3-Methylpyrazole

Base Information

• Chemical Name: 3-Methylpyrazole
• CAS No.: 1453-58-3
• Molecular Formula: C4H6N2
• Molecular Weight: 82.105
• Hs Code.: 29331990
• European Community (EC) Number: 215-925-7
• UNII: W7KU1RRO6U
• DSSTox Substance ID: DTXSID3073260
• Nikkaji Number: J45.700K,J315.334G
• Wikidata: Q27292441
• ChEMBL ID: CHEMBL3275944
• Mol file: 1453-58-3.mol

Synonyms:3(5)-methylpyrazole;3-methylpyrazole

Chemical Property of 3-Methylpyrazole

Chemical Property:

• Appearance/Colour: clear light yellow liquid
• Vapor Pressure: 0.579mmHg at 25°C
• Melting Point: 36 - 37oC
• Refractive Index: n20/D 1.495(lit.)
• Boiling Point: 195.7 °C at 760 mmHg
• PKA: 14.56±0.10(Predicted)
• Flash Point: 87.4 °C
• PSA: 28.68000
• Density: 1.062 g/cm³
• LogP: 0.71810
• Storage Temp.: Refrigerator
• Water Solubility.: miscible
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 82.053098200
• Heavy Atom Count: 6
• Complexity: 44.8

Purity/Quality:

99% ^*data from raw suppliers

3-Methylpyrazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn,C
• Statements: 22-36/37/38-68-34
• Safety Statements: 26-36-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Pyrazoles
• Canonical SMILES: CC1=CC=NN1
• Description: 3-methyl-pyrazole can be used as an additive in the MTO-catalyzed epoxidation of alkenes.
• Uses: Its application as nitrification inhibitor of nitrogen fertilizers

Technology Process of 3-Methylpyrazole

There total 76 articles about 3-Methylpyrazole 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: 33.0%

potassium phenyl selenide (40973-72-6) + 1,4-Dichloro-2-butyne (821-10-3) → 3-Methylpyrazole (1453-58-3) + 1,4-bis(phenylselanyl)but-2-yne (13597-13-2) + 1-phenylselanylbut-1-en-3-yne

Guidance literature:

With hydrazine hydrate; potassium hydroxide; at 60 ℃; for 5h;

DOI:10.1007/s11172-015-1121-1

Reference yield: 32.0%

but-3-yn-2-ol (2028-63-9) → 3-Methylpyrazole (1453-58-3) + 3-hydroxybutanenitrile (4368-06-3) + 3-hydrazonobutan-2-ol

Guidance literature:

With C₂₄H₂₀N₂O₄Ru; hydrazine hydrate; In toluene; at 150 ℃; Inert atmosphere; Microwave irradiation;

DOI:10.24820/ark.5550190.p010.893

Reference yield: 25.0%

potassium thiophenolate (3111-52-2) + 1,4-Dichloro-2-butyne (821-10-3) → 3-Methylpyrazole (1453-58-3) + 1-phenylsulfanylbut-1-en-3-yne (18356-82-6) + 4-phenylsulfanylbut-1-en-3-yne (35346-84-0)

Guidance literature:

With hydrazine hydrate; potassium hydroxide; at 25 ℃; for 2.5h; Temperature;

DOI:10.1007/s11172-015-1121-1

upstream raw materials:

Diazoethan

acetylene

3-methyl-4,5-dihydro-1H-pyrazole

5-methyl-2-pyrazoline

Downstream raw materials:

1-nitro-3-methylpyrazole

1-benzyl-3-methyl-1H-pyrazole

1-(4-chloro-2-(3-methyl-1H-pyrazol-1-yl)phenyl)-2,2,2-trifluoroethanone

Refernces

• 1、 Paudler,W.W.,Zeiler,A.C.. "-". . p. 999 - 1001. Retrieved 1969.
• 2、 Kaufmann, Julia,J?ckel, Elisabeth,Haak, Edgar. "Ruthenium-catalyzed formation of pyrazoles or 3-hydroxynitriles from propargyl alcohols and hydrazines". supporting information. p. 91 - 101. Retrieved 2019/07/09.
• 3、 Levanova,Vakhrina,Grabel’nykh,Rozentsveig,Russavskaya,Albanov,Klyba,Korchevin. "Chalcogenation of 1,4-dichlorobut-2-yne with organic dichalcogenides in the system hydrazine hydrate–KOH". . p. 2083 - 2089. Retrieved 2016/10/03.