3-methyl-1H-pyrazole-4-carbonitrile

Base Information

• Chemical Name: 3-methyl-1H-pyrazole-4-carbonitrile
• CAS No.: 131661-41-1
• Molecular Formula: C₅H₅N₃
• Molecular Weight: 107.115
• DSSTox Substance ID: DTXSID90362548
• Wikidata: Q82145719
• Mol file: 131661-41-1.mol

Synonyms:3-methyl-1H-pyrazole-4-carbonitrile;131661-41-1;5-methyl-1H-pyrazole-4-carbonitrile;3-Methyl-4-cyanopyrazole;SCHEMBL3358649;SCHEMBL11948731;DTXSID90362548;3-Methyl-1H-pyrazol-4-yl cyanide;3-methyl-1H-pyrazol-4-carbonitrile;MFCD05664572;STK691768;AKOS005604134;AKOS013464775;SB15977;1H-Pyrazole-4-carbonitrile, 3-methyl-;DS-16565;CS-0040904;FT-0742792;EN300-195741;P12753;A888391;F8888-3292;Z1966569994

Chemical Property of 3-methyl-1H-pyrazole-4-carbonitrile

Chemical Property:

• Melting Point: 141-142 °C(Solv: toluene (108-88-3))
• Boiling Point: 311.4±22.0 °C(Predicted)
• PKA: 10.86±0.50(Predicted)
• Density: 1.21±0.1 g/cm3(Predicted)
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 107.048347172
• Heavy Atom Count: 8
• Complexity: 123

Purity/Quality:

95% ^*data from raw suppliers

3-Methyl-1H-pyrazole-4-carbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=C(C=NN1)C#N

Technology Process of 3-methyl-1H-pyrazole-4-carbonitrile

There total 4 articles about 3-methyl-1H-pyrazole-4-carbonitrile 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: 90.0%

(E/Z)-2-((dimethylamino)methylene)-3-oxobutanenitrile (885121-98-2) → 3-methyl-1H-pyrazole-4-carbonitrile (131661-41-1)

Guidance literature:

With hydrazine hydrate; sodium hydrogencarbonate; In water; toluene; at 5 ℃; for 2h; pH=8 - 9;

Reference yield: 84.0%

2-ethoxymethylene-3-oxobutanenitrile (278602-14-5) → 3-methyl-1H-pyrazole-4-carbonitrile (131661-41-1)

Guidance literature:

With hydrazine hydrate; at 25 ℃; for 0.166667h;

DOI:10.1016/j.tet.2005.03.066

Reference yield: 70.0%

→ 3-methyl-1H-pyrazole-4-carbonitrile (131661-41-1)

Guidance literature:

With hydrazine hydrate; In ethanol; at 20 ℃; for 1h;

upstream raw materials:

2-ethoxymethylene-3-oxobutanenitrile

(Z)-2-(ethoxymethylene)-3-oxobutanenitrile

(E/Z)-2-((dimethylamino)methylene)-3-oxobutanenitrile

Refernces

• 1、 -. "A kind of fluorine-containing methyl pyrazole compound production method". Paragraph 0053-0054. . Retrieved 2020/02/08.
• 2、 ?ernuchová, Petra,Vo-Thanh, Giang,Milata, Viktor,Loupy, André,Jantová, Soňa,Theiszová, Marica. "Utilization of 2-ethoxymethylene-3-oxobutanenitrile in the synthesis of heterocycles possessing biological activity". . p. 5379 - 5387. Retrieved 2007/10/03.