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CS-W001157 4
Total: USD 88.00

5-Bromo-2,3-dimethylbenzoic acid

  • CAS No. 5613-27-4

  • Cat. No. CS-0533088
  • Purity≥95%
  • MDL No.MFCD24107213

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

5-Bromo-2,3-dimethylbenzoic acid|CS-0533088

Structure of 5613-27-4

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General Information

  • CAS No. 5613-27-4
  • Cat. No. CS-0533088
  • Purity ≥95%
  • MDL No. MFCD24107213
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₉BrO₂
  • Molecular Weight 229.07
  • Synonym(s) None
  • SMILES O=C(C1=CC(Br)=CC(C)=C1C)O

Description

5-Bromo-2,3-dimethylbenzoic acid features a bromine substituent at the 5-position paired with methyl groups at adjacent ortho positions, creating a sterically hindered, electron-deficient aromatic core. This configuration enhances stability and facilitates selective functionalization in cross-coupling reactions. The carboxylic acid group enables direct derivatization or salt formation for improved solubility in synthetic workflows.

Application

5-Bromo-2,3-dimethylbenzoic acid serves as a versatile building block for the synthesis of substituted aromatic compounds, particularly in Suzuki-Miyaura and Stille coupling reactions. Its bromine functionality enables reliable cross-coupling under standard catalytic conditions, while the carboxylic acid group facilitates derivatization via amide or ester formation. The ortho-methyl groups provide steric shielding and enhance bench stability, contributing to straightforward purification and scalability in medicinal chemistry and process development workflows.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362+P364

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Computational Chemistry Data

  • TPSA   37.3
  • LogP   2.76414
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   1

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