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1,2,3-1H-Triazole

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1,2,3-1H-Triazole Basic information
Description
Product Name:1,2,3-1H-Triazole
Synonyms:LABOTEST-BB LT02056574;1H-1,2,3-TRIAZOLE;1,2,3-TRIAZOLE;1,2,3-1H-TRIAZOLE;TRIAZOLE(1,2,3-);1,2,3-Triazol;1H-1,2,3-Triazol;Osotriazole
CAS:288-36-8
MF:C2H3N3
MW:69.07
EINECS:608-262-3
Product Categories:Aromatics;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals;Building Blocks;Heterocyclic Building Blocks;Triazoles;bc0001
Mol File:288-36-8.mol
1,2,3-1H-Triazole Structure
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.)
Fp 225 °F
storage temp. Sealed in dry,Room Temperature
solubility Acetone, Chloroform, Methanol (Slightly)
form Liquid
pka1.17(at 20℃)
color Clear colorless to yellow
Specific Gravity1.192
Water Solubility soluble
FreezingPoint 21.0 to 24.0 ℃
BRN 104766
InChIKeyQWENRTYMTSOGBR-UHFFFAOYSA-N
CAS DataBase Reference288-36-8(CAS DataBase Reference)
NIST Chemistry Reference1H-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 Information
ProviderLanguage
1,2,3-1H-Triazole English
SigmaAldrich English
ACROS English
ALFA English
1,2,3-1H-Triazole Usage And Synthesis
Description1,2,3-1H-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 Propertiesclear colorless liquid
UsesA 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.
UsesIt effectively promotes the proton conduction in polymer electrolyte membranes via an intermolecular proton-transfer mechanism. A useful triazole for proteomics research
DefinitionChEBI: 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 Description2H-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
1,2,3-TRIAZOLE-4,5-DICARBOXYLIC ACID

4546-95-6

1,2,3-1H-Triazole

288-36-8

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