124940-34-7

Basic information

• Product Name: 1-benzyl-1H-1,2,3-triazole-4-carbaldehyde
• Synonyms: 1-benzyl-1H-1,2,3-triazole-4-carbaldehyde
• CAS NO: 124940-34-7
• Molecular Formula: C₁₀H₉N₃O
• Molecular Weight: 187.19796
• Mol File: 124940-34-7.mol
• Article Data: 30

Chemical Properties

• Melting Point: 86～88℃
• Appearance: /
• CAS DataBase Reference: 1-benzyl-1H-1,2,3-triazole-4-carbaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 1-benzyl-1H-1,2,3-triazole-4-carbaldehyde(124940-34-7)
• EPA Substance Registry System: 1-benzyl-1H-1,2,3-triazole-4-carbaldehyde(124940-34-7)

Safety Data

• Hazardous Substances Data: 124940-34-7(Hazardous Substances Data)

Usage

Chemical class

Triazole derivative and aldehyde

Usage

Building block in the synthesis of various organic compounds

Application

Medicinal chemistry, particularly in the development of pharmaceutical drugs

Suitability

Synthesis of heterocyclic compounds and as a versatile intermediate in the production of pharmaceuticals, agrochemicals, and other fine chemicals

Structural feature

Benzyl group, allowing for easy modification and functionalization

Role

Valuable starting material in organic synthesis

Upstream product

• 624-67-9 Propargylic aldehyde 
• 622-79-7 benzyl azide 
• 100-39-0 benzyl bromide 
• 129027-62-9 [1-(1-Benzyl-1H-[1,2,3]triazol-4-yl)-meth-(E)-ylidene]-phenyl-amine 
• 107-19-7 propargyl alcohol 
• 14925-39-4 2-bromoacrolein 
• 113934-26-2 1-(4-nitrophenyl)-1H-1,2,3-triazole-4-carboxaldehyde 
• 100-46-9 benzylamine 
• 10160-87-9 Propiolaldehyde diethyl acetal 
• 622-37-7 Phenyl azide 
• 100-44-7 benzyl chloride 
• 958977-25-8 1-benzyl-4-[(phenylsulfanyl)methyl]-1H-1,2,3-triazole 
• 82163-14-2 2-(5-chlorobenzothiazolyl) propargyl sulfide 
• 42477-59-8 2-(prop-2-yn-1-ylsulfanyl)-1,3-benzothiazole 

Downstream Products

• 79318-05-1 1-benzyl-4-ethynyl-1H-1,2,3-triazole 

Relevant articles and documents

Synthesis of fluorinated triazole and isoxazole derivatives by electrochemical fluorination

Partially fluorinated triazole derivatives were synthesized through anodic fluorination of alkynes having arylthio group and following Cu(I)-catalyzed azide-alkyne cycloaddition (CuAAC) with benzyl azide. The other route toward the fluorinated triazoles,

Tuning the optical properties of BODIPY dyes by N-rich heterocycle conjugation using a combined synthesis and computational approach

The increased number of N-atoms induced a blueshift in absorption and a gain in fluorescence quantum yield, from 750 nm and ～0% for pyrrole to 635 nm and ～40% for triazole, respectively. DFT calculations indicated a decrease in HOMO energy levels with the

Selective aerobic oxidation of benzylic and allylic alcohols catalyzed by Cu(OAc)2/TEMPO/Et2NH

Selective oxidation of benzylic and allylic alcohols to their corresponding aldehyde/ketone derivative without affecting saturated alcohols is still a challenging endeavor in organic synthesis. Various metal complexes, especially the copper complexes in the presence of TEMPO are being used very often for such transformations under aerobic conditions, but they are not selective to allylic and benzylic alcohols. The use of copper salt for oxidation of alcohols in the absence of a ligand are very scarcely studied except for the one catalyzed by CuCl/TEMPO where chloride inhibition and lack of selective oxidation have been noted upon use of CuCl2. Herein we report a Cu(OAc)2 catalyzed and TEMPO mediated selective aerobic oxidation of benzylic and allylic alcohols to aldehyde/ketone in the presence of Et2NH. The method avoids pre-synthesis of the catalyst as in the case of Cu(II)/(I) complexes/TEMPO catalyzed oxidation reactions, requires low catalyst loading, employs cheaper copper salt, and gives excellent selectivity for oxidation of benzylic and allylic alcohols.

Triazole-based, optically-pure metallosupramolecules; highly potent and selective anticancer compounds

Functionalised triazole aldehydes are used in the highly selective self-assembly of water-compatible, optically pure, low symmetry Fe(ii)- and Zn(ii)-based metallohelices. Sub-micromolar antiproliferative activity is observed against various cancerous cel