3-[4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-4H-1,2,4-triazole

Name: 3-[4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-4H-1,2,4-triazole
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CAS No. 2377610-67-6
Cat. No. CS-0177116
Molecule weight271.12
Purity≥98%
MDL No.None

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3-[4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-4H-1,2,4-triazole|CS-0177116

Structure of 2377610-67-6

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General Information

CAS No. 2377610-67-6
Cat. No. CS-0177116
Purity ≥98%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₁₈BN₃O₂
Molecular Weight 271.12
Synonym(s) None
SMILES CC1(C)OB(C2=CC=C(C3=NN=CN3)C=C2)OC1(C)C

Description

This boronate-functionalized triazole integrates seamlessly into Suzuki-Miyaura coupling reactions under mild conditions. The tetramethyl-1,3,2-dioxaborolane moiety ensures excellent stability and compatibility with aqueous and protic solvents, enabling efficient C–C bond formation in complex molecular architectures.

Application

3-[4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-4H-1,2,4-triazole serves as a versatile boronate building block for palladium-catalyzed cross-coupling reactions. The tetramethylboronate group enables efficient Suzuki-Miyaura coupling under mild conditions, while the 4H-1,2,4-triazole core provides a stable, polar heterocyclic scaffold with favorable solubility and functional group tolerance. This compound facilitates rapid construction of biaryl architectures in medicinal chemistry and materials science applications, offering excellent bench stability and straightforward purification.

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
Precautionary Statements : P264-P270-P280-P302+P352-P330-P362+P364-P501

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Computational Chemistry Data

TPSA 60.03
LogP 1.7709
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Triazole compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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3-[4-(Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-4H-1,2,4-triazole

CAS No. 2377610-67-6

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