2-Amino-5-iodobenzonitrile

Name: 2-Amino-5-iodobenzonitrile
Brand: ChemScene
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CAS No. 132131-24-9
Cat. No. CS-0130296
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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General Information

CAS No. 132131-24-9
Cat. No. CS-0130296
Purity ≥98%
MDL No. None
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₅IN₂
Molecular Weight 244.03
Synonym(s) Benzonitrile, 2-amino-5-iodo-
SMILES N#CC1=CC(I)=CC=C1N

Description

2-Amino-5-iodobenzonitrile features a strategically positioned iodine atom and nitrile group on a benzene scaffold, enabling direct incorporation into cross-coupling reactions. The amino functionality provides enhanced solubility and reactivity in transition metal-catalyzed transformations, making this compound a robust building block for complex molecular architectures in medicinal chemistry and materials science.

Application

2-Amino-5-iodobenzonitrile serves as a versatile building block in transition-metal-catalyzed cross-coupling reactions, enabling efficient construction of biaryl and heterocyclic scaffolds. The amino and nitrile groups provide orthogonal functionality for downstream derivatization, while the iodine moiety offers high reactivity in palladium-catalyzed coupling processes. Bench-stable and readily purified by recrystallization, it facilitates scalable synthesis in medicinal chemistry and materials science applications.

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 1.74508
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Iodide

Building Blocks Functional Group Cyanide/Nitrile

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-Amino-5-iodobenzonitrile

CAS No. 132131-24-9

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