5-Bromo-3-nitropyridine-2-carbaldehyde

Name: 5-Bromo-3-nitropyridine-2-carbaldehyde
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CAS No. 1086838-46-1
Cat. No. CS-0021648
Purity≥95%
MDL No.MFCD17016035

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FedEx Limited Quantities Ground	$0.00
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5-Bromo-3-nitropyridine-2-carbaldehyde|CS-0021648

Structure of 1086838-46-1

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General Information

CAS No. 1086838-46-1
Cat. No. CS-0021648
Purity ≥95%
MDL No. MFCD17016035
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₃BrN₂O₃
Molecular Weight 231.00
Synonym(s) 5-Bromo-3-nitro-2-pyridinecarboxaldehyde; 5-bromo-3-nitropyridine-2-carboxaldehyde
SMILES O=CC1=NC=C(Br)C=C1[N+]([O-])=O

Description

5-Bromo-3-nitropyridine-2-carbaldehyde features a pyridine core bearing bromo, nitro, and aldehyde functionalities at positions 5, 3, and 2 respectively. This electron-deficient heterocycle integrates readily into cross-coupling reactions and serves as a key building block for bioactive molecules and functional materials.

Application

5-Bromo-3-nitropyridine-2-carbaldehyde serves as a versatile building block in heterocyclic synthesis, enabling direct functionalization at the pyridine core via cross-coupling and nucleophilic substitution. The aldehyde group facilitates condensation reactions, while the bromo and nitro substituents provide orthogonal handles for further diversification. Bench-stable and compatible with standard reaction conditions, it functions effectively in the construction of complex nitrogen-containing scaffolds relevant to medicinal chemistry and agrochemical development.

Synthesis

Route1
- 1227628-14-9
- ~77%
- In-stock
  
  1086838-46-1
References
- Soll, Mark David; Hir de Fallois, Loic Patrick Le; Huber, Scot Kevin; Lee, Hyoung Ik; Wilkinson, Douglas Edward; Jacobs, Robert Toms; Beck, Brent Christopher Patent: US2010/125089 A1, 2010 ; Location in patent: Page/Page column 88 ;

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
Precautionary Statements : P264-P270-P330-P501

Quality Control

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Computational Chemistry Data

TPSA 73.1
LogP 1.5648
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Nitro compounds

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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5-Bromo-3-nitropyridine-2-carbaldehyde

CAS No. 1086838-46-1

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