5-Amino-2-bromobenzonitrile

Name: 5-Amino-2-bromobenzonitrile
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CAS No. 72115-09-4
Cat. No. CS-W005217
Molecule weight197.03
Purity≥95%
MDL No.MFCD00234259

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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. 72115-09-4
Cat. No. CS-W005217
Purity ≥95%
MDL No. MFCD00234259
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₅BrN₂
Molecular Weight 197.03
Synonym(s) None
SMILES NC1=CC(=C(C=C1)Br)C#N

Description

5-Amino-2-bromobenzonitrile features a bromine atom at the ortho position relative to the nitrile group, enabling direct functionalization in cross-coupling reactions. The amino group provides a handle for further derivatization, while the electron-deficient aromatic ring enhances reactivity in transition metal-catalyzed processes. This compound serves as a key intermediate in the synthesis of bioactive heterocycles and advanced materials.

Application

5-Amino-2-bromobenzonitrile serves as a versatile building block for the synthesis of functionalized heterocycles and pharmaceutical intermediates. The molecule combines an electron-rich amino group with a bromo substituent and a nitrile handle, enabling sequential cross-coupling, cyclization, and derivatization reactions. Its bench-stable nature and compatibility with Pd-catalyzed transformations facilitate efficient access to complex scaffolds in medicinal chemistry and materials science workflows.

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 1.90298
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Cyanide/Nitrile

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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5-Amino-2-bromobenzonitrile

CAS No. 72115-09-4

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