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CS-W001157 4
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Methyl 4-bromo-2-chloro-6-methylbenzoate

  • CAS No. 877149-10-5

  • Cat. No. CS-W022846
  • Molecule weightNone
  • Purity≥98%
  • MDL No.MFCD09260942

*For research and further manufacturing use only, not for direct human use.

Methyl 4-bromo-2-chloro-6-methylbenzoate|CS-W022846

Structure of 877149-10-5

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General Information

  • CAS No. 877149-10-5
  • Cat. No. CS-W022846
  • Purity ≥98%
  • MDL No. MFCD09260942
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₈BrClO₂
  • Molecular Weight None
  • Synonym(s) oMo-2-chloro-6-Methyl-Benzoic acid Methyl ester
  • SMILES COC(=O)C1=C(Cl)C=C(Br)C=C1C

Description

Methyl 4-bromo-2-chloro-6-methylbenzoate features a trifunctional aromatic core with strategically positioned halogens and a methyl group, enabling selective cross-coupling reactions. The electron-deficient ring facilitates palladium-catalyzed transformations, while the ester handle supports downstream derivatization. This bench-stable compound integrates readily into complex molecular architectures under standard conditions.

Application

Methyl 4-bromo-2-chloro-6-methylbenzoate serves as a versatile ortho-functionalized building block in medicinal chemistry and agrochemical synthesis. Its bromo and chloro substituents enable palladium-catalyzed cross-coupling reactions, while the methyl group provides steric and electronic modulation. The ester functionality offers compatibility with standard reduction and derivatization protocols, facilitating access to diverse core structures. Bench-stable and readily purified by column chromatography, it supports scalable, reproducible synthetic workflows.

Synthesis

  • Route1
    • null|null
      186581-53-3
    • In-stock
      4-Bromo-2-chloro-6-methylbenzoic acid|CS-0132647
      877149-07-0
    • ~99%
    • In-stock
      Methyl 4-bromo-2-chloro-6-methylbenzoate|CS-W022846
      877149-10-5

    References

    • ASTRAZENECA AB; NPS PHARMACEUTICALS, INC. Patent: WO2006/20879 A1, 2006 ; Location in patent: Page/Page column 60 ; WO 2006/020879 A1

Safety Information

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Computational Chemistry Data

  • TPSA   26.3
  • LogP   3.19752
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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