18755-47-0

Usage

Uses

Used in Chemical Industry:
5-Vinyl-1H-tetrazole serves as a monomer in the synthesis of polymers and copolymers, which are utilized in a range of applications. Its role as a monomer is crucial for creating materials with specific properties tailored for different uses.
Used in Automotive Industry:
In the automotive sector, 5-Vinyl-1H-tetrazole is used as a component in automotive airbag initiators. Its inclusion in the initiators ensures that airbags deploy rapidly and effectively in the event of an accident, enhancing passenger safety.
Used in Pharmaceutical Industry:
5-Vinyl-1H-tetrazole is also utilized in the pharmaceutical industry, where it contributes to the development of new drugs and therapies. Its chemical properties make it a valuable component in the synthesis of various medicinal compounds.
Used in Production of Elastomers:
As a crosslinking agent, 5-Vinyl-1H-tetrazole is instrumental in the production of elastomers. It helps in creating durable and flexible materials that are used in a variety of applications, from industrial to consumer products.
Used in Polymer Stabilization:
5-Vinyl-1H-tetrazole functions as a stabilizer in the production of polymers, enhancing their stability and performance. This contributes to the longevity and reliability of polymer-based products.
Used in Chemical Oxygen Generators:
In the field of safety and emergency equipment, 5-Vinyl-1H-tetrazole is employed in chemical oxygen generators. These generators are critical for providing breathable air in situations where the atmosphere is compromised.

InChI:InChI=1/C3H4N4/c1-2-3-4-6-7-5-3/h2H,1H2,(H,4,5,6,7)

Upstream product

• 107-13-1 acrylonitrile 
• 18755-46-9 5-(2-chloroethyl)-1H-tetrazole 
• 116822-26-5 5-(2-Dimethylaminoethyl)tetrazole 

Downstream Products

• 1447450-47-6 rac-(E)-5-(6-(1H-tetrazol-5-yl)hex-5-enyl)-2,3-di-p-tolyl-5,6,7,8-tetrahydropyrido[2,3-b]pyrazin-7-ol 
• 864085-48-3 2-ethenyl-5-phenyl-1,3,4-oxadiazole 
• 16687-59-5 5-ethyl-2H-1,2,3,4-tetrazole 

Relevant academic research and scientific papers

New approach to the synthesis of tetrazole-containing buta-1,3-diynes: The total synthesis of 1,4-bis(2-(tert-butyl)-2H-tetrazol-5-yl)buta-1,3-diyne

An approach for the total synthesis of 1,4-bis(2-(tert-butyl)-2H-tetrazol-5-yl)buta-1,3-diyne was reported. Developed approach to the synthesis of 1,4-bis(2-(tert-butyl)-2H-tetrazol-5-yl)buta-1,3-diyne can be used for obtaining different 2,5-bis(tetrazol-5-yl)-disubstituted five-membered heterocycles (e.g. thiophenes, pyrroles, furans etc.), as well as tetrazole-containing monomers for the synthesis of new types of electroconductive and high energetic polymers.

Igneous rock powder as a heterogeneous multi-oxide nano-catalyst for the synthesis of 5-substituted-1H-tetrazoles in polyethylene glycol

The use of igneous rock nano-powder as a heterogeneous and recyclable multi-oxide nano-catalyst synthesizing of 5-substituted-1H-tetrazoles is reported. The igneous rock nano-powder was initially prepared by using the ball-milling method. Then, the structure, morphology, and magnetic properties of the prepared igneous rock nano-powder were characterized with some different spectroscopic, microscopic, and thermogravimetric techniques, such as FTIR, FESEM, XRF, XRD, Histogram, and EDS. The instrumental analyses showed that the prepared igneous rock powder is a mixture of metal oxides, such as Si, Al, Ca, Mg, Fe, Na, Mn, and Sr. It showed an excellent catalytic performance in synthesizing of 5-substituted-1H-tetrazoles through [3 + 2] cycloaddition reaction between sodium azide and nitrile compounds. Various aliphatic and aromatic nitriles and sodium azide were reacted in the presence of a catalytic amount of igneous rock nano-powder at 80 o C temperature in PEG-400. The protocol was simple and rapid, with suitable yields of the obtained tetrazoles. The igneous rock nano-powder is readily accessible, reusable, and holds potential for further application in acid-catalyzed organic syntheses and industrial requirements. Graphic abstract: [Figure not available: see fulltext.]

