5-Bromo-3-chloro-2-hydroxybenzaldehyde

CAS No. 19652-33-6
Cat. No. CS-0037097
Purity≥98%
MDL No.None

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5-Bromo-3-chloro-2-hydroxybenzaldehyde|CS-0037097

Structure of 19652-33-6

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Description

5-Bromo-3-chloro-2-hydroxybenzaldehyde features a unique combination of bromo, chloro, and hydroxy substituents on a benzaldehyde scaffold, enabling selective functionalization in complex synthetic sequences. The electron-deficient aromatic ring enhances reactivity in coupling processes, while the phenolic hydroxyl group provides a handle for derivatization. This compound exhibits bench-stable behavior under standard conditions and integrates efficiently into multi-step syntheses targeting bioactive molecules and advanced materials.

Application

5-Bromo-3-chloro-2-hydroxybenzaldehyde serves as a versatile building block for heterocyclic synthesis, enabling efficient access to substituted benzimidazoles, quinolines, and other medicinally relevant scaffolds. The ortho-hydroxy aldehyde functionality facilitates intramolecular cyclization, while the bromo and chloro substituents provide orthogonal handles for palladium-catalyzed cross-coupling reactions. Its bench-stable crystalline form allows for straightforward handling and purification, making it well-suited for iterative synthetic campaigns in medicinal chemistry and process development.

General Information

CAS No. 19652-33-6
Cat. No. CS-0037097
Purity ≥98%
MDL No. None
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₄BrClO₂
Molecular Weight 235.46
Synonym(s) 5-Bromo-3-chlorosalicylaldehyde
SMILES C1=C(C=C(C(=C1C=O)O)Cl)Br

Computational Chemistry Data

TPSA 37.3
LogP 2.6206
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 1

Safety Information

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GHS Pictogram :	GHS No : GHS05
Signal Word : Danger	UN#: 1759
Class : 8	Packing Group : Ⅲ
Hazard Statements : H302-H315-H318-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362-P405-P501

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Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Functional Group Aldehyde

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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5-Bromo-3-chloro-2-hydroxybenzaldehyde

CAS No. 19652-33-6

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