1,2,4-Triazole Chemical Properties

Melting point:

119-121 °C (lit.)

Boiling point:

260 °C (lit.)

Density 

1.15 g/cm3 (130℃)

vapor pressure 

0.215Pa at 20℃

refractive index 

1.4854 (estimate)

Flash point:

140 °C

storage temp. 

Store below +30°C.

solubility 

547g/l

form 

Crystalline Powder and Flakes

pka

2.27(at 20℃)

color 

White

PH

8 (10g/l, H2O, 20℃)

Water Solubility 

1250 g/L (20 ºC)

Merck 

14,9605

BRN 

104767

InChIKey

NSPMIYGKQJPBQR-UHFFFAOYSA-N

LogP

-0.76 at 25℃

CAS DataBase Reference

288-88-0(CAS DataBase Reference)

NIST Chemistry Reference

1H-1,2,4-Triazole(288-88-0)

EPA Substance Registry System

1,2,4-Triazole (288-88-0)

Safety Information

Hazard Codes 

Xn,Xi,C

Risk Statements 

22-36-63-34

Safety Statements 

36/37-45-36/37/39-27-26

WGK Germany 

2

RTECS 

XZ3806000

Hazard Note 

Irritant

TSCA 

Yes

HS Code 

29339990

Hazardous Substances Data

288-88-0(Hazardous Substances Data)

Toxicity

LD50 orally in Rabbit: 1650 mg/kg LD50 dermal Rabbit 3129 - 4200 mg/kg

MSDS

• Language:English Provider:1,2,4-1H-Triazole
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

1,2,4-Triazole Usage And Synthesis

Chemical Properties

white crystalline powder and flakes

Uses

1,2,4-Triazole is present in a large variety of fungicides as C14-demethylase-inhibitors. In addition they are used in synthetic chemical reactions such as the design and preparation of ghrelin receptor ligand antagonists, like JMV 2959.

Uses

1,2,4-Triazole is used in the production of pesticides, pharmaceuticals (fluconazole), dyes and rubber additives, and also in the photoconductor of replication system. Intermediate of antifungal fluconazole.

Uses

1,2,4-triazole and its derivatives are important structural moieties of many pharmaceutical drugs. Triazoles can also act as ligands to form coordination complexes with transition metal ions. Due to their electron-deficient nature, they exhibit excellent electron-transport and hole-blocking properties, making them promising organic materials in material science applications.

Definition

1,2,4-triazole is a chemical substance with molecular formula C2H3N3, molecular weight 69.07 and CAS No. 288-88-0. Colorless acicular crystal, soluble in water and ethanol. 1H-1,2,4-triazole is a 1,2,4-triazole. It is a tautomer of a 3H-1,2,4-triazole and a 4H-1,2,4-triazole.
Triazole is an aromatic five membered heterocyclic compound. Its unique structure is conducive to the formation of a variety of non covalent bonds and is easy to promote the binding of proteins, enzymes and receptors, thus showing a wide range of biological pharmacological activities, such as anticancer, antispasmodic, antibacterial, anti HIV. In particular, 1,2,3-triazole has strong thermal stability and acid-base stability, and is not sensitive to redox, hydrolysis and enzymatic degradation. It is often used as a pharmacodynamic group in drug synthesis.

Definition

A heterocyclic organic compound with a five-membered ring containing two carbon atoms and three nitrogen atoms. There are two isomers.

Flammability and Explosibility

Non flammable

Synthesis

Alkyl bromide and sodium azide were used as raw materials to prepare organic azides, and a series of 1,2,4-Triazole small molecules were prepared by click chemistry. The structures of the six products were characterized by 1H NMR, 13C NMR and IR. the products were expected targets. Furthermore, the effect of different substituent structure on the reaction was discussed. Especially the introduction of drug molecule ethisterone, which is expected to provide a certain experimental basis for the application of triazole and its derivatives in biomedicine and other fields.
As shown in the figure, alkyl bromide and sodium azide were used as raw materials, N, N-dimethylformamide was used as solvent, and reacted at room temperature for 20 hours under the protection of nitrogen. After the reaction, the solvent was extracted, dried, filtered and spin evaporated to obtain alkyl azide compound 1.Put a certain proportion of alkyl azide 1 and alkynyl compound 2 into a round bottom flask, copper powder and copper acetate as catalysts, acetonitrile as solvent, and react at room temperature for 4 hours under the protection of nitrogen. After that, extract, dry, filter and spin the solvent, and purify by thin chromatography to obtain triazole compound 3.

Purification Methods

Crystallise 1,2,4-triazole from EtOH, H2O, EtOAc (m 120.5-121o), or EtOH/*C6H6. The hydrochloride has m 170o, and the picrate has m 163-164o (from H2O or CHCl3). [Barszcz et al. J Chem Soc, Dalton Trans 2025 1986]. [Beilstein 26 H 13, 26 II 6, 26 III/IV 35.]

1,2,4-Triazole(288-88-0)Related Product Information

• 1-CHLOROMETHYL-1H-1,2,4-TRIAZOLE
• Tolyltriazole
• 5-Methyl-1H-benzotriazole
• 1H-1,2,4-Triazole-3-thiol
• 1-Hydroxybenzotriazole hydrate
• 3-Amino-1,2,4-Triazole
• 1H-Benzotriazole
• 4-Amino-4H-1,2,4-triazole
• 6-(1-Bromoethyl)-4-chloro-5-fluoropyrimidine
• Voriconazole Impurity 53
• Voriconazole
• (2R,3S/2S,3R)-3-(4-Chloro-5-fluoro-6-pyrimidinyl)-2-(2,4-difluorophenyl)butan-2-ol hydrochloride
• 2-Chloro-2',4'-difluoroacetophenone
• Pyrimidine, 4-bromo-6-(1-bromoethyl)-5-fluoro-
• Pyrimidine, 4,4'-(1,2-dimethyl-1,2-ethanediyl)bis[2,6-dichloro-5-fluoro- (9CI)
• (2R,3S/2S,3R)-2-(2,4-Difluorophenyl)-3-(5-fluoropyrimidin-4-yl)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol
• 1-Butanesulfonic acid, 4-hydroxy-, methyl ester
• Voriconazole Impurity 16