1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d][1,2,3]triazole

Name: 1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d][1,2,3]triazole
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CAS No. 1396753-41-5
Cat. No. CS-0187751
Molecule weight259.11
Purity≥95%
MDL No.None

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1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d][1,2,3]triazole|CS-0187751

Structure of 1396753-41-5

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General Information

CAS No. 1396753-41-5
Cat. No. CS-0187751
Purity ≥95%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₁₈BN₃O₂
Molecular Weight 259.11
Synonym(s) 1-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-1,2,3-benzotriazole
SMILES CC1(C)C(C)(C)OB(C2=CC=C(N(C)N=N3)C3=C2)O1

Description

1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d][1,2,3]triazole is a bench-stable boronate ester featuring a triazole core that enables efficient palladium-catalyzed cross-coupling. This reagent integrates seamlessly into diverse synthetic sequences, delivering high functional group tolerance and reliable yields under standard conditions.

Application

1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d][1,2,3]triazole serves as a stable, bench-ready boronate building block for Suzuki-Miyaura cross-coupling reactions. The tetramethylboronate moiety enables efficient C–C bond formation under mild conditions, while the triazole core provides orthogonal reactivity and structural rigidity. This compound facilitates rapid assembly of biaryl scaffolds and functionalized heterocycles in medicinal chemistry and materials synthesis, offering excellent functional group tolerance 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-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 49.17
LogP 1.2675
H_Acceptors 5
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Other aromatic heterocycles compounds

Key Words

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1-Methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d][1,2,3]triazole

CAS No. 1396753-41-5

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