5-Bromo-2-chloronicotinaldehyde

Name: 5-Bromo-2-chloronicotinaldehyde
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CAS No. 228251-24-9
Cat. No. CS-W008316
Purity≥98%
MDL No.MFCD08689713

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5-Bromo-2-chloronicotinaldehyde|CS-W008316

Structure of 228251-24-9

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General Information

CAS No. 228251-24-9
Cat. No. CS-W008316
Purity ≥98%
MDL No. MFCD08689713
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₃BrClNO
Molecular Weight 220.45
Synonym(s) 5-bromo-2-chloropyridine-3-carbaldehyde
SMILES ClC1=NC=C(Br)C=C1C=O

Description

5-Bromo-2-chloronicotinaldehyde is a halogenated pyridine aldehyde featuring orthogonal reactivity at the aldehyde and halogen sites. This electron-deficient heterocycle integrates readily into cross-coupling and conjugation workflows, offering enhanced stability under standard conditions for use in pharmaceutical intermediates and functional materials synthesis.

Application

5-Bromo-2-chloronicotinaldehyde serves as a versatile building block in medicinal chemistry and heterocyclic synthesis, enabling efficient access to functionalized pyridine scaffolds. Its dual halogenation pattern supports palladium-catalyzed cross-coupling reactions, while the aldehyde group facilitates condensation, reductive amination, or oxime formation under mild conditions. The compound exhibits good bench stability and is readily purified by flash chromatography, making it well-suited for scalable synthesis of bioactive intermediates.

Safety Information

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GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H301
Precautionary Statements : P264-P270-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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5-Bromo-2-chloronicotinaldehyde

CAS No. 228251-24-9

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