3-Amino-5-chlorobenzonitrile

Name: 3-Amino-5-chlorobenzonitrile
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CAS No. 53312-78-0
Cat. No. CS-W021837
Purity≥96%
MDL No.MFCD06797224

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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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General Information

CAS No. 53312-78-0
Cat. No. CS-W021837
Purity ≥96%
MDL No. MFCD06797224
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₅ClN₂
Molecular Weight 152.58
Synonym(s) 5-Cyano-3-chloroaniline
SMILES NC1=CC(=CC(Cl)=C1)C#N

Description

3-Amino-5-chlorobenzonitrile features a strategically positioned amino group and chloro substituent on a benzonitrile scaffold, enabling selective coupling in pharmaceutical intermediates. The electron-donating amine enhances reactivity at the para-position relative to the nitrile, while the chlorine serves as a handle for palladium-catalyzed cross-coupling. This combination supports efficient access to complex heterocyclic systems under mild conditions.

Application

3-Amino-5-chlorobenzonitrile serves as a versatile building block in medicinal chemistry, enabling the construction of heterocyclic scaffolds via cyclization or coupling reactions. Its ortho-directed reactivity supports efficient functionalization, while the nitrile group offers compatibility with nucleophilic additions and amide formation. Bench-stable and readily purified, it facilitates scalable synthesis of API intermediates and bioactive compounds.

Safety Information

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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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Computational Chemistry Data

TPSA 49.81
LogP 1.79388
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

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-5-chlorobenzonitrile

CAS No. 53312-78-0

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