1-phenyl-1H-1,2,3-triazole-4-carbaldehyde

Base Information

• Chemical Name: 1-phenyl-1H-1,2,3-triazole-4-carbaldehyde
• CAS No.: 34296-51-0
• Molecular Formula: C9H7 N3 O
• Molecular Weight: 173.174
• Hs Code.: 2933990090
• European Community (EC) Number: 817-908-5
• DSSTox Substance ID: DTXSID40363146
• Nikkaji Number: J379.373G
• Wikidata: Q82146726
• Pharos Ligand ID: RHWM14FPU8YU
• ChEMBL ID: CHEMBL1823297
• Mol file: 34296-51-0.mol

Synonyms:1-phenyl-1H-1,2,3-triazole-4-carbaldehyde;34296-51-0;1-phenyltriazole-4-carbaldehyde;CHEMBL1823297;1-Phenyl-1H-1,2,3-trizole-4-carbaldehyde;1-phenyl-1H-1,2,3-triazole-4-carboxaldehyde;SCHEMBL2819653;DTXSID40363146;BDBM50277549;MFCD00100219;1-phenyl-1,2,3-triazol-4-aldehyde;AKOS005070646;5F-326S;AB03387;CS-0213500;FT-0680440;EN300-65490;1-phenyl-1H-[1,2,3]triazole-4-carbaldehyde;Y14697;A875027;J-505054;1-phenyl-1H-1,2,3-triazole-4-carbaldehyde, AldrichCPR;F8880-7663;Z1020841108

Chemical Property of 1-phenyl-1H-1,2,3-triazole-4-carbaldehyde

Chemical Property:

• Vapor Pressure: 2.32E-05mmHg at 25°C
• Melting Point: 99-101°
• Refractive Index: 1.642
• Boiling Point: 359.8°C at 760 mmHg
• Flash Point: 171.4°C
• PSA: 47.78000
• Density: 1.25g/cm³
• LogP: 1.07980
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 173.058911855
• Heavy Atom Count: 13
• Complexity: 180

Purity/Quality:

98%min ^*data from raw suppliers

1-phenyl-1H-1,2,3-triazole-4-carbaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)N2C=C(N=N2)C=O

Technology Process of 1-phenyl-1H-1,2,3-triazole-4-carbaldehyde

There total 24 articles about 1-phenyl-1H-1,2,3-triazole-4-carbaldehyde 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: 99.0%

(1-phenyl-1H-1,2,3-triazole-4-yl)methanol (103755-58-4) → 1-phenyl-1,2,3-triazole-4-carbaldehyde (34296-51-0)

Guidance literature:

With manganese(IV) oxide; In dichloromethane; at 20 ℃;

Reference yield: 88.0%

Propiolaldehyde diethyl acetal (10160-87-9) + Phenyl azide (622-37-7) → 1-phenyl-1,2,3-triazole-4-carbaldehyde (34296-51-0)

Guidance literature:

With copper(II) sulfate; sodium L-ascorbate; In water; tert-butyl alcohol; at 70 ℃; for 24h;

DOI:10.1016/j.tetlet.2017.10.023

Reference yield: 85.0%

methyl 1-phenyl-1H-1,2,3-triazole-4-carboxylate (2055-52-9) → 1-phenyl-1,2,3-triazole-4-carbaldehyde (34296-51-0)

Guidance literature:

methyl 1-phenyl-1H-1,2,3-triazole-4-carboxylate; With diisobutylaluminium hydride; In tetrahydrofuran; at 20 ℃; for 12h;

With pyridinium chlorochromate; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1039/c5ra19038j

upstream raw materials:

Propargylic aldehyde

Phenyl azide

(1-phenyl-1H-1,2,3-triazole-4-yl)methanol

(4-Chloro-phenyl)-[1-(1-phenyl-1H-[1,2,3]triazol-4-yl)-meth-(E)-ylidene]-amine

Downstream raw materials:

(4-Methoxy-phenyl)-[1-(1-phenyl-1H-[1,2,3]triazol-4-yl)-meth-(E)-ylidene]-amine

Ethyl-[1-(1-phenyl-1H-[1,2,3]triazol-4-yl)-meth-(E)-ylidene]-amine

Isopropyl-[1-(1-phenyl-1H-[1,2,3]triazol-4-yl)-meth-(E)-ylidene]-amine

tert-Butyl-[1-(1-phenyl-1H-[1,2,3]triazol-4-yl)-meth-(E)-ylidene]-amine

Refernces

• 1、 Adinarayana, Nandikolla,Balana Fouce, Rafael,Chandra Sekhar, K. V. G.,Faheem,Karan Kumar, Banoth,Melcon-Fernandez, Estela,Murugesan, Sankaranarayan,Perez-Pertejo Yolanda, Yolanda,Reguera, Rosa M.,Vanaparthi, Satheeshvarma. "Design, synthesis and evaluation of novel β-carboline ester analogues as potential anti-leishmanial agents". . . Retrieved 2021/09/03.
• 2、 Deshmukh, Tejshri R.,Krishna, Vagolu S.,Sriram, Dharmarajan,Sangshetti, Jaiprakash N.,Shingate, Bapurao B.. "Synthesis and bioevaluation of α,α’-bis(1H-1,2,3-triazol-5-ylmethylene) ketones". . p. 809 - 820. Retrieved 2019/09/06.