4,4'-Oxydibenzonitrile

Base Information

• Chemical Name: 4,4'-Oxydibenzonitrile
• CAS No.: 6508-04-9
• Molecular Formula: C14H8 N2 O
• Molecular Weight: 220.23
• Hs Code.: 2926909090
• European Community (EC) Number: 229-399-1
• NSC Number: 87869
• DSSTox Substance ID: DTXSID4064395
• Nikkaji Number: J225.159K
• Wikidata: Q81991521
• Mol file: 6508-04-9.mol

Synonyms:4-Cyanophenyl ether;4,4'-Oxydibenzonitrile;6508-04-9;4-(4-cyanophenoxy)benzonitrile;Bis(4-cyanophenyl) Ether;4,4'-Dicyanodiphenyl ether;Benzonitrile, 4,4'-oxybis-;bis(4-cyanophenyl)ether;Benzonitrile, 4,4'-oxydi-;Benzonitrile,4'-oxydi-;Benzonitrile,4'-oxybis-;Cambridge id 5128054;Oprea1_693210;Dibenzonitrile, 4,4'-oxy-;SCHEMBL7041250;DTXSID4064395;Bis(4-cyanophenyl) Ether, 98%;HMS1784E11;NSC87869;EINECS 229-399-1;MFCD00070640;NSC 87869;NSC-87869;STK291015;AKOS000222229;NCGC00336274-01;Cyclohex-4-ene-1,2-dicarboxylic anhydride;B2790;CS-0322718;FT-0676241;T71181;AB00275184-04;SR-01000513193;SR-01000513193-1;Z107728216

Chemical Property of 4,4'-Oxydibenzonitrile

Chemical Property:

• Vapor Pressure: 1.63E-06mmHg at 25°C
• Melting Point: 184-186°C
• Boiling Point: 220 °C / 1mmHg
• Flash Point: 164.8oC
• PSA: 56.81000
• Density: 1.24g/cm3
• LogP: 3.22226
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 220.063662883
• Heavy Atom Count: 17
• Complexity: 298

Purity/Quality:

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

Bis(4-cyanophenyl) Ether >98.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C#N)OC2=CC=C(C=C2)C#N

Technology Process of 4,4'-Oxydibenzonitrile

There total 18 articles about 4,4'-Oxydibenzonitrile 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: 96.0%

4-bromobenzenecarbonitrile (623-00-7) → 4-(4'-cyanophenoxy)benzonitrile (6508-04-9)

Guidance literature:

With potassium phosphate; 4,4'-di-tert-butyl-2,2'-bipyridine nickel(II) bromide; [Ir(C₆H₂F₂-C₅H₃NCF₃)₂(4,4′-di-tert-butyl-2,2′-dipyridyl)]; water; at 25 ℃; for 36h; Schlenk technique; Inert atmosphere; Sealed tube; Irradiation; Sonication;

DOI:10.1021/acs.organomet.1c00018

Reference yield: 95.0%

4-fluorobenzonitrile (1194-02-1,143234-87-1) → 4-(4'-cyanophenoxy)benzonitrile (6508-04-9)

Guidance literature:

With bis(1,5-cyclooctadiene)diiridium(I) dichloride; water; caesium carbonate; 1,2-bis-(diphenylphosphino)ethane; bis(pinacol)diborane; In N,N-dimethyl-formamide; at 140 ℃; for 24h; Reagent/catalyst; Solvent; chemoselective reaction; Catalytic behavior; Schlenk technique;

DOI:10.1002/asia.201403130

Reference yield: 87.0%

4-Cyanochlorobenzene (623-03-0) + 4-cyanophenol (767-00-0) → 4-(4'-cyanophenoxy)benzonitrile (6508-04-9)

Guidance literature:

4-cyanophenol; With potassium hydroxide; In toluene; at 115 - 120 ℃; Inert atmosphere;

4-Cyanochlorobenzene; With 8-quinolinol; copper(l) chloride; at 150 - 160 ℃;

upstream raw materials:

benzenesulfonamide

oxybis(benzoic acid)

4-bromobenzenecarbonitrile

sodium 4-cyanophenolate

Downstream raw materials:

4-(4-formylphenoxy)benzaldehyde

oxybis(benzoic acid)

bis<4-(aminomethyl)phenyl>ether

4,4'-oxydibenzimidamine

Refernces

• 1、 -. "Synthesis method of 4,4'-diphenyl ether dicarboxylic acid". Paragraph 0044; 0046-0047. . Retrieved 2020/05/01.
• 2、 -. "Method for the preparation of diphenyl ether compounds". Paragraph 0020-0022. . Retrieved 2016/12/01.