5-Methyl-4-nitro-1H-pyrazole-3-carboxylic acid

Base Information

• Chemical Name: 5-Methyl-4-nitro-1H-pyrazole-3-carboxylic acid
• CAS No.: 5334-38-3
• Deprecated CAS: 75103-81-0,101535-64-2,178319-92-1,205924-34-1,402954-81-8,1169566-69-1,1352043-28-7
• Molecular Formula: C5H5 N3 O4
• Molecular Weight: 171.1109
• Hs Code.: 2933199090
• European Community (EC) Number: 692-393-6
• NSC Number: 1409
• DSSTox Substance ID: DTXSID30901137
• Nikkaji Number: J934.113G
• Mol file: 5334-38-3.mol

Synonyms:5334-38-3;5-Methyl-4-nitro-1H-pyrazole-3-carboxylic acid;3-Methyl-4-nitro-1H-pyrazole-5-carboxylic acid;5-Methyl-4-nitro-2H-pyrazole-3-carboxylic acid;MFCD00458002;Pyrazole-3-carboxylic acid, 5-methyl-4-nitro-;C5H5N3O4;3-methyl-4-nitropyrazole-5-carboxylic acid;NSC1409;NoName_202;1H-Pyrazole-3-carboxylic acid, 5-methyl-4-nitro-;SCHEMBL1559276;SCHEMBL11340041;DTXSID30901137;NSC-1409;BBL031027;STK510114;AKOS000280038;AKOS001482901;AKOS015922571;AS-5200;5-Methyl-4-nitropyrazole-3-carboxylic acid;CS-0206578;FT-0682805;EN300-59856;3-Methyl-4-nitro-1H-pyrazole-5-carboxylicacid;4-nitro-5-methyl-2H-pyrazole-3-carboxylic acid;A870751;SR-01000395987;SR-01000395987-1;Z255150196;5(OR 3)-METHYL-4-NITRO-PYRAZOLE-3(OR 5)-CARBOXYLIC ACID;75103-81-0

Chemical Property of 5-Methyl-4-nitro-1H-pyrazole-3-carboxylic acid

Chemical Property:

• Vapor Pressure: 1.71E-09mmHg at 25°C
• Melting Point: 185 °C
• Boiling Point: 466.2°C at 760 mmHg
• PKA: 1.48±0.35(Predicted)
• Flash Point: 235.8°C
• PSA: 111.80000
• Density: 1.683g/cm³
• LogP: 0.84770
• Storage Temp.: 2-8°C
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 171.02800565
• Heavy Atom Count: 12
• Complexity: 213

Purity/Quality:

98%,99%, ^*data from raw suppliers

5-Methyl-4-nitro-1H-pyrazole-3-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=NN1)C(=O)O)[N+](=O)[O-]

Technology Process of 5-Methyl-4-nitro-1H-pyrazole-3-carboxylic acid

There total 6 articles about 5-Methyl-4-nitro-1H-pyrazole-3-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:

5-methyl-2H-pyrazole-3-carboxylic acid (696-22-0) → 3-methyl-4-nitropyrazole-5-carboxylic acid (5334-38-3)

Guidance literature:

With fuming sulphuric acid; nitric acid; at -5 - 60 ℃; for 19h;

DOI:10.1016/j.cclet.2012.04.010

Reference yield:

ethyl 5-methyl-2H-pyrazole-3-carboxylate (4027-57-0) → 3-methyl-4-nitropyrazole-5-carboxylic acid (5334-38-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: water; sodium hydroxide / methanol / 4 h / Reflux

1.2: pH 2 / Acidic conditions

2.1: fuming sulphuric acid; nitric acid / 19 h / -5 - 60 °C

With fuming sulphuric acid; water; nitric acid; sodium hydroxide; In methanol;

DOI:10.1016/j.cclet.2012.04.010

Reference yield:

5-methyl-1H-pyrazole-3-carboxylic acid (402-61-9) → 3-methyl-4-nitropyrazole-5-carboxylic acid (5334-38-3)

Guidance literature:

With sulfuric acid; sulfur trioxide; water; nitric acid;

upstream raw materials:

5-methyl-1H-pyrazole-3-carboxylic acid

3-methyl-5-thiophen-2yl-1-hydropyrazole

1-(2-thienyl)-1,3-butanedione

5-methyl-2H-pyrazole-3-carboxylic acid

Downstream raw materials:

5-methyl-4-nitro-1⁽²⁾H-pyrazole-3-carboxylic acid methylamide

4-amino-5-methyl-1⁽²⁾H-pyrazole-3-carboxylic acid methylamide

ethyl 3-methyl-4-nitro-1H-pyrazole-5-carboxylate

4-bromo-5-methyl-1(2)H-pyrazole-3-carboxylic acid hydrazide

Refernces