2-Bromo-6-nitrobenzaldehyde

Name: 2-Bromo-6-nitrobenzaldehyde
Brand: ChemScene
Availability: InStock
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CAS No. 20357-21-5
Cat. No. CS-0012639
Purity≥98%
MDL No.MFCD09040530

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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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Description

2-Bromo-6-nitrobenzaldehyde features a bromine atom and a nitro group positioned ortho to the aldehyde functionality, creating a highly electron-deficient aromatic scaffold. This combination enables efficient coupling reactions in cross-coupling and multistep synthesis, particularly in pharmaceutical intermediates and functional materials. The aldehyde remains reactive under standard conditions, facilitating further derivatization.

Application

2-Bromo-6-nitrobenzaldehyde serves as a versatile building block in synthetic organic chemistry, enabling direct functionalization at the aldehyde and nitro positions. Its ortho-bromine facilitates palladium-catalyzed cross-coupling reactions, while the electron-withdrawing nitro group enhances electrophilicity for nucleophilic substitution or condensation processes. The compound exhibits good bench stability and is compatible with standard purification techniques, making it a reliable reagent for constructing complex heterocyclic scaffolds and advanced intermediates in medicinal chemistry and materials science.

General Information

CAS No. 20357-21-5
Cat. No. CS-0012639
Purity ≥98%
MDL No. MFCD09040530
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₄BrNO₃
Molecular Weight 230.02
Synonym(s) 2-Brom-6-nitro-benzaldehyd
SMILES O=CC1=C([N+]([O-])=O)C=CC=C1Br

Computational Chemistry Data

TPSA 60.21
LogP 2.1698
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 2

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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Other Classifications

Building Blocks Functional Group Nitro compounds

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-Bromo-6-nitrobenzaldehyde

CAS No. 20357-21-5

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