1H-Benzo[d][1,2,3]triazole-5-carbonitrile

Name: 1H-Benzo[d][1,2,3]triazole-5-carbonitrile
Brand: ChemScene
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CAS No. 24611-70-9
Cat. No. CS-0155761
Purity≥98%
MDL No.MFCD08669484

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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+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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1H-Benzo[d][1,2,3]triazole-5-carbonitrile|CS-0155761

Structure of 24611-70-9

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General Information

CAS No. 24611-70-9
Cat. No. CS-0155761
Purity ≥98%
MDL No. MFCD08669484
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₄N₄
Molecular Weight 144.13
Synonym(s) 1H-1,2,3-Benzotriazole-5-carbonitrile
SMILES C1=CC2=C(C=C1C#N)NN=N2

Description

1H-Benzo[d][1,2,3]triazole-5-carbonitrile features a fused triazole ring system with a terminal nitrile group, enabling efficient coupling in click chemistry. The electron-deficient triazole moiety enhances reactivity in transition-metal-catalyzed transformations. This bench-stable heterocycle integrates readily into functionalized scaffolds for pharmaceutical and materials applications.

Application

1H-Benzo[d][1,2,3]triazole-5-carbonitrile serves as a versatile building block in medicinal chemistry and materials science, enabling efficient construction of triazolyl heterocycles via standard coupling reactions. The nitrile group provides a handle for derivatization, while the fused triazole core offers enhanced stability and π-conjugation. Its bench-stable nature and compatibility with common reaction conditions facilitate straightforward incorporation into complex molecular architectures.

Synthesis

Route1
- In-stock
  
  17626-40-3
- ~%
- In-stock
  
  24611-70-9
References
- Ackermann, Jean; Bleicher, Konrad; Ceccarelli Grenz, Simona M.; Chomienne, Odile; Mattei, Patrizio; Schulz-Gasch, Tanja Patent: US2007/129544 A1, 2007 ; Location in patent: Page/Page column 42 ;
Route2
- In-stock
  
  23814-12-2
- 5329-14-6
- ~%
- In-stock
  
  24611-70-9
References
- Yu, Kuo-Long; Wang, Xiangdong; Sun, Yaxiong; Cianci, Christopher; Thuring, Jan Willem; Combrink, Keith; Meanwell, Nicholas; Zhang, Yi; Civiello, Rita L. Patent: US2003/207868 A1, 2003 ;

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-P280-P302+P352

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Computational Chemistry Data

TPSA 65.36
LogP 0.82958
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Other aromatic heterocycles compounds

Key Words

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1H-Benzo[d][1,2,3]triazole-5-carbonitrile

CAS No. 24611-70-9

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