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

• 4368-68-7 1-benzyl-1H-[1,2,3]triazole 
• 4546-95-6 1H-1,2,3-triazole-4,5-dicarboxylic acid 
• 74-86-2 acetylene 
• 31794-11-3 1-(p-methoxybenzyl)-1,2,3-triazole 
• 56020-01-0 N′-(2,2-dichloroethylidene)-4-methylbenzenesulfonohydrazide 
• 2101-86-2 p-methylazidobenzene 
• 105-56-6 ethyl 2-cyanoacetate 
• 2443-62-1 hexanoic acid hydrazide 
• 16712-16-6 ammonium formate 
• 64-02-8 disodium ethylenediamine tetraacetic acid 
• 536-74-3 phenylacetylene 
• 13253-67-3 2-acetyl-2H-[1,2,3]triazole 
• 76950-47-5 complex of triazolylcarboxylic acid with benzotriazole 
• 61177-95-5 3-amino-1,2,4-triazine 2-oxide 

Downstream Products

• 18922-69-5 1-methyl-1,2,5-triazole 
• 16681-65-5 1-methyl-1,2,3-triazole 
• 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 

Relevant articles and documents

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Synthesis method for continuous flow preparation of 1H-1,2,3-triazole

The present invention discloses a continuous flow of preparation of 1H-1,2,3-triazole synthesis method, the reaction formula is: comprising the following steps: step 1: in a solvent-free system, at a certain temperature, through the hydrazine hydrate, glydaldehyde reaction, to give intermediate I; step 2: and then pass into a suitable amount of ethanol to intermediate I to obtain an ethanol solution of intermediate I, in manganese dioxideMnO2 Under the action of the catalyst, oxygen is introduced, and the intermediate II is obtained by oxidation ringing reaction; step 3: Intermediate II is reacted with sodium nitrite under acidic conditions to obtain 1H-1,2,3-triazole by diazole; selectively further post-treatment can be obtained to obtain high-purity 1H-1,2,3-triazole. The synthesis method of the continuous flow preparation of the present invention is a continuous synthesis method of continuous flow microreactor, which is safe and controllable, the amount of hazardous waste is small, and the product yield is high, and the product yield is high, and the product quality is good.

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

The invention relates to the technical field of 1H-1, 2, 3-triazole, and discloses a method for preparing high-purity 1H-1, 2, 3-triazole, and the method comprises the following steps: S1, obtaining raw materials; s2, putting a solvent and a catalyst into the raw materials obtained in the step S1, and carrying out stirring and heating treatment; s3, preserving heat to remove two carboxyl groups until the reaction is finished; s4, cooling treatment, and decolorizing with activated carbon after cooling; and S5, filtering the activated carbon after color removal, and dehydrating and purifying the filtered mother liquor by using a rectifying tower to obtain 1H-1, 2, 3-triazole. Compared with the prior art, the DMF is used for replacing a toxic and harmful solvent, and the technological process of decarboxylation at a relatively low temperature by adding a catalytic amount of copper oxide is adopted, so that green production is realized; 2, the method is low in energy consumption, simple in production process, safe and reliable; and 3, the yield is high, the selectivity is good, byproducts are few, the product purity is high, and unexpected technical effects, economic benefits and social benefits are achieved.