4-Amino-3-chlorobenzonitrile

Name: 4-Amino-3-chlorobenzonitrile
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CAS No. 21803-75-8
Cat. No. CS-W008154
Purity≥97%
MDL No.MFCD00052917

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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. 21803-75-8
Cat. No. CS-W008154
Purity ≥97%
MDL No. MFCD00052917
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₅ClN₂
Molecular Weight None
Synonym(s) 3-Chloro-4-aminobenzonitrile
SMILES C1=C(C#N)C=C(C(=C1)N)Cl

Description

4-Amino-3-chlorobenzonitrile features a strategically positioned para-amino group and ortho-chloro substituent on a benzonitrile scaffold, enabling selective coupling reactions in pharmaceutical intermediates. This electron-rich aromatic system facilitates efficient transition metal-catalyzed transformations under standard conditions.

Application

4-Amino-3-chlorobenzonitrile serves as a versatile building block in medicinal chemistry, enabling direct functionalization at both the amino and nitrile positions. Its ortho-chloro substituent facilitates palladium-catalyzed cross-coupling reactions, while the amine group offers straightforward derivatization via acylation or reductive amination. The compound exhibits good bench stability and is readily purified by recrystallization, making it well-suited for multi-step synthesis of heterocyclic scaffolds and API intermediates.

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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4-Amino-3-chlorobenzonitrile

CAS No. 21803-75-8

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