5,6-Dibromo-1H-benzo[d][1,2,3]triazole

Name: 5,6-Dibromo-1H-benzo[d][1,2,3]triazole
Brand: ChemScene
Availability: InStock
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CAS No. 716320-92-2
Cat. No. CS-0150009
Molecule weight276.92
Purity≥97%
MDL No.MFCD00795591

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FedEx Limited Quantities Ground	$0.00
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5,6-Dibromo-1H-benzo[d][1,2,3]triazole|CS-0150009

Structure of 716320-92-2

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General Information

CAS No. 716320-92-2
Cat. No. CS-0150009
Purity ≥97%
MDL No. MFCD00795591
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₃Br₂N₃
Molecular Weight 276.92
Synonym(s) 5,6-dibromo-1H-benzotriazole(WX142493)
SMILES N1=NC2=CC(Br)=C(C=C2N1)Br

Description

5,6-Dibromo-1H-benzo[d][1,2,3]triazole features two bromine substituents at the 5 and 6 positions of a benzo-fused triazole core, delivering high reactivity in palladium-catalyzed cross-coupling reactions. This electron-deficient heterocycle integrates readily into complex molecular architectures, enabling efficient access to functionalized triazoles under standard conditions.

Application

5,6-Dibromo-1H-benzo[d][1,2,3]triazole serves as a versatile building block for the synthesis of brominated heterocyclic scaffolds and functionalized triazoles. Its dual bromine substituents enable efficient palladium-catalyzed cross-coupling reactions, facilitating rapid diversification in medicinal chemistry and materials science. The molecule exhibits excellent bench stability and compatibility with standard reaction conditions, simplifying purification and integration into multi-step synthetic sequences.

Synthesis

Route1
- 95-14-7
- ~65%
- In-stock
  
  716320-92-2
References
- Kopanska, Katarzyna; Najda, Andzelika; Zebrowska, Justyna; Chomicz, Lidia; Piekarczyk, Janusz; Myjak, Przemyslaw; Bretner, Maria Bioorganic and Medicinal Chemistry, 2004 , vol. 12, # 10 p. 2617 - 2624

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07,GHS09
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H319-H411
Precautionary Statements : P264-P270-P273-P280-P305+P351+P338-P391-P501

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Computational Chemistry Data

TPSA 41.57
LogP 2.4829
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Other aromatic heterocycles compounds

Key Words

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5,6-Dibromo-1H-benzo[d][1,2,3]triazole

CAS No. 716320-92-2

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