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CS-W001157 4
Total: USD 88.00

2-Bromo-4-chlorobenzoic acid

  • CAS No. 936-08-3

  • Cat. No. CS-W002662
  • Purity≥97%
  • MDL No.MFCD00672930

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

2-Bromo-4-chlorobenzoic acid|CS-W002662

Structure of 936-08-3

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General Information

  • CAS No. 936-08-3
  • Cat. No. CS-W002662
  • Purity ≥97%
  • MDL No. MFCD00672930
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄BrClO₂
  • Molecular Weight 235.46
  • Synonym(s) Dapagliflozin Impurity 51
  • SMILES BrC1=C(C(O)=O)C=CC(Cl)=C1

Description

2-Bromo-4-chlorobenzoic acid features a benzene ring bearing bromo and chloro substituents at ortho positions relative to a carboxylic acid group. This electron-deficient aromatic system enables efficient coupling reactions in synthetic pathways. The molecule exhibits enhanced reactivity in palladium-catalyzed transformations due to the combined halogen effects. Its bench-stable crystalline form simplifies handling and purification under standard conditions.

Application

2-Bromo-4-chlorobenzoic acid serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling direct functionalization at the aromatic ring through palladium-catalyzed cross-coupling reactions. Its ortho-bromine and meta-chlorine substituents provide orthogonal reactivity for sequential transformations, while the carboxylic acid group facilitates derivatization via amide formation or esterification. The compound exhibits excellent bench stability and is readily purified by recrystallization, making it well-suited for scalable synthesis workflows.

Synthesis

  • Route1
    • Benzoic acid, 2-amino-4-chloro-|CS-0654083
      89-77-0
    • ~59%
    • In-stock
      2-Bromo-4-chlorobenzoic acid|CS-W002662
      936-08-3

    References

    • Gabbutt, Christopher D.; Heron, B. Mark; Instone, Alicia C. Tetrahedron, 2006 , vol. 62, # 4 p. 737 - 745
  • Route2

    References

    • Monatshefte fuer Chemie, , vol. 127, # 6/7 p. 701 - 716
  • Route3

    References

    • Journal of the Chemical Society, , vol. 85, p. 1269 Journal of the Chemical Society, , vol. 105, p. 1910

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06,GHS09
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H315-H319-H335-H410
Precautionary Statements : P261-P264-P270-P271-P273-P280-P302+P352-P304+P340-P330-P362+P364-P391-P405-P501

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Computational Chemistry Data

  • TPSA   37.3
  • LogP   2.8007
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   1

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