3-Amino-2-chlorobenzonitrile

Name: 3-Amino-2-chlorobenzonitrile
Brand: ChemScene
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CAS No. 53312-76-8
Cat. No. CS-0169631
Purity≥98%
MDL No.None

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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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Structure of 53312-76-8

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Description

3-Amino-2-chlorobenzonitrile features a strategically positioned amino group adjacent to a chloro substituent on a nitrile-bearing benzene ring. This electronic configuration enables direct functionalization in late-stage synthesis, particularly for pharmaceutical intermediates requiring regioselective coupling. The molecule exhibits enhanced solubility in polar solvents and maintains stability under standard bench conditions.

Application

3-Amino-2-chlorobenzonitrile serves as a versatile building block in medicinal chemistry, enabling the construction of diverse heterocyclic scaffolds through standard coupling and cyclization protocols. Its ortho-chloro and nitrile groups provide orthogonal reactivity for palladium-catalyzed cross-couplings and nucleophilic additions, while the amino group facilitates further derivatization. The compound exhibits good bench stability and is compatible with common purification methods, making it well-suited for iterative synthesis campaigns in API development.

General Information

CAS No. 53312-76-8
Cat. No. CS-0169631
Purity ≥98%
MDL No. None
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₅ClN₂
Molecular Weight 152.58
Synonym(s) 3-aminochlorobenzonitrile
SMILES N#CC1=CC=CC(N)=C1Cl

Computational Chemistry Data

TPSA 49.81
LogP 1.79388
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

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-P280-P302+P352

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Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Functional Group Cyanide/Nitrile

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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3-Amino-2-chlorobenzonitrile

CAS No. 53312-76-8

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