28798-81-4

Basic information

• Product Name: 1-Benzyl-4-(hydroxymethyl)-1H-1,2,3-triazole
• Synonyms: (1-Benzyl-1H-1,2,3-triazol-4-yl)methanol;1-Benzyl-4-(hydroxymethyl)-1H-1,2,3-triazole;1H-1,2,3-Triazole-4-Methanol, 1-(phenylMethyl)-;1-Benzyl-4-(hydroxymethyl)-1H-1,2,3-triazole, {[4-(Hydroxymethyl)-1H-1,2,3-triazol-1-yl]methyl}benzene;[1-(benzyl)triazol-4-yl]methanol;[1-(phenylmethyl)-1,2,3-triazol-4-yl]methanol;[1-(phenylmethyl)-4-triazolyl]methanol;[1-(phenylmethyl)triazol-4-yl]methanol
• CAS NO: 28798-81-4
• Molecular Formula: C₁₀H₁₁N₃O
• Molecular Weight: 189.21384
• Mol File: 28798-81-4.mol
• Article Data: 179

Chemical Properties

• Melting Point: 74-76
• Boiling Point: 404.069°C at 760 mmHg
• Flash Point: 198.174°C
• Appearance: /
• Density: 1.228g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.625
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 1-Benzyl-4-(hydroxymethyl)-1H-1,2,3-triazole(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Benzyl-4-(hydroxymethyl)-1H-1,2,3-triazole(28798-81-4)
• EPA Substance Registry System: 1-Benzyl-4-(hydroxymethyl)-1H-1,2,3-triazole(28798-81-4)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 28798-81-4(Hazardous Substances Data)

Usage

General Description

1-Benzyl-4-(hydroxymethyl)-1H-1,2,3-triazole is a chemical compound that contains both a benzyl group and a triazole ring. It is commonly used as a ligand in metal coordination chemistry and as a building block for the synthesis of various organic compounds. The hydroxymethyl group in the molecule provides reactivity and accessibility for further functionalization, making it a versatile starting material for the preparation of bioactive molecules and pharmaceuticals. The 1,2,3-triazole ring is known for its stability and bioactivity, making 1-Benzyl-4-(hydroxymethyl)-1H-1,2,3-triazole an important compound in drug discovery and medicinal chemistry research.

InChI:InChI=1/C10H11N3O/c14-8-10-7-13(12-11-10)6-9-4-2-1-3-5-9/h1-5,7,14H,6,8H2

Upstream product

• 76003-76-4 1-benzyl-1H-[1,2,3]triazole-4-carboxylic acid methyl ester 
• 107-19-7 propargyl alcohol 
• 622-79-7 benzyl azide 
• 126800-24-6 ethyl 1-(benzyl)-1H-1,2,3-triazole-4-carboxylate 
• 1313994-69-2 4-((p-tolyloxy)methyl-1-benzyl-1H-1,2,3-triazole) 
• 622-37-7 Phenyl azide 
• 100-39-0 benzyl bromide 
• 100-44-7 benzyl chloride 
• 100-51-6 benzyl alcohol 
• 55791-06-5 benzyl mesylate 
• 124940-34-7 1-(phenylmethyl)-1H-1,2,3-triazole-4-carboxaldehyde 
• 5272-36-6 3-trimethylsilyl-2-propyn-1-ol 

Downstream Products

• 124940-34-7 1-(phenylmethyl)-1H-1,2,3-triazole-4-carboxaldehyde 
• 70380-29-9 1-benzyl-4-(chloromethyl)-1H-1,2,3-triazole 

Relevant articles and documents

Mechanochemical click reaction as a tool for making carbohydrate-based triazole-linked self-assembling materials (CTSAMs)

Various glycosides in which glycosylated triazole residues are anchored on to a central phenyl ring have been prepared under green reaction conditions by a solvent-free mechanochemical method. Some of the glycosides exhibited the ability to form gels when in contact with long chain hydrocarbons, e.g. hexane, heptane and octane, and this property was phase-selective. Thus, from a mixture of hexane-water, the compounds preferably absorbed the alkane to form a gel. The gelation ability was found to increase with an increasing number of substituents on the phenyl ring but only up to tetra-substitution. The hexa-substituted phenyl derivative did not swell in the hydrocarbon solvents investigated. The spontaneous self-assembling properties of these compounds in hexane have been investigated by transmission electron microscopy (TEM). Molecular modelling was used to optimize the structural geometry of these carbohydrate-based triazole-linked self-assembling materials (CTSAMs) and to rationalize their behaviour.

Pyridinyl-triazole ligand systems for highly efficient CuI-catalyzed azide-alkyne cycloaddition

Pyridinyl-triazole ligand systems (including N2-2-pyridinyl 1,2,3-triazoles and N1/N2-substituted 2-(NH-1,2,3-triazol-4-yl)pyridines) were found to be superior ligands for CuI-catalyzed azide-alkyne cycloaddition (CuAAC) r

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