4-CYANOPYRAZOLE

Base Information

• Chemical Name: 4-CYANOPYRAZOLE
• CAS No.: 31108-57-3
• Molecular Formula: C4H3N3
• Molecular Weight: 93.0879
• Hs Code.: 2933199090
• Mol file: 31108-57-3.mol

Synonyms:4-Cyanopyrazole;Pyrazole-4-carbonitrile(7CI,8CI);

Chemical Property of 4-CYANOPYRAZOLE

Chemical Property:

• Vapor Pressure: 0.000385mmHg at 25°C
• Refractive Index: 1.551
• Boiling Point: 317.4 °C at 760 mmHg
• PKA: 10.30±0.50(Predicted)
• Flash Point: 114 °C
• PSA: 52.47000
• Density: 1.28 g/cm³
• LogP: 0.28138
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)

Purity/Quality:

98%, ^*data from raw suppliers

1H-Pyrazole-4-carbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4-Cyanopyrazole is used to catalyze epoxidation of ethene by hydrogen peroixde.

Technology Process of 4-CYANOPYRAZOLE

There total 4 articles about 4-CYANOPYRAZOLE 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%

4-bromo-1H-pyrazole (2075-45-8) + potassiumhexacyanoferrate(II) trihydrate → 1H-pyrazole-4-carbonitrile (31108-57-3)

Guidance literature:

With C₄₂H₅₈NO₃PPdS^(2-); potassium acetate; tert-butyl XPhos; In 1,4-dioxane; water; at 100 ℃; for 1h; Inert atmosphere; Sealed tube;

DOI:10.1002/anie.201304188

Reference yield: 55.0%

α-cyano-β-dimethylaminoacrolein (149139-41-3) → 1H-pyrazole-4-carbonitrile (31108-57-3)

Guidance literature:

With hydrogenchloride; hydrazine; In ethanol; for 1h; Heating;

DOI:10.1007/BF00808679

Reference yield:

4-bromo-1H-pyrazole (2075-45-8) + [11C]hydrogen cyanide (14904-70-2) → 1H-pyrazole-4-carbonitrile (31108-57-3)

Guidance literature:

4-bromo-1H-pyrazole; With XPhos; In toluene; at 20 ℃; for 0.5h;

[11C]hydrogen cyanide; In tetrahydrofuran; at 100 ℃; for 0.0166667h;

DOI:10.1021/ja512115s

upstream raw materials:

α-cyano-β-dimethylaminoacrolein

4-bromo-1H-pyrazole

[11C]hydrogen cyanide

Downstream raw materials:

1-(4-methylphenyl)-1H-pyrazole-4-carbonitrile

1-(2-methylphenyl)-1H-pyrazole-4-carbonitrile

1-phenyl-1H-pyrazole-4-carbonitrile

Refernces

• 1、 Senecal, Todd D.,Shu, Wei,Buchwald, Stephen L.. "A general, practical palladium-catalyzed cyanation of (hetero)aryl chlorides and bromides". supporting information. p. 10035 - 10039. Retrieved 2013/10/01.