2-Amino-4-nitrobenzonitrile

Name: 2-Amino-4-nitrobenzonitrile
Brand: ChemScene
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CAS No. 87376-25-8
Cat. No. CS-W019227
Purity≥96%
MDL No.MFCD04117876

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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-Amino-4-nitrobenzonitrile features a strategically positioned amino group and electron-deficient nitro functionality, enabling efficient coupling in transition metal-catalyzed cross-coupling reactions. The nitrile moiety enhances reactivity in nucleophilic additions and provides a handle for downstream derivatization. This bench-stable compound integrates readily into complex heterocyclic frameworks under standard conditions.

Application

2-Amino-4-nitrobenzonitrile serves as a versatile building block in synthetic organic chemistry, enabling access to substituted benzimidazoles, quinazolines, and other heterocyclic scaffolds via straightforward cyclization and functional group interconversions. Its ortho-amino and nitro groups facilitate electrophilic substitution and palladium-catalyzed coupling reactions, while the nitrile group supports hydrolysis or reduction under standard conditions. The compound exhibits good bench stability and is readily purified by recrystallization, making it well-suited for iterative synthesis workflows in medicinal chemistry and process development.

General Information

CAS No. 87376-25-8
Cat. No. CS-W019227
Purity ≥96%
MDL No. MFCD04117876
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₅N₃O₂
Molecular Weight 163.13
Synonym(s) 2-amino-4-nitro-benzonitrile
SMILES NC1=C(C#N)C=CC(=C1)[N+](=O)[O-]

Computational Chemistry Data

TPSA 92.95
LogP 1.04868
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 1

Safety Information

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GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 3439
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H302-H315-H319-H332-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 Cyanide/Nitrile

Building Blocks Functional Group Nitro compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

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2-Amino-4-nitrobenzonitrile

CAS No. 87376-25-8

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