4-(4-Fluorophenoxy)benzonitrile

Base Information

• Chemical Name: 4-(4-Fluorophenoxy)benzonitrile
• CAS No.: 215589-24-5
• Molecular Formula: C13H8 F N O
• Molecular Weight: 213.211
• Hs Code.: 2926909090
• European Community (EC) Number: 677-413-3
• DSSTox Substance ID: DTXSID30363418
• Nikkaji Number: J1.774.853J
• Wikidata: Q82147105
• Mol file: 215589-24-5.mol

Synonyms:4-(4-fluorophenoxy)benzonitrile;215589-24-5;4-(4-fluorophenoxy)benzenecarbonitrile;MFCD01815090;Bionet2_000408;Oprea1_877282;SCHEMBL3138833;4-Cyano-4'-fluorodiphenyl Ether;DTXSID30363418;HMS1365C12;STK351510;AKOS000222227;CS-0159428;F0532;D90678;EN300-1082827;12N-083

Chemical Property of 4-(4-Fluorophenoxy)benzonitrile

Chemical Property:

• Vapor Pressure: 0.000272mmHg at 25°C
• Melting Point: 69 °C
• Refractive Index: 1.591
• Boiling Point: 322.8°C at 760 mmHg
• Flash Point: 149°C
• PSA: 33.02000
• Density: 1.24g/cm³
• LogP: 3.48968
• Solubility.: soluble in Methanol
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 213.058992041
• Heavy Atom Count: 16
• Complexity: 256

Purity/Quality:

99% ^*data from raw suppliers

4-(4-Fluorophenoxy)benzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C#N)OC2=CC=C(C=C2)F
• Uses: 4-(4-fluorophenoxy)benzonitrile is a useful reactant for the preparation of 1,?2,?4-?Oxadiazol-?5-?yl benzenesulfonamides as potent and selective inhibitors of cytosolic hCA II.

Technology Process of 4-(4-Fluorophenoxy)benzonitrile

There total 12 articles about 4-(4-Fluorophenoxy)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: 99.0%

4-Fluorophenol (371-41-5) + 4-fluorobenzonitrile (1194-02-1,143234-87-1) → 4-(4-fluorophenoxy)benzonitrile (215589-24-5)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 150 ℃; for 6h;

DOI:10.1021/jm980399q

Reference yield: 97.0%

4-Fluorophenol (371-41-5) + 4-iodobenzonitrile (3058-39-7) → 4-(4-fluorophenoxy)benzonitrile (215589-24-5)

Guidance literature:

With 2-acetonylpyridine; caesium carbonate; copper(I) bromide; In dimethyl sulfoxide; at 80 ℃; for 6h; chemoselective reaction; Inert atmosphere;

DOI:10.1021/jo9012157

Reference yield: 86.0%

4-fluoro-1-iodobenzene (352-34-1) + 4-cyanophenol (767-00-0) → 4-(4-fluorophenoxy)benzonitrile (215589-24-5)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 130 ℃; for 24h;

DOI:10.1039/c5cy01590a

upstream raw materials:

2-(2,3-(methylenedioxy)-6-((trimethylsilyl)methyl)benzyl)-6,7-(methylenedioxy)-3,4-dihydroisoquinolinium perchlorate

4-Fluorophenol

4-fluorobenzonitrile

4-bromobenzenecarbonitrile

Downstream raw materials:

4-(4-fluorophenoxy)benzamidine acetate

3,6-di(N-carbazolyl)carbazole

2-[4-(4-Fluorophenoxy)phenyl]-1H-imidazole

N-<4-(4-fluorophenoxy)benzyl>tetrahydropyran-4-ylamine

Refernces

• 1、 Le, Thuy G.,Kundu, Abhijit,Ghoshal, Atanu,Nguyen, Nghi H.,Preston, Sarah,Jiao, Yaqing,Ruan, Banfeng,Xue, Lian,Huang, Fei,Keiser, Jennifer,Hofmann, Andreas,Chang, Bill C. H.,Garcia-Bustos, Jose,Wells, Timothy N. C.,Palmer, Michael J.,Jabbar, Abdul,Gasser, Robin B.,Baell, Jonathan B.. "Structure-Activity Relationship Studies of Tolfenpyrad Reveal Subnanomolar Inhibitors of Haemonchus contortus Development". . p. 1036 - 1053. Retrieved 2019/01/14.
• 2、 Puthiaraj, Pillaiyar,Ahn, Wha-Seung. "Synthesis of copper nanoparticles supported on a microporous covalent triazine polymer: An efficient and reusable catalyst for O-arylation reaction". . p. 1701 - 1709. Retrieved 2016/04/05.