2-Amino-6-methoxybenzonitrile

Name: 2-Amino-6-methoxybenzonitrile
Brand: ChemScene
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CAS No. 1591-37-3
Cat. No. CS-W006615
Purity≥97%
MDL No.MFCD09745275

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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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2-Amino-6-methoxybenzonitrile|CS-W006615

Structure of 1591-37-3

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Description

2-Amino-6-methoxybenzonitrile features a strategically positioned amino group and methoxy substituent that enhance electron density and solubility, enabling efficient coupling in transition-metal-catalyzed transformations. The nitrile moiety provides a robust handle for downstream functionalization, while the ortho-amino and para-methoxy arrangement ensures stability under standard bench conditions.

Application

2-Amino-6-methoxybenzonitrile serves as a versatile building block in medicinal chemistry, enabling the synthesis of heterocyclic scaffolds via cyclization reactions. Its ortho-directed reactivity facilitates efficient functionalization, while the amino and nitrile groups offer complementary handles for derivatization. The methoxy substituent enhances solubility and modulates electronic properties, contributing to favorable handling and purification characteristics in multi-step syntheses.

General Information

CAS No. 1591-37-3
Cat. No. CS-W006615
Purity ≥97%
MDL No. MFCD09745275
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₈N₂O
Molecular Weight 148.16
Synonym(s) 2-AMINO-6-METHOXY BENZONITRILE
SMILES COC1=CC=CC(N)=C1C#N

Computational Chemistry Data

TPSA 59.04
LogP 1.14908
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

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 Cyanide/Nitrile

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-Amino-6-methoxybenzonitrile

CAS No. 1591-37-3

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