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CS-W001157 4
Total: USD 88.00

5-Bromo-2-methylbenzoic acid

  • CAS No. 79669-49-1

  • Cat. No. CS-W019672
  • Purity≥96%
  • MDL No.MFCD00267350

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

5-Bromo-2-methylbenzoic acid|CS-W019672

Structure of 79669-49-1

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General Information

  • CAS No. 79669-49-1
  • Cat. No. CS-W019672
  • Purity ≥96%
  • MDL No. MFCD00267350
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇BrO₂
  • Molecular Weight 215.04
  • Synonym(s) 5-Bromo-o-toluic Acid; 5-Bromo-2-methylbenzoic acid
  • SMILES CC1=C(C(O)=O)C=C(Br)C=C1

Description

5-Bromo-2-methylbenzoic acid is a sterically hindered, electron-deficient aromatic carboxylic acid featuring a bromine atom at the meta position relative to the carboxyl group and a methyl substituent ortho to the carboxyl. This combination enhances regioselectivity in coupling reactions and improves stability under standard bench conditions. The molecule integrates readily into pharmaceutical intermediates and functional materials via amide formation or metal-catalyzed cross-coupling.

Application

5-Bromo-2-methylbenzoic acid serves as a versatile building block for the synthesis of functionalized aromatic scaffolds, enabling direct coupling reactions via its carboxylic acid group. The bromo and methyl substituents provide orthogonal handles for palladium-catalyzed cross-coupling and electrophilic substitution, respectively. Its bench-stable solid form facilitates handling, purification, and integration into multi-step sequences for pharmaceutical and agrochemical intermediates.

Synthesis

  • Route1
    • o-Toluic acid Tolvaptan  Impurity|CS-0229343
      118-90-1
    • ~19%
    • In-stock
      5-Bromo-2-methylbenzoic acid|CS-W019672
      79669-49-1

    References

    • HADIDA RUAH, SARA S.; Miller, Mark; Zhou, Jinglan; Bear, Brian; Grootenhuis, Peter Patent: US2009/143381 A1, 2009 ; Location in patent: Page/Page column 55 ;
  • Route2

    References

    • WO2005/100351 A1, ; Page/Page column 13; 17 ; WO 2005/100351 A1
  • Route3
    • o-Toluic acid Tolvaptan  Impurity|CS-0229343
      118-90-1
    • In-stock
      3-Bromo-4-methylbenzoic acid|CS-W007779
      7697-26-9
    • null|null
      7439-89-6
    • ~%
    • In-stock
      5-Bromo-2-methylbenzoic acid|CS-W019672
      79669-49-1

    References

    • US6414126 B1, ; US 6414126 B1

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H315-H319-H335
Precautionary Statements : P264-P270-P330-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   37.3
  • LogP   2.45572
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   1

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