2,6-Dibromoisonicotinonitrile

Name: 2,6-Dibromoisonicotinonitrile
Brand: ChemScene
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CAS No. 408352-58-9
Cat. No. CS-0041342
Purity≥95%
MDL No.MFCD03086034

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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+
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2,6-Dibromoisonicotinonitrile|CS-0041342

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General Information

CAS No. 408352-58-9
Cat. No. CS-0041342
Purity ≥95%
MDL No. MFCD03086034
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₂Br₂N₂
Molecular Weight 261.90
Synonym(s) 2,6-Dibromo-4-cyanopyridine
SMILES N#CC1=CC(Br)=NC(Br)=C1

Description

2,6-Dibromoisonicotinonitrile features a rigid pyridine core bearing two bromine atoms at the 2 and 6 positions and a nitrile group at the 3 position. This electron-deficient scaffold enables efficient coupling in cross-coupling reactions and serves as a building block for functionalized heterocycles in medicinal chemistry and materials science.

Application

2,6-Dibromoisonicotinonitrile serves as a versatile building block for the synthesis of brominated heterocycles and functionalized pyridine derivatives. Its dual bromo substituents at the 2- and 6-positions enable selective cross-coupling reactions, while the nitrile group offers compatibility with nucleophilic additions and subsequent transformations. The compound exhibits good bench stability and facilitates efficient purification, making it well-suited for iterative synthetic sequences in medicinal chemistry and materials science applications.

Synthesis

Route1
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References
- Cutulle, Matthew A.; Armel, Gregory R.; Brosnan, James T.; Best, Michael D.; Kopsell, Dean A.; Bruce, Barry D.; Bostic, Heidi E.; Layton, Donovan S. Journal of Agricultural and Food Chemistry, 2014 , vol. 62, # 2 p. 329 - 336

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

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Computational Chemistry Data

TPSA 36.68
LogP 2.47828
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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2,6-Dibromoisonicotinonitrile

CAS No. 408352-58-9

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