5-(Trifluoromethyl)-1H-1,2,4-triazole

Name: 5-(Trifluoromethyl)-1H-1,2,4-triazole
Brand: ChemScene
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CAS No. 60406-75-9
Cat. No. CS-0099435
Purity≥95%
MDL No.MFCD11847494

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5-(Trifluoromethyl)-1H-1,2,4-triazole|CS-0099435

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General Information

CAS No. 60406-75-9
Cat. No. CS-0099435
Purity ≥95%
MDL No. MFCD11847494
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₃H₂F₃N₃
Molecular Weight 137.06
Synonym(s) 3-(trifluoromethyl)-1H-1,2,4-triazole
SMILES FC(F)(F)C1=NNC=N1

Description

5-(Trifluoromethyl)-1H-1,2,4-triazole is a bench-stable heterocyclic scaffold featuring a strongly electron-withdrawing trifluoromethyl group at the 5-position. This substitution enhances metabolic stability and modulates electronic properties, making the compound valuable in medicinal chemistry for probing bioactive triazole analogs. The nitrogen-rich framework facilitates hydrogen bonding and π-interactions, supporting its use in drug discovery and as a building block for functional materials.

Application

5-(Trifluoromethyl)-1H-1,2,4-triazole serves as a versatile heterocyclic building block in medicinal chemistry and agrochemical synthesis. Its trifluoromethyl group imparts enhanced metabolic stability and lipophilicity, while the triazole core enables robust bioisosteric replacement of carboxylic acids or amides. The compound exhibits excellent bench stability, tolerates a broad range of functional groups, and participates reliably in standard coupling reactions, facilitating efficient access to complex molecular architectures.

Safety Information

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GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 2811
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301
Precautionary Statements : P264-P270-P330-P405-P501

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Computational Chemistry Data

TPSA 41.57
LogP 0.8235
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Triazole compounds

Key Words

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5-(Trifluoromethyl)-1H-1,2,4-triazole

CAS No. 60406-75-9

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