2-Bromo-5-hydroxybenzoic acid

Name: 2-Bromo-5-hydroxybenzoic acid
Brand: ChemScene
Availability: InStock
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CAS No. 58380-11-3
Cat. No. CS-W018588
Purity≥96%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
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2-Bromo-5-hydroxybenzoic acid|CS-W018588

Structure of 58380-11-3

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Description

2-Bromo-5-hydroxybenzoic acid features a bromine atom at the ortho position relative to the carboxylic acid, combined with a hydroxyl group para to the acid. This dual functionality enables selective coupling reactions in synthetic pathways. The molecule exhibits enhanced reactivity in nucleophilic aromatic substitution due to the electron-withdrawing carboxylic acid and bromine, while the phenolic hydroxyl supports hydrogen bonding and solubility in polar media.

Application

2-Bromo-5-hydroxybenzoic acid serves as a versatile building block for the synthesis of bioactive heterocycles and pharmaceutical intermediates. The ortho-bromo and para-hydroxy groups enable sequential functionalization via palladium-catalyzed cross-coupling and electrophilic substitution reactions. Its bench-stable nature and compatibility with common protecting group strategies facilitate efficient multi-step synthesis, particularly in the construction of substituted benzofurans and arylated phenolic scaffolds.

General Information

CAS No. 58380-11-3
Cat. No. CS-W018588
Purity ≥96%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₅BrO₃
Molecular Weight 217.02
Synonym(s) benzoic acid, 2-bromo-5-hydroxy-
SMILES O=C(O)C1=CC(O)=CC=C1Br

Computational Chemistry Data

TPSA 57.53
LogP 1.8529
H_Acceptors 2
H_Donors 2
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

Quality Control

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Other Classifications

Building Blocks Functional Group Carboxylic Acid

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-Bromo-5-hydroxybenzoic acid

CAS No. 58380-11-3

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