conditions and improve atom economy in the synthesis of this compound.

In conclusion, Methyl 2-Bromo-4-methoxybenzoate (CAS No. 17100-65-1) is a multifaceted compound with significant potential in various scientific fields. Its unique chemical structure and reactivity make it an invaluable intermediate in organic synthesis, pharmaceutical research, and materials science. Ongoing research continues to uncover new applications and improve synthetic methods, further solidifying its importance in these areas.

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