288-36-8

Basic information

• 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 NO: 288-36-8
• Molecular Formula: C₂H₃N₃
• Molecular Weight: 69.07
• EINECS: 206-022-9
• Product Categories: Building Blocks;Heterocyclic Building Blocks;Triazoles;Aromatics;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 288-36-8.mol
• Article Data: 107

Chemical Properties

• Melting Point: 23-25 °C(lit.)
• Boiling Point: 203 °C752 mm Hg(lit.)
• Flash Point: 225 °F
• Appearance: Clear colorless to yellow/Liquid
• Density: 1.192 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.498(lit.)
• Storage Temp.: Refrigerator
• Solubility: Acetone, Chloroform, Methanol (Slightly)
• PKA: 1.17(at 20℃)
• Water Solubility: soluble
• BRN: 104766
• CAS DataBase Reference: 1,2,3-1H-Triazole(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,3-1H-Triazole(288-36-8)
• EPA Substance Registry System: 1,2,3-1H-Triazole(288-36-8)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-63-36-22
• Safety Statements: 37/39-26-36/37
• WGK Germany: 3
• Hazardous Substances Data: 288-36-8(Hazardous Substances Data)

Usage

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

Different sources of media describe the Uses of 288-36-8 differently. You can refer to the following data:
1. 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.
2. It effectively promotes the proton conduction in polymer electrolyte membranes via an intermolecular proton-transfer mechanism. A useful triazole for proteomics research

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.

InChI:InChI=1/C2H3N3/c1-2-4-5-3-1/h1-2H,(H,3,4,5)

Upstream product

• 6921-27-3 dipropargyl ether 
• 107-19-7 propargyl alcohol 
• 106-96-7 propargyl bromide 
• 56020-01-0 N′-(2,2-dichloroethylidene)-4-methylbenzenesulfonohydrazide 
• 31794-11-3 1-(p-methoxybenzyl)-1,2,3-triazole 
• 155944-18-6 Glyoxal monohydrazone monooxime 
• 13253-67-3 2-acetyl-2H-[1,2,3]triazole 
• 76950-47-5 complex of triazolylcarboxylic acid with benzotriazole 
• 74-86-2 acetylene 
• 4546-95-6 1H-1,2,3-triazole-4,5-dicarboxylic acid 
• 4368-68-7 1-benzyl-1H-[1,2,3]triazole 
• 64-02-8 disodium ethylenediamine tetraacetic acid 
• 536-74-3 phenylacetylene 
• 61177-95-5 3-amino-1,2,4-triazine 2-oxide 

Downstream Products

• 138479-67-1 2-(1',2',3'-triazol-1'-yl)benzophenone 
• 138479-68-2 [2-(2H-1,2,3-triazol-2-yl)phenyl](phenyl)methanone 
• 138479-69-3 4-phenyl-4H-<1,2,3>triazolo<1,5-a>indol-4-ol 
• 103294-87-7 1-[bis(4-chlorophenyl)methyl]-1H-1,2,3-triazole 
• 123124-55-0 2-[bis(4-chlorophenyl)methyl]-2H-1,2,3-triazole 
• 80200-22-2 2-<2-<4-(benzyloxy)phenoxy>ethyl>-2H-1,2,3-triazole 
• 88670-80-8 1-<2-<4-(benzyloxy)phenoxy>ethyl>-1H-1,2,3-triazole 
• 139029-50-8 2-triphenylmethyl-2H-1,2,3-triazole 
• 31216-81-6 1-triphenylmethyl-1H-1,2,3-triazole 
• 4368-68-7 1-benzyl-1H-[1,2,3]triazole 
• 109299-75-4 2-(phenylmethyl)-2H-1,2,3-triazole 
• 72107-44-9 (E)-1-Phenyl-3-[1,2,3]triazol-1-yl-propenone 
• 74246-02-9 2-(2-Methyl-5-nitro-2H-[1,2,4]triazol-3-yl)-2H-[1,2,3]triazole 
• 74245-87-7 1-(2-Methyl-5-nitro-2H-[1,2,4]triazol-3-yl)-1H-[1,2,3]triazole 

Relevant articles and documents

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Method for preparing high-purity 1H-1, 2, 3-triazole

The invention belongs to the technical field of chemicals, and particularly relates to a method for preparing high-purity 1H-1, 2, 3-triazole, 1H-1, 2, 3-triazole is prepared from the following chemical materials: glyoxal, hydrates, hydroxylamine hydrochloride, ethyl acetate, toluene, acetic anhydride and absolute methanol, wherein the concentration ofglyoxal is 40%, the concentration of the hydrate is 85%, the preparation of the 1H-1, 2, 3-triazole comprises four steps, namely, the first step of synthesis of monooxime hydrazone, the second step of synthesis of oxime acylhydrazone, the third step of synthesis of diacyloxime hydrazone and the fourth step of synthesis of triazole, the preparation method is easy to operate, common chemical experiment operation is adopted, the reaction conditions are simple, control is easy, the concentration of the prepared 1H-1, 2, 3-triazole is high, no pollutant is generated in the preparation process, the environment is not polluted, no danger is generated in the preparation process, no danger is generated in the experiment process, and the method is simple, easy to operate and safe.

Method for continuously synthesizing 1H-1,2,3-triazole by using microchannel reactor

The invention relates to a method for continuously synthesizing 1H-1,2,3-triazole through a microchannel reactor, and belongs to the technical field of medicine synthesis. The method comprises the following steps: reacting a hydrazine hydrate aqueous solution and a glyoxal aqueous solution in a micro-channel reactor to prepare a material 1, continuously reacting the material 1 with hydrogen peroxide in the micro-channel reactor to prepare a material 2, and continuously mixing the material 2 with concentrated hydrochloric acid in the micro-channel reactor to obtain a material 3; conducting reaction on the material 3 and a sodium nitrite aqueous solution in the micro-channel reactor, and conducting post-treatment to obtian 1H-1,2,3-triazole. No solvent needs to be added or replaced in the reaction process, manganese dioxide and potassium permanganate which can generate solid waste are prevented from being used, and toxic substances such as toluenesulfonyl chloride and dioxane which are harmful to the environment are not used either; and the 1H-1,2,3-triazole can be safely produced.