3-(1H-pyrazol-1-yl)benzonitrile

Base Information

• Chemical Name: 3-(1H-pyrazol-1-yl)benzonitrile
• CAS No.: 25699-82-5
• Molecular Formula: C10H7 N3
• Molecular Weight: 169.186
• Hs Code.: 2933199090
• European Community (EC) Number: 852-947-1
• DSSTox Substance ID: DTXSID50428179
• Nikkaji Number: J1.492.472H
• Wikidata: Q82240979
• Mol file: 25699-82-5.mol

Synonyms:3-(1H-pyrazol-1-yl)benzonitrile;25699-82-5;3-pyrazol-1-ylbenzonitrile;SCHEMBL4702337;AMY5018;DTXSID50428179;KLZKYUMVLIQOFX-UHFFFAOYSA-N;3-(1H-Pyrazole-1-yl)benzonitrile;CS1260;MFCD07772807;AKOS009566835;AC-31812;BS-27733;FT-0704816;EN300-78765;A877498;Z431560162

Chemical Property of 3-(1H-pyrazol-1-yl)benzonitrile

Chemical Property:

• Vapor Pressure: 0.000625mmHg at 25°C
• Refractive Index: 1.622
• Boiling Point: 309.8°Cat760mmHg
• Flash Point: 141.2°C
• PSA: 41.61000
• Density: 1.13g/cm³
• LogP: 1.74398
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 169.063997236
• Heavy Atom Count: 13
• Complexity: 218

Purity/Quality:

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

3-(1H-Pyrazol-1-yl)benzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)N2C=CC=N2)C#N

Technology Process of 3-(1H-pyrazol-1-yl)benzonitrile

There total 7 articles about 3-(1H-pyrazol-1-yl)benzonitrile 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: 89.0%

NH-pyrazole (288-13-1) + 3-iodobenzonitrile (69113-59-3) → 3-(1H-pyrazol-1-yl)benzonitrile (25699-82-5)

Guidance literature:

With caesium carbonate; copper(I) bromide; In dimethyl sulfoxide; at 80 ℃; for 24h;

DOI:10.1021/jo0712291

Reference yield: 85.0%

NH-pyrazole (288-13-1) + 3-chloro-benzonitrile (766-84-7) → 3-(1H-pyrazol-1-yl)benzonitrile (25699-82-5)

Guidance literature:

With quebrachitol; copper; caesium carbonate; In water; dimethyl sulfoxide; at 120 ℃; for 8h; Inert atmosphere; Green chemistry;

DOI:10.1021/acs.joc.9b00997

Reference yield: 64.0%

copper(I) cyanide (544-92-3) + potassium cyanide (151-50-8) + 3-(1H-pyrazol-1-yl)aniline (184097-88-9) → 3-(1H-pyrazol-1-yl)benzonitrile (25699-82-5)

Guidance literature:

3-(1H-pyrazol-1-yl)aniline; With hydrogenchloride; sodium nitrite; In water; at 0 - 5 ℃;

copper(I) cyanide; potassium cyanide; In water; at 60 ℃; for 0.333333h;

DOI:10.1016/S0040-4020(01)00340-4

upstream raw materials:

copper(I) cyanide

potassium cyanide

3-(1H-pyrazol-1-yl)aniline

NH-pyrazole

Downstream raw materials:

1-(3-(1H-pyrazol-1-yl)phenyl)-2-ethylcyclopropanamine

2,4,6-tris(3-(1H-pyrazol-1-yl)phenyl)-1,3,5-triazine

Refernces

• 1、 Toummini, Dounia,Tlili, Anis,Bergs, Julien,Ouazzani, Fouad,Taillefer, Marc. "Copper-catalyzed arylation of nitrogen heterocycles from anilines under ligand-free conditions". supporting information. p. 14619 - 14623. Retrieved 2015/01/09.
• 2、 De La Hoz, Antonio,Díaz-Ortiz, Angel,Elguero, José,Martínez, Luis J.,Moreno, Andrés,Sánchez-Migallón, Ana. "Solvent-free preparation of tris-pyrazolyl-1,3,5-triazines". . p. 4397 - 4403. Retrieved 2007/10/03.