1H-1,2,3-triazole-4-carboxylic acid

Base Information

• Chemical Name: 1H-1,2,3-triazole-4-carboxylic acid
• CAS No.: 16681-70-2
• Molecular Formula: C3H3N3O2
• Molecular Weight: 113.076
• Hs Code.: 2933990090
• European Community (EC) Number: 689-203-9
• NSC Number: 77700
• DSSTox Substance ID: DTXSID80168192
• Nikkaji Number: J2.822.812K
• Wikidata: Q72509671
• Mol file: 16681-70-2.mol

Synonyms:16681-70-2;1H-1,2,3-triazole-4-carboxylic acid;2H-1,2,3-triazole-4-carboxylic acid;1H-1,2,3-Triazole-5-carboxylic acid;1H-[1,2,3]triazole-4-carboxylic acid;2H-triazole-4-carboxylic acid;573714-78-0;4-Carboxy-1,2,3-triazole;1,2,3-triazole-4-carboxylic acid;3H-[1,2,3]Triazole-4-carboxylic acid;3H-1,2,3-triazole-4-carboxylic acid;5-Carboxy-1,2,3-triazole;MFCD00196046;NSC77700;Triazole, TRZ10;triazole carboxylic acid;triazole-5-carboxylic acid;SCHEMBL52479;1,2,3-triazole-4-carboxylic;BDBM23258;DTXSID80168192;KUC106910N;MFCD18447688;NSC 77700;NSC-77700;AKOS000525776;AKOS008965817;AKOS015957579;AB01780;BS-3740;CS-W009031;KSC-20-056;SY023455;1H-1,2,3-Triazole-5-carboxylic acid #;BB 0252158;FT-0645905;EN300-31998;O10789;A810775;1H-1,2,3-Triazole-4-carboxylic acid, AldrichCPR;1H-1,2,3-Triazole-5-carboxylic acid, AldrichCPR;J-504636;F2196-0070;F8888-1078;Z1814381620

Chemical Property of 1H-1,2,3-triazole-4-carboxylic acid

Chemical Property:

• Vapor Pressure: 9.57E-09mmHg at 25°C
• Melting Point: 213 °C(Solv: water (7732-18-5))
• Refractive Index: 1.631
• Boiling Point: 446.2 °C at 760 mmHg
• PKA: pK1:3.22;pK2:8.73 (25°C)
• Flash Point: 223.7 °C
• PSA: 78.87000
• Density: 1.694 g/cm³
• LogP: -0.49710
• Storage Temp.: 2-8°C
• XLogP3: -0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 113.022526347
• Heavy Atom Count: 8
• Complexity: 105

Purity/Quality:

99% ^*data from raw suppliers

1H-1,2,3-Triazole-4-carboxylic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=NNN=C1C(=O)O

Technology Process of 1H-1,2,3-triazole-4-carboxylic acid

There total 13 articles about 1H-1,2,3-triazole-4-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: 97.0%

methyl 1,2,3-triazole-4-carboxylate (4967-77-5) → 1H-1,2,3-triazole-4-carboxylic acid (16681-70-2)

Guidance literature:

With water; sodium hydroxide; for 3h; Reflux;

DOI:10.1055/s-0029-1218656

Reference yield: 75.0%

1H-1,2,3-triazole-4-carboxamide (53897-99-7) → 1H-1,2,3-triazole-4-carboxylic acid (16681-70-2)

Guidance literature:

With sodium hydroxide; In water; for 48h; Heating;

Reference yield: 74.0%

Propiolic acid (471-25-0) → 2H-[1,2,3]triazole-4-carboxylic acid (573714-78-0,16681-70-2)

Guidance literature:

With trimethylsilylazide; In methanol; at 80 ℃; for 3h; sealed vial;

upstream raw materials:

4-methyl-1H-(1,2,3)-triazole

1H-1,2,3-triazole-4⁽⁵⁾-carbaldehyde

Propiolic acid

1H-1,2,3-triazole-4-carboxamide

Downstream raw materials:

methyl 1-methyl-1H-1,2,3-triazole-5-carboxylate

2-Methyl-1,2,3-triazol-4-carbonsaeure-methylester

1,2,3-triazole

Refernces

• 1、 Banert, Klaus,Hagedorn, Manfred,Hemeltjen, Claudia,Ihle, Andreas,Weigand, Kevin,Priebe, Hanno. "Synthesis of N-unsubstituted 1,2,3-triazoles via a cascade including propargyl azides, allenyl azides, and triazafulvenes". . p. 338 - 361. Retrieved 2016/11/21.
• 2、 Nemeryuk, Michal P.,Sedov, Andrej L.,Safonova, Tamara S.,Cerny, Antonin,Krepelka, Jiri. "TRANSFORMATIONS OF SUBSTITUTED 5-AMINOPYRIMIDINES UNDER CONDITIONS OF THE DIAZOTIZATION". . p. 215 - 233. Retrieved 2007/10/02.