2-Amino-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile

Name: 2-Amino-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile
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CAS No. 1384855-33-7
Cat. No. CS-0177414
Purity≥98%
MDL No.None

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2-Amino-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile|CS-0177414

Structure of 1384855-33-7

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Description

2-Amino-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile features a boronate ester group enabling robust Suzuki-Miyaura cross-coupling reactions. The amino and nitrile functionalities provide orthogonal reactivity for downstream derivatization. This bench-stable compound integrates seamlessly into complex molecular architectures under standard conditions.

Application

2-Amino-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile serves as a versatile boronate building block in Suzuki-Miyaura cross-coupling reactions. The tetramethylboronate moiety enables efficient coupling with aryl and heteroaryl halides under mild conditions, while the ortho-amino and nitrile groups provide complementary reactivity for downstream functionalization. Bench-stable and easily handled, it facilitates rapid access to biologically relevant heterocyclic scaffolds and conjugated systems.

General Information

CAS No. 1384855-33-7
Cat. No. CS-0177414
Purity ≥98%
MDL No. None
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₁₇BN₂O₂
Molecular Weight 244.10
Synonym(s) 2-amino-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile
SMILES N#CC1=CC=C(B2OC(C)(C)C(C)(C)O2)C=C1N

Computational Chemistry Data

TPSA 68.27
LogP 1.43968
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 1

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-P330-P362+P364-P405-P501

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Other Classifications

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Functional Group Cyanide/Nitrile

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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2-Amino-4-(tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile

CAS No. 1384855-33-7

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