1-Allyl-1H-benzo[d][1,2,3]triazole

Name: 1-Allyl-1H-benzo[d][1,2,3]triazole
Brand: ChemScene
Availability: InStock
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CAS No. 52298-91-6
Cat. No. CS-0157992
Purity≥97%
MDL No.MFCD00760406

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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+
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1-Allyl-1H-benzo[d][1,2,3]triazole|CS-0157992

Structure of 52298-91-6

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General Information

CAS No. 52298-91-6
Cat. No. CS-0157992
Purity ≥97%
MDL No. MFCD00760406
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₉N₃
Molecular Weight 159.19
Synonym(s) 1-ALLYLBENZOTRIAZOLE 96
SMILES C=CCN1C2=CC=CC=C2N=N1

Description

1-Allyl-1H-benzo[d][1,2,3]triazole is a bench-stable triazole derivative featuring a reactive allyl group for downstream functionalization. This compound integrates seamlessly into click chemistry workflows, enabling efficient coupling reactions under mild conditions. The electron-rich triazole core enhances stability and solubility in organic media, supporting its use in synthetic medicinal chemistry and materials development.

Application

1-Allyl-1H-benzo[d][1,2,3]triazole serves as a versatile building block in synthetic organic chemistry, enabling efficient access to substituted triazoles via [3+2] cycloadditions and palladium-catalyzed coupling reactions. The allyl group provides a handle for further functionalization through ring-opening or Diels-Alder transformations, while the benzotriazole core offers excellent stability and compatibility with diverse reaction conditions. Its bench-stable nature and ease of purification make it well-suited for medicinal chemistry and process development workflows.

Synthesis

Route1
- 95-14-7
- 106-95-6
- ~64%
- In-stock
  
  52298-91-6
- 82813-00-1
References
- Diez-Barra, Enrique; Hoz, Antonio de la; Loupy, Andre; Sanchez-Migallon, Ana Heterocycles, 1994 , vol. 38, # 6 p. 1367 - 1374
Route2
- 95-14-7
- 107-05-1
- ~%
- In-stock
  
  52298-91-6
- 82813-00-1
References
- Goreshnik; Vakulka; Slyvka, Yu. I.; Mys'Kiv Journal of Organometallic Chemistry, 2012 , vol. 710, p. 1 - 5
Route3
- 95-14-7
- 106-95-6
- ~93%
- In-stock
  
  52298-91-6
References
- Basu, Basudeb; Paul, Susmita; Nanda, Ashis K. Green Chemistry, 2009 , vol. 11, # 8 p. 1115 - 1120

Safety Information

Download SDS

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

Quality Control

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Computational Chemistry Data

TPSA 30.71
LogP 1.6173
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Other aromatic heterocycles compounds

Key Words

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1-Allyl-1H-benzo[d][1,2,3]triazole

CAS No. 52298-91-6

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