1-(Trimethylsilyl)-1H-benzo[d][1,2,3]triazole

Name: 1-(Trimethylsilyl)-1H-benzo[d][1,2,3]triazole
Brand: ChemScene
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CAS No. 43183-36-4
Cat. No. CS-W010721
Purity≥98%
MDL No.MFCD00216577

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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+
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1-(Trimethylsilyl)-1H-benzo[d][1,2,3]triazole|CS-W010721

Structure of 43183-36-4

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Description

1-(Trimethylsilyl)-1H-benzo[d][1,2,3]triazole serves as a bench-stable, moisture-tolerant triazole reagent that facilitates efficient coupling in late-stage functionalization. This silylated heterocycle integrates readily into synthetic sequences, enabling selective C–H amination and amide bond formation under mild conditions. The trimethylsilyl group enhances solubility and stability while allowing for convenient deprotection.

Application

1-(Trimethylsilyl)-1H-benzo[d][1,2,3]triazole serves as a stable, bench-friendly silyl protecting group for azide functionality, enabling selective N-acylation and subsequent desilylation under mild conditions. It functions as a key building block in the synthesis of triazole-based scaffolds, offering excellent compatibility with diverse functional groups and facilitating efficient coupling reactions in peptide and small-molecule synthesis.

General Information

CAS No. 43183-36-4
Cat. No. CS-W010721
Purity ≥98%
MDL No. MFCD00216577
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₃N₃Si
Molecular Weight 191.31
Synonym(s) 1-TMS-1H-benzotriazole
SMILES C[Si](N1N=NC2=CC=CC=C21)(C)C

Computational Chemistry Data

TPSA 30.71
LogP 2.1143
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

Safety Information

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GHS Pictogram :	GHS No : GHS02,GHS07
Signal Word : Danger	UN#: 1993
Class : 3	Packing Group : Ⅱ
Hazard Statements : H225-H315-H319-H335
Precautionary Statements : P210-P233-P240-P241-P242-P243-P280-P303+P361+P353-P370+P378-P403+P235-P501

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Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Triazole compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Material Science Organic-Inorganic Hybrid Materials A silane coupling agent

General Reagents Protection and Derivatization Reagents

Chemical Synthesis Synthetic Reagents Protection, Deprotection, Derivatization Protecting and Derivatizing Reagents

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1-(Trimethylsilyl)-1H-benzo[d][1,2,3]triazole

CAS No. 43183-36-4

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