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CS-W001157 4
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4-Bromo-2-chloro-6-methylbenzoic acid

  • CAS No. 877149-07-0

  • Cat. No. CS-0132647
  • Molecule weight249.49
  • Purity≥98%
  • MDL No.MFCD19686179

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

4-Bromo-2-chloro-6-methylbenzoic acid|CS-0132647

Structure of 877149-07-0

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General Information

  • CAS No. 877149-07-0
  • Cat. No. CS-0132647
  • Purity ≥98%
  • MDL No. MFCD19686179
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₆BrClO₂
  • Molecular Weight 249.49
  • Synonym(s) Benzoic acid, 4-broMo-2-chloro-6-Methyl-
  • SMILES O=C(O)C1=C(C)C=C(Br)C=C1Cl

Description

4-Bromo-2-chloro-6-methylbenzoic acid features a sterically hindered aromatic core with complementary halogen and methyl substituents, enabling selective cross-coupling reactions. The carboxylic acid group provides a robust handle for peptide coupling, esterification, or metal complexation under standard conditions. This bench-stable derivative delivers high functional group tolerance in synthetic sequences requiring precise regiocontrol.

Application

4-Bromo-2-chloro-6-methylbenzoic acid serves as a versatile building block in medicinal chemistry and agrochemical synthesis, offering orthogonal halogenation sites for palladium-catalyzed cross-coupling reactions. The carboxylic acid group enables direct derivatization into amides, esters, or acyl chlorides, while the methyl group provides a site for oxidation or functionalization. Its bench-stable crystalline form facilitates handling and purification, and the strategic placement of bromo, chloro, and methyl substituents supports diverse late-stage modifications in target-oriented synthesis.

Synthesis

  • Route1

    References

    • Trabanco, Andres A.; Duvey, Guillaume; Cid, Jose Maria; MacDonald, Gregor J.; Cluzeau, Philippe; Nhem, Vanthea; Furnari, Rocco; Behaj, Nadia; Poulain, Geraldine; Finn, Terry; Lavreysen, Hilde; Poli, Sonia; Raux, Alexandre; Thollon, Yves; Poirier, Nicolas; DAddona, David; Andres, Jose Ignacio; Lutjens, Robert; Poul, Emmanuel Le; Imogai, Hassan; Rocher, Jean-Philippe Bioorganic and Medicinal Chemistry Letters, 2011 , vol. 21, # 3 p. 971 - 976

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   3.10912
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   1

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