2,6-Dibromonicotinaldehyde

Name: 2,6-Dibromonicotinaldehyde
Brand: ChemScene
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CAS No. 55304-83-1
Cat. No. CS-0052135
Purity≥97%
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+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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Structure of 55304-83-1

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Description

2,6-Dibromonicotinaldehyde features a pyridine ring flanked by bromine substituents at the 2 and 6 positions, delivering a highly electron-deficient aldehyde moiety. This configuration enhances reactivity in cross-coupling processes while maintaining stability under standard handling conditions. The dibromo substitution pattern enables selective functionalization in synthetic sequences requiring orthogonal reactivity.

Application

2,6-Dibromonicotinaldehyde serves as a versatile building block in heterocyclic synthesis, enabling direct functionalization at the 3- and 5-positions of the pyridine ring. Its aldehyde functionality facilitates imine formation and reductive amination, while the bromine substituents support palladium-catalyzed cross-coupling reactions such as Suzuki-Miyaura and Stille couplings. The molecule exhibits good bench stability and is compatible with standard purification techniques, making it suitable for use in medicinal chemistry campaigns and advanced synthetic sequences requiring orthogonally reactive handles.

General Information

CAS No. 55304-83-1
Cat. No. CS-0052135
Purity ≥97%
MDL No. None
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₃Br₂NO
Molecular Weight 264.90
Synonym(s) 2,6-Dibromopyridine-3-carbaldehyde
SMILES O=CC1=CC=C(N=C1Br)Br

Computational Chemistry Data

TPSA 29.96
LogP 2.4191
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

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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Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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2,6-Dibromonicotinaldehyde

CAS No. 55304-83-1

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