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Usage

Uses

Used in Pharmaceutical Synthesis:
1-(1-Benzyl-1H-1,2,3-triazol-4-yl)ethan-1-one is used as a key intermediate for the synthesis of pharmaceuticals, due to its potential biological activities and versatility in chemical reactions.
Used in Agrochemical Synthesis:
In the agrochemical industry, 1-(1-Benzyl-1H-1,2,3-triazol-4-yl)ethan-1-one is used as a building block for the development of new agrochemicals, leveraging its antimicrobial and antitumor properties to enhance crop protection.
Used in Material Science:
1-(1-Benzyl-1H-1,2,3-triazol-4-yl)ethan-1-one is utilized as a component in the creation of new materials, taking advantage of its chemical properties to improve material performance.
Used as a Corrosion Inhibitor:
1-(1-Benzyl-1H-1,2,3-triazol-4-yl)ethan-1-one is used as a corrosion inhibitor, where its ability to modulate the activity of enzymes and its chemical structure contribute to the protection of materials from corrosion.
Used in Enzyme Modulation:
1-(1-Benzyl-1H-1,2,3-triazol-4-yl)ethan-1-one is also used in the field of biochemistry to modulate the activity of enzymes, potentially leading to advancements in therapeutic applications and a better understanding of enzyme function.

Upstream product

• 5930-98-3 4-trimethylsilyl-3-butyn-2-one 
• 622-79-7 benzyl azide 
• 1423-60-5 methyl ethynyl ketone 
• 2028-63-9 but-3-yn-2-ol 
• 78-94-4 methyl vinyl ketone 
• 67-56-1 methanol 
• 51731-17-0 trans-4-methoxy-3-buten-2-one 
• 134926-78-6 Benzyl-[1-(5-methyl-1-phenyl-1H-[1,2,3]triazol-4-yl)-meth-(E)-ylidene]-amine 

Relevant academic research and scientific papers

CuII-Catalyzed Oxidative Formation of 5-Alkynyltriazoles

In an alcoholic solvent under the catalysis of Cu(OAc)2?H2O, organic azide and terminal alkyne could oxidatively couple to afford 5-alkynyl-1,2,3-triazole (alkynyltriazole) at room temperature under an atmosphere of O2 in a few hours. The involvement of 1,5-diazabicyclo[4.3.0]non-5-ene (DBN) is essential, without which the redox neutral coupling instead proceeds to produce 5-H-1,2,3-triazole (protiotriazole) as the major product. Therefore, DBN switches the redox neutral coupling between terminal alkyne and organic azide, the copper-catalyzed “click” reaction to afford protiotriazole, to an oxidation reaction that results in alkynyltriazole. The organic base DBN is effective in accelerating the copper(II)-catalyzed oxidation of terminal alkyne or copper(I) acetylide, which is intercepted by an organic azide to produce alkynyltriazole. The proposed mechanistic model suggests that the selectivity between alkynyl- and protiotriazole, and other acetylide or triazolide oxidation products is determined by the competition between copper(I)-catalyzed redox neutral cycloaddition and copper(II)/O2-mediated acetylide oxidation after the formation of copper(I) acetylide.

Thermodynamics and Kinetics of Click Reaction between Benzyl Azide and Different Alkynes by Microcalorimetry

The copper(I)-catalyzed 1,3-dipolar cycloaddition of azides and alkynes provides diverse building blocks for chemical synthesis, biochemistry, pharmaceutical industries, and materials science. To provide a good theoretical support for industrial amplifica

Another Example of Organo-Click Reactions: TEMPO-Promoted Oxidative Azide–Olefin Cycloaddition for the Synthesis of 1,2,3-Triazoles in Water

The water-mediated, metal-free, 2,2,6,6-tetramethylpiperidine-1-oxyl (TEMPO) promoted oxidative [3+2] cycloaddition of organic azides with electron-deficient terminal and internal olefins was explored. A library of 1,4-disubstituted and 1,4,5-trisubstitut

Copper(I) Complexes Bearing Carbenes beyond Classical N-Heterocyclic Carbenes: Synthesis and Catalytic Activity in "click Chemistry"

The synthesis and characterization of abnormal N-heterocyclic carbene, cyclic (alkyl)(amino)carbene, and mesoionic carbene copper(I) complexes are reported. These organometallic species are obtained via a versatile and inexpensive synthetic pathway using

A simple access to transition metal cyclopropenylidene complexes

We report the first example of BAC-Cu complex (BAC = bis(diisopropylamino)cyclopropenylidene) and its use as a carbene-transfer reagent, allowing access to Au-, Pd-, Ir- and Rh-BAC compounds. Catalytic experiments show the high activity of the [CuCl(BAC)]

Copper-catalyzed huisgen 1,3-dipolar cycloaddition under oxidative conditions: Polymer-assisted assembly of 4-acyl-1-substituted-1,2,3-triazoles

We herein document the first example of a reliable copper-catalyzed Huisgen 1,3-dipolar cycloaddition under oxidative conditions. The combined use of two polymer-supported reagents (polystyrene-1,5,7-triazabicyclo[4,4,0]dec-5-ene/Cu and polystyrene-2-iodoxybenzamide) overcomes the thermodynamic instability of copper(I) species toward oxidation, enabling the reliable Cu-catalyzed Huisgen 1,3-dipolar cycloadditions in the presence of an oxidant agent. This polymer-assisted pathway, not feasible under conventional homogeneous conditions, provides a direct assembly of 4-acyl-1-substituted-1,2,3-triazoles, contributing to expand the reliability and scope of Cu(I)-catalyzed alkyne-azide cycloaddition.

Copper(I)-catalyzed aerobic oxidative azide-alkene cyclo-addition: An efficient synthesis of substituted 1,2,3-triazoles

A novel, copper(I)-promoted azide-alkene aerobic oxidative cycloaddition protocol was devel-oped for the regioselective synthesis of 1,4-disubsti-tuted/ 1,4,5-trisubstituted 1,2,3-triazoles by using azides and electron-deficient olefins under an oxygen atmosphere.

Method for assigning structure of 1,2,3-triazoles

1,4-Disubstituted-1H-1,2,3-triazoles 1 can easily be distinguished from the isomeric 1,5-disubstituted-1H-1,2,3-triazoles 2 by simple one-dimensional 13C NMR spectroscopy using gated decoupling. The C5 signal of 1 appears at δ ～120 p

On the reactivity of activated alkynes in copper and solvent-free Huisgens reaction

Terminal alkynes substituted by a carbonyl-type electron-withdrawing group have been found to undergo Huisgens cycloaddition with azides at room temperature in a solvent-free manner; without a need of either heating or catalysis. Metallic salts, other tha

Direct copper(I)-catalyzed cycloaddition of organic azides with TMS-protected alkynes

A methodology for the direct use of trimethylsilyl-protected alkynes in the copper(I)-mediated alkyne-azide cycloaddition reaction without the need of a previous deprotection step is reported. This methodology is selective for the trimethylsilyl in front of other silicon-based C(sp)-H protecting groups. Georg Thieme Verlag Stuttgart.