1,2,3-1H-Triazole Chemical Properties

Melting point:

23-25 °C(lit.)

Boiling point:

203 °C752 mm Hg(lit.)

Density 

1.192 g/mL at 25 °C(lit.)

refractive index 

n20/D 1.498(lit.)

Flash point:

225 °F

storage temp. 

Sealed in dry,Room Temperature

solubility 

Acetone, Chloroform, Methanol (Slightly)

form 

Liquid

pka

1.17(at 20℃)

color 

Clear colorless to yellow

Specific Gravity

1.192

Water Solubility 

soluble

FreezingPoint 

21.0 to 24.0 ℃

BRN 

104766

InChIKey

QWENRTYMTSOGBR-UHFFFAOYSA-N

CAS DataBase Reference

288-36-8(CAS DataBase Reference)

NIST Chemistry Reference

1H-1,2,3-Triazole(288-36-8)

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

36/37/38-63-36-22

Safety Statements 

37/39-26-36/37

WGK Germany 

3

Hazard Note 

Irritant

HS Code 

29339900

MSDS

• Language:English Provider:1,2,3-1H-Triazole
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1,2,3-1H-Triazole Usage And Synthesis

Description

1,2,3-1H-Triazole is a kind of azole compound. It can effectively promote the proton conduction in polymer electrolyte membranes via an intermolecular proton-transfer mechanism. It is also a useful triazole for proteomics research¹. It also find use in research as a bioisostere in medicinal chemistry as well as an building block for more complex chemical compounds, including pharmaceutical drugs such as mubritinib and tazobactam². It is a main class of hetero-cycles because of its extensive range of biological properties such as antimicrobial, anticancer, anti-tubercular, anti-HIV, antimalarial, antibacterial, antifungal, antiviral and anti-diabetic property³.

Chemical Properties

clear colorless liquid

Uses

A basic 5-membered aromatic heterocycle used as a building block for more complex pharmaceutical compounds. There have been recent studies that showed antitumor, antiinflammatory, analgesic, antifunga l, antibacterial and antiviral activities in bioactive triazoles.

Uses

It effectively promotes the proton conduction in polymer electrolyte membranes via an intermolecular proton-transfer mechanism. A useful triazole for proteomics research

Definition

ChEBI: 1H-1,2,3-triazole is a 1,2,3-triazole. It is a tautomer of a 2H-1,2,3-triazole and a 4H-1,2,3-triazole.

Synthesis Reference(s)

The Journal of Organic Chemistry, 62, p. 9177, 1997 DOI: 10.1021/jo971313o

General Description

2H-1,2,3-triazole is tautomeric form of 1H-1,2,3-triazole. 1H-1,2,3-triazole effectively promotes the proton conduction in polymer electrolyte membranes via an intermolecular proton-transfer mechanism.

Synthesis

General procedure for the synthesis of 1,2,3-triazole from 1H-1,2,3-triazole-4,5-dicarboxylic acid: to a 2000 mL four-neck flask was added 1250 mL of pure water and 157.08 g (1.0 mol) of 1H-1,2,3-triazole-4,5-dicarboxylic acid, followed by the addition of 4.71 g (equivalent to 1H-1,2,3-triazole-4,5-dicarboxylic acid 3% by mass) of N,N-diisopropylethylamine. The reaction mixture was heated to 100~110°C under atmospheric pressure and refluxed until the reaction solution was clarified. Refluxing was continued for 1 h. The reaction was monitored by HPLC and terminated when the residue of 1H-1,2,3-triazole-4,5-dicarboxylic acid was less than 1%. After completion of the reaction, filtration was performed. A vacuum pump was used to remove most of the water from the filtrate, which was then replaced with a mechanical pump for high vacuum dehydration. The four-necked flask was mounted on a distillation apparatus and vacuum distillation was carried out, resulting in 66.48 g of 1H-1,2,3-triazole with a molar yield of 96.25% and a GC purity of 99.56%.

References

[1] Patent: CN106946803, 2017, A. Location in patent: Paragraph 0035; 0040; 0041; 0045; 0046; 0050; 0051
[2] Patent: CN105330607, 2016, A. Location in patent: Paragraph 0033; 0034
[3] Chemische Berichte, 1893, vol. 26, p. 2737

1,2,3-1H-Triazole(288-36-8)Related Product Information

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