3-Bromo-5-chloropicolinaldehyde

Name: 3-Bromo-5-chloropicolinaldehyde
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CAS No. 1227588-49-9
Cat. No. CS-0194885
Purity≥95%
MDL No.None

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FedEx Limited Quantities Ground	$0.00
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3-Bromo-5-chloropicolinaldehyde|CS-0194885

Structure of 1227588-49-9

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General Information

CAS No. 1227588-49-9
Cat. No. CS-0194885
Purity ≥95%
MDL No. None
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₃BrClNO
Molecular Weight 220.45
Synonym(s) 3-Bromo-5-chloropyridine-2-carbaldehyde
SMILES C1=C(C=NC(=C1Br)C=O)Cl

Description

3-Bromo-5-chloropicolinaldehyde is a halogenated pyridine aldehyde featuring strategically positioned bromo and chloro substituents that enhance electrophilic reactivity and modulate electronic properties. This bench-stable, moisture-tolerant reagent integrates readily into cross-coupling and functionalization workflows, enabling efficient access to complex heterocyclic architectures in medicinal chemistry and materials synthesis.

Application

3-Bromo-5-chloropicolinaldehyde serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient construction of substituted pyridine scaffolds. Its ortho-halogenated aldehyde functionality facilitates palladium-catalyzed cross-coupling reactions and nucleophilic additions with high chemoselectivity. The compound exhibits excellent bench stability and compatibility with common protecting group strategies, simplifying purification and downstream functionalization in multi-step syntheses.

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 29.96
LogP 2.31
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Aldehyde

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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3-Bromo-5-chloropicolinaldehyde

CAS No. 1227588-49-9

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