Methyl 3-bromo-2-hydroxybenzoate

Name: Methyl 3-bromo-2-hydroxybenzoate
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CAS No. 28165-45-9
Cat. No. CS-W022823
Purity≥97%
MDL No.MFCD10566798

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Methyl 3-bromo-2-hydroxybenzoate|CS-W022823

Structure of 28165-45-9

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Description

Methyl 3-bromo-2-hydroxybenzoate features a bromine atom at the meta position relative to the ester, paired with a hydroxyl group ortho to the carbonyl. This dual functionalization enables direct coupling in cross-coupling reactions and facilitates derivatization through the phenolic OH. The compound exhibits good stability under standard bench conditions and integrates readily into synthetic sequences requiring halogenated aromatic intermediates.

Application

Methyl 3-bromo-2-hydroxybenzoate serves as a versatile building block in medicinal chemistry and synthetic organic synthesis, enabling efficient access to substituted benzimidazoles, quinolines, and other heterocyclic scaffolds. The ortho-hydroxyl group facilitates intramolecular cyclization, while the bromide supports palladium-catalyzed cross-coupling reactions. Bench-stable and readily purified by recrystallization, it functions effectively in multi-step sequences requiring functional group compatibility and positional control.

General Information

CAS No. 28165-45-9
Cat. No. CS-W022823
Purity ≥97%
MDL No. MFCD10566798
Storage RT, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₇BrO₃
Molecular Weight 231.04
Synonym(s) Methyl 3-bromosalicylate
SMILES O=C(OC)C1=CC=CC(Br)=C1O

Computational Chemistry Data

TPSA 46.53
LogP 1.9413
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

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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Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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Methyl 3-bromo-2-hydroxybenzoate

CAS No. 28165-45-9

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