1H-Pyrazole-4-carboxylic acid

Base Information

• Chemical Name: 1H-Pyrazole-4-carboxylic acid
• CAS No.: 37718-11-9
• Molecular Formula: C4H4N2O2
• Molecular Weight: 112.088
• Hs Code.: 29339900
• European Community (EC) Number: 253-641-5
• UNII: 4XJZ84GV8E
• DSSTox Substance ID: DTXSID10191150
• Nikkaji Number: J261.236D
• Wikidata: Q27260642
• ChEMBL ID: CHEMBL3544508
• Mol file: 37718-11-9.mol

Synonyms:4-carboxypyrazole

Chemical Property of 1H-Pyrazole-4-carboxylic acid

Chemical Property:

• Appearance/Colour: off-white powder
• Vapor Pressure: 1.05E-07mmHg at 25°C
• Melting Point: 282 °C (dec.)(lit.)
• Refractive Index: 1.616
• Boiling Point: 417.1 °C at 760 mmHg
• PKA: 3.81±0.10(Predicted)
• Flash Point: 206.1 °C
• PSA: 65.98000
• Density: 1.524 g/cm³
• LogP: 0.10790
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: -0.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 112.027277375
• Heavy Atom Count: 8
• Complexity: 104

Purity/Quality:

98% HPLC ^*data from raw suppliers

4-Pyrazolecarboxylic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=C(C=NN1)C(=O)O
• Uses: 4-Pyrazolecarboxylic acid is used for the synthesis of isoxazole-4-carboxylic acid derivatives and isoxazole-3,5-dicarboxamides 4-Pyrazolecarboxylic acid was used in preparation of ethyl 4-pyrazolecarboxylate.

Technology Process of 1H-Pyrazole-4-carboxylic acid

There total 11 articles about 1H-Pyrazole-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: 96.0%

4-ethoxycarbonylpyrazole (37622-90-5) → 1H-pyrazole-4-carboxylic acid (37718-11-9)

Guidance literature:

With sodium hydroxide; In water; for 2h; Reflux; Inert atmosphere;

DOI:10.1021/acs.jmedchem.9b00809

Reference yield: 54.0%

1-phenyl-2-(4-pyrazolyl)ethanone (96780-98-2) → 1H-pyrazole-4-carboxylic acid (37718-11-9)

Guidance literature:

With potassium permanganate; In water; for 0.5h; Heating;

Reference yield: 45.0%

4-methyl-1H-pyrazole (7554-65-6) → 1H-pyrazole-4-carboxylic acid (37718-11-9)

Guidance literature:

4-methyl-1H-pyrazole; With sodium hydroxide; In water; at 60 ℃;

With potassium permanganate; In water; at 80 - 90 ℃; for 5h;

In water; pH=< 2; Acidic conditions;

DOI:10.1002/anie.201303484

upstream raw materials:

4-methyl-1H-pyrazole

4-bromo-1H-pyrazole

phenyllithium

4-phenyl-1H-pyrazole

Downstream raw materials:

methyl pyrazole-4-carboxylate

1-(2-morpholin-4-yl-ethyl)-1H-pyrazole-4-carboxylic acid ethyl ester

1H-pyrazole-4-carboxylic acid chloride

NH-pyrazole

Refernces

• 1、 Padial, Natalia M.,Quartapelle Procopio, Elsa,Montoro, Carmen,Lopez, Elena,Oltra, J. Enrique,Colombo, Valentina,Maspero, Angelo,Masciocchi, Norberto,Galli, Simona,Senkovska, Irena,Kaskel, Stefan,Barea, Elisa,Navarro, Jorge A. R.. "Highly hydrophobic isoreticular porous metal-organic frameworks for the capture of harmful volatile organic compounds". supporting information. p. 8290 - 8294. Retrieved 2013/09/02.
• 2、 -. "Metallacarborane chelates". . . Retrieved 2008/06/13.