Synthesis and properties of amphoteric copolymer of 5-vinyltetrazole and vinylbenzyl phosphonic acid

Amphoteric polymers have been studied for various applications such as separation of low molecular weight organic molecules from inorganic salt mixtures, selective ion transport, drug delivery through membranes of biological interest, separation of ionic

Amberlyst-15 catalyzed synthesis of 5-substituted 1-H-tetrazole via [3+2] cycloaddition of nitriles and sodium azide

A mild and efficient method for the preparation of 5-substituted 1-H-tetrazole derivatives is reported using solid acidic resin Amberlyst-15 as an effective heterogeneous catalyst. This method is advantageous because of non-toxicity and stability of catalyst, high product yield, simple methodology, and easy work up. The catalyst was recovered by simple filtration and reused several times delivering moderate to good product yield.

FUSED PIPERIDINES AS IP RECEPTOR AGONISTS FOR THE TREATMENT OF PULMONARY ARTERIAL HYPERTENSION (PAH) AND RELATED DISORDERS

The present invention provides heterocyclic derivatives which activate the IP receptor, processes for preparing them, pharmaceutical compositions comprising said derivatives and uses thereof. Activating the IP receptor signaling pathway is useful to treat many forms of PAH, pulmonary fibrosis and exert beneficial effects in fibrotic conditions of various organs in animal models and in patients. Formula (I):

Vinyltetrazoles: I. Synthesis of NH-unsubstituted 5-vinyltetrazole

The NH-unsubstituted 5-vinyltetrazole was obtained in 55% yield by exhaustive methylation of 5-(β-dimethylaminoethyl)tetrazole with dimethyl sulfate at the terminal dimethylamino group with the subsequent elimination of a proton from the α-CH2 group and Hofmann β-cleavage of the intermediate 5-(β-trimethylammoniumethyl)tetrazolide methyl sulfate. The microwave irradiation was shown to reduce 5-fold the time of the synthesis of the initial substrate, 5-(β-dimethylaminoethyl)tetrazole. Pleiades Publishing, Ltd., 2010.

BICYCLIC HETEROARYL COMPOUNDS AND THEIR USE AS KINASE INHIBITORS

Phosphatidylinositol (PI) 3-kinase inhibitor compounds, their pharmaceutically acceptable salts, and prodrugs thereof; compositions of the new compounds, either alone or in combination with at least one additional therapeutic agent, with a pharmaceutically acceptable carrier; and uses of the new compounds, either alone or in combination with at least one additional therapeutic agent, in the prophylaxis or treatment of proliferative diseases characterized by the abnormal activity of growth factors, protein serine/threonine kinases, and phospholipid kinases.

PURINE DERIVATIVES ACTING AS A2A RECEPTOR AGONISTS

Compounds of formula (I) in free or salt form, wherein R1, R2 and R3 have the meanings as indicated in the specification, are useful for treating conditions mediated by activation of the adenosine A2A receptor, especially inflammatory or obstructive airways diseases. Pharmaceutical compositions that contain the compounds and a process for preparing the compounds are also described.

Synthesis of vinyl derivatives of tetrazole

A number of methods for the synthesis of C- and N-vinyl-substituted tetrazoles and closely related tetrazolyalkenes are examined. A preparative method for the synthesis of 5-vinyltetrazoles from the corresponding 5-(β-chloroethyl)tetrazoles by dehydrochlo