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Methyl 5-bromo-4-fluoro-2-hydroxybenzoate

  • CAS No. 4133-72-6

  • Cat. No. CS-0102033
  • Purity≥97%
  • MDL No.None

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

Methyl 5-bromo-4-fluoro-2-hydroxybenzoate|CS-0102033

Structure of 4133-72-6

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General Information

  • CAS No. 4133-72-6
  • Cat. No. CS-0102033
  • Purity ≥97%
  • MDL No. None
  • Storage RT, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₆BrFO₃
  • Molecular Weight 249.03
  • Synonym(s) 5-BroMo-4-fluoro-2-hydroxy-benzoic acid Methyl ester
  • SMILES O=C(OC)C1=CC(Br)=C(F)C=C1O

Description

Methyl 5-bromo-4-fluoro-2-hydroxybenzoate features a trifunctional aromatic core with orthogonal reactivity. The ortho-hydroxyl group enables chelation or derivatization, while the bromo and fluoro substituents serve as handles for palladium-catalyzed cross-coupling and nucleophilic substitution. This electron-deficient scaffold integrates readily into complex molecular architectures under standard conditions.

Application

Methyl 5-bromo-4-fluoro-2-hydroxybenzoate serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling selective functionalization at the hydroxy and carboxylate positions. The ortho-hydroxy group facilitates intramolecular cyclization or metal-catalyzed coupling reactions, while the bromo and fluoro substituents support sequential cross-coupling transformations under mild conditions. Its bench-stable nature and compatibility with standard purification protocols make it well-suited for multi-step synthesis 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 : 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   46.53
  • LogP   2.0804
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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