1-Benzyl-4-phenyl-1,2,3-triazole

Base Information

• Chemical Name: 1-Benzyl-4-phenyl-1,2,3-triazole
• CAS No.: 108717-96-0
• Molecular Formula: C15H13N3
• Molecular Weight: 235.288
• Hs Code.: 2933990090
• ChEMBL ID: CHEMBL1825043
• DSSTox Substance ID: DTXSID60461976
• Nikkaji Number: J258.319D
• Wikidata: Q82286440
• Mol file: 108717-96-0.mol

Synonyms:1-Benzyl-4-phenyl-1,2,3-triazole;108717-96-0;1-benzyl-4-phenyl-1H-1,2,3-triazole;1H-1,2,3-Triazole, 4-phenyl-1-(phenylmethyl)-;CHEMBL1825043;1-benzyl-4-phenyltriazole;1-benzyl-4-phenyl-triazole;SCHEMBL935182;DTXSID60461976;GANAQXGHGKBVKP-UHFFFAOYSA-N;BDBM50351882;MFCD11707028;AKOS005067329;1-Benzyl-4-phenyl-1H-[1,2,3]triazole;CS-0253920;Z2044749443

Chemical Property of 1-Benzyl-4-phenyl-1,2,3-triazole

Chemical Property:

• PSA: 30.71000
• LogP: 2.99340
• Storage Temp.: 2-8°C
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 235.110947427
• Heavy Atom Count: 18
• Complexity: 244

Purity/Quality:

1-Benzyl-4-phenyl-1,2,3-triazole 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CN2C=C(N=N2)C3=CC=CC=C3

Technology Process of 1-Benzyl-4-phenyl-1,2,3-triazole

There total 159 articles about 1-Benzyl-4-phenyl-1,2,3-triazole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

phenylacetylene (536-74-3) + benzyl azide (622-79-7) → 1-benzyl-4-phenyl-1H-[1,2,3]triazole (108717-96-0)

Guidance literature:

With copper(II) sulfate; sodium L-ascorbate; In methanol; water; at 24 ℃; for 0.2h;

DOI:10.1021/ja072678l

Reference yield: 100.0%

benzyl bromide (100-39-0) + phenylacetylene (536-74-3) → 1-benzyl-4-phenyl-1H-[1,2,3]triazole (108717-96-0)

Guidance literature:

With sodium azide; In water; at 40 ℃; for 3h; Solvent; Catalytic behavior;

DOI:10.1016/j.jorganchem.2014.11.007

Reference yield: 99.0%

benzyl chloride (100-44-7) + phenylacetylene (536-74-3) → 1-benzyl-4-phenyl-1H-[1,2,3]triazole (108717-96-0)

Guidance literature:

With copper(l) iodide; sodium azide; 1-butyl-3-methylimidazolium Tetrafluoroborate; proline, tetrabutylammonium carboxylate salt; at 50 ℃; for 6h; Inert atmosphere;

DOI:10.1055/s-0029-1217111

upstream raw materials:

phenylacetylene

benzyl azide

phenylpropyolic acid

2,2-dichloroacetophenone

Downstream raw materials:

1-benzyl-3-ethyl-4-phenyl-1H-1,2,3-triazolium iodide

[Pd(C₆H₃(CH₂NMe₂)2)(1-benzyl-4-phenyl-1,2,3-triazole)](BF₄)

2-(1-benzyl-4-phenyl-1H-1,2,3-triazol-5-yl)pyridine

4-(1-benzyl-4-phenyl-1H-1,2,3-triazol-5-yl)benzonitrile

Refernces

Erratum: Correction to p -toluenesulfonic acid mediated 1,3-dipolar cycloaddition of nitroolefins with NaN₃ for synthesis of 4-Aryl- NH -1,2,3-triazoles (Organic Letters (2014) 16:21 (5728-5731) DOI: 10.1021/ol5027975)

10.1021/ol503621y

The research aimed to correct an error in the previously reported synthesis of 4-aryl-NH1,2,3-triazoles. The original manuscript incorrectly identified compound 4a as 1-benzyl-4-phenyl-1,2,3-triazole, but upon re-examination of the NMR data, it was corrected to 1-benzyl-5-phenyl-1,2,3-triazole. The study concluded that the p-TsOH-mediated cycloaddition process was effective, yielding 1-benzyl-5-phenyl-1,2,3-triazole 4a in 60% yield when benzyl azide was used as the substrate. The authors apologized for the mistakes and provided corrected supporting information, including revised structure and X-ray data (CIF) for compound 4a.