4,4'-[Hexane-1,6-diylbis(oxy)]bisbenzonitrile

Base Information

• Chemical Name: 4,4'-[Hexane-1,6-diylbis(oxy)]bisbenzonitrile
• CAS No.: 94291-61-9
• Molecular Formula: C20H20 N2 O2
• Molecular Weight: 320.391
• Hs Code.: 2926909090
• European Community (EC) Number: 304-886-2
• DSSTox Substance ID: DTXSID60915727
• Nikkaji Number: J326.435A
• Wikidata: Q82886765
• Mol file: 94291-61-9.mol

Synonyms:94291-61-9;4,4'-(Hexane-1,6-diylbis(oxy))dibenzonitrile;4,4'-[HEXANE-1,6-DIYLBIS(OXY)]BISBENZONITRILE;4-[6-(4-cyanophenoxy)hexoxy]benzonitrile;4,4'-(Hexane-1,6-diylbis(oxy))bisbenzonitrile;4,4'-[hexane-1,6-diylