80819-67-6

Basic information

• Product Name: 1-(1-Benzyl-1H-1,2,3-triazol-4-yl)ethan-1-one
• Synonyms: 1-(1-Benzyl-1H-1,2,3-triazol-4-yl)ethan-1-one
• CAS NO: 80819-67-6
• Molecular Formula: C₁₁H₁₁N₃O
• Molecular Weight: 201.22454
• Mol File: 80819-67-6.mol
• Article Data: 12

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-(1-Benzyl-1H-1,2,3-triazol-4-yl)ethan-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(1-Benzyl-1H-1,2,3-triazol-4-yl)ethan-1-one(80819-67-6)
• EPA Substance Registry System: 1-(1-Benzyl-1H-1,2,3-triazol-4-yl)ethan-1-one(80819-67-6)

Safety Data

• Hazardous Substances Data: 80819-67-6(Hazardous Substances Data)

Usage

General Description

1-(1-Benzyl-1H-1,2,3-triazol-4-yl)ethan-1-one is a chemical compound that belongs to the class of 1,2,3-triazoles. It is a white to off-white powder or solid, and it is used in the synthesis of pharmaceuticals, agrochemicals, and materials. 1-(1-Benzyl-1H-1,2,3-triazol-4-yl)ethan-1-one is known for its potential biological activities, such as antimicrobial, antitumor, and anti-inflammatory properties. It is also used as a building block in the development of new chemical entities. Additionally, it has been studied for its potential as a corrosion inhibitor and its ability to modulate the activity of enzymes. Overall, 1-(1-Benzyl-1H-1,2,3-triazol-4-yl)ethan-1-one is a versatile chemical with a wide range of potential applications.

Upstream product

• 5930-98-3 4-trimethylsilyl-3-butyn-2-one 
• 622-79-7 benzyl azide 
• 1423-60-5 methyl ethynyl ketone 
• 67-56-1 methanol 
• 78-94-4 methyl vinyl ketone 
• 2028-63-9 but-3-yn-2-ol 
• 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 articles and documents

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.

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

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)]