1-Phenyl-1H-1,2,3-triazole-5-carboxylic acid

Base Information

• Chemical Name: 1-Phenyl-1H-1,2,3-triazole-5-carboxylic acid
• CAS No.: 15966-72-0
• Molecular Formula: C9H7 N3 O2
• Molecular Weight: 189.173
• European Community (EC) Number: 862-085-8
• DSSTox Substance ID: DTXSID50384322
• Nikkaji Number: J3.404.933E
• Wikidata: Q82176380
• ChEMBL ID: CHEMBL2071027
• Mol file: 15966-72-0.mol

Synonyms:1-PHENYL-1H-1,2,3-TRIAZOLE-5-CARBOXYLIC ACID;15966-72-0;3-phenyltriazole-4-carboxylic Acid;CHEMBL2071027;3-PHENYL-[1,2,3]TRIAZOLE-4-CARBOXYLIC ACID;SCHEMBL2077909;DTXSID50384322;WGNBQRMKJSODLB-UHFFFAOYSA-N;BDBM50390941;MFCD00179922;AKOS002675810;AB04414;BS-35748;CS-0237294;FT-0740370;EN300-181712;3-phenyl-3H-[1,2,3]triazole-4-carboxylic acid;1-PHENYL-1H-1,2,3-TRIAZOLE-5-CARBOXYLICACID;Z445227768

Chemical Property of 1-Phenyl-1H-1,2,3-triazole-5-carboxylic acid

Chemical Property:

• PSA: 68.01000
• LogP: 0.96550
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 189.053826475
• Heavy Atom Count: 14
• Complexity: 216

Purity/Quality:

98% ^*data from raw suppliers

1-Phenyl-1H-1,2,3-triazole-5-carboxylic acid ^*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(=CN=N2)C(=O)O

Technology Process of 1-Phenyl-1H-1,2,3-triazole-5-carboxylic acid

There total 7 articles about 1-Phenyl-1H-1,2,3-triazole-5-carboxylic acid 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: 97.68%

1-phenyl-1H-[1,2,3]triazole-5-carboxylic acid ethyl ester → 1-phenyl-1H-1,2,3-triazole-5-carboxylic acid (15966-72-0)

Guidance literature:

With lithium hydroxide monohydrate; water; In tetrahydrofuran; at 25 ℃; for 12h;

Reference yield: 83.3%

phenyl(1-phenyl-1H-1,2,3-triazol-4-yl)methanone (14758-20-4) + Propiolic acid (471-25-0) → 1-phenyl-1H-[1,2,3]triazole-4-carboxylic acid (4600-04-8) + 1-phenyl-1H-1,2,3-triazole-5-carboxylic acid (15966-72-0)

Guidance literature:

In diethyl ether; Heating; other solvents;

Reference yield:

Phenyl azide (622-37-7) → 1-phenyl-1H-1,2,3-triazole-5-carboxylic acid (15966-72-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 60.0 percent Spectr_. / dimethylsulfoxide / 2 h / 80 - 100 °C / other solvents

2: diethyl ether / Heating; other solvents

In diethyl ether; dimethyl sulfoxide;

upstream raw materials:

(1-phenyl-1H-1,2,3-triazol-5-yl)methanol

phenyl(1-phenyl-1H-1,2,3-triazol-4-yl)methanone

Propiolic acid

Phenyl azide

Downstream raw materials:

2-(5-hydroxy-1H-indol-3-yl)-N-(2-phenyl-1-(1-phenyl-1H-1,2,3-triazol-5-yl)ethyl)acetamide

N-(2-phenyl-1-(1-phenyl-1H-1,2,3-triazol-5-yl)ethyl)-2-(3-(trifluoromethyl)-4,5,6,7-tetrahydro-1H-indazol-1-yl)acetamide

2-phenyl-1-(1-phenyl-1H-1,2,3-triazol-5-yl)ethanamine

1-phenyl-1H-1,2,3-triazole-5-carbonitrile

Refernces

• 1、 Vereshchagin, L. I.,Tikhonova, L. G.,Maksikova, A. V.,Serebryakova, E. S.,Proidakov, A. G.,Filippova, T. M.. "UNSATURATED CARBONYL-CONTAINING COMPOUNDS. XXVIII. CYCLOADDITION OF ORGANIC AZIDES TO α-ACETYLENIC KETONES AND ACIDS". . p. 641 - 648. Retrieved 2007/10/02.