2-Amino-4-nitrobenzaldehyde

Name: 2-Amino-4-nitrobenzaldehyde
Brand: ChemScene
Availability: InStock
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CAS No. 109466-84-4
Cat. No. CS-0043821
Purity≥95%
MDL No.MFCD09264065

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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+

An item is classified as a dangerous good if our website displays Hazardous Material (HazMat) information for it.

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Structure of 109466-84-4

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Description

2-Amino-4-nitrobenzaldehyde features a strategically positioned aldehyde group flanked by an electron-rich amino moiety and a strongly electron-deficient nitro group, enabling unique reactivity in conjugate addition and condensation chemistry. This ortho-directed functionality supports efficient synthesis of heterocyclic scaffolds and fluorescent probes under standard conditions.

Application

2-Amino-4-nitrobenzaldehyde serves as a versatile building block in synthetic organic chemistry, enabling the construction of substituted heterocycles and functionalized aromatic systems. Its ortho-amino and nitro groups facilitate sequential transformations, while the aldehyde functionality supports condensation reactions, reductive amination, and imine formation under mild conditions. The compound exhibits good bench stability and is readily purified by recrystallization, making it well-suited for use in medicinal chemistry campaigns and process development workflows.

General Information

CAS No. 109466-84-4
Cat. No. CS-0043821
Purity ≥95%
MDL No. MFCD09264065
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₆N₂O₃
Molecular Weight 166.13
Synonym(s) None
SMILES O=CC1=CC=C([N+]([O-])=O)C=C1N

Computational Chemistry Data

TPSA 86.23
LogP 0.9895
H_Acceptors 4
H_Donors 1
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 Aldehyde

Building Blocks Functional Group Nitro compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-Amino-4-nitrobenzaldehyde

CAS No. 109466-84-4

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