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CS-W001157 4
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2-Bromo-3-methylbenzoic acid

  • CAS No. 53663-39-1

  • Cat. No. CS-W007601
  • Purity≥98%
  • MDL No.MFCD00079721

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

2-Bromo-3-methylbenzoic acid|CS-W007601

Structure of 53663-39-1

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General Information

  • CAS No. 53663-39-1
  • Cat. No. CS-W007601
  • Purity ≥98%
  • MDL No. MFCD00079721
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇BrO₂
  • Molecular Weight 215.04
  • Synonym(s) 3-Methyl -2-Bromobenzoic acid; 2-Bromo-3-methylbenzoic acid
  • SMILES BrC1=C(C(=O)O)C=CC=C1C

Description

2-Bromo-3-methylbenzoic acid features a bromine atom at the ortho position relative to the carboxylic acid, paired with a methyl group at the adjacent meta site. This substitution pattern imparts enhanced electronic and steric character, facilitating efficient coupling reactions in synthetic pathways. The compound serves as a valuable intermediate in pharmaceutical and agrochemical synthesis.

Application

2-Bromo-3-methylbenzoic acid serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling direct functionalization at the aromatic ring via palladium-catalyzed cross-coupling reactions. The carboxylic acid group facilitates derivatization to esters, amides, or acyl chlorides, while the bromo and methyl substituents offer orthogonal reactivity for sequential modifications. Its bench-stable crystalline form ensures reliable handling and purification in multi-step syntheses.

Synthesis

  • Route1
    • null|null
      124-38-9
    • In-stock
      1,2-Dibromo-3-methylbenzene|CS-0136541
      61563-25-5
    • ~83%
    • In-stock
      2-Bromo-3-methylbenzoic acid|CS-W007601
      53663-39-1

    References

    • DiMichele, Lisa; Menzel, Karsten; Mills, Paul; Frantz, Doug; Nelson, Todd Magnetic Resonance in Chemistry, 2006 , vol. 44, # 11 p. 1041 - 1043
  • Route2

    References

    • Bulletin of the Chemical Society of Japan, , vol. 59, p. 3285 - 3286
  • Route3

    References

    • Bulletin of the Chemical Society of Japan, , vol. 59, p. 3285 - 3286

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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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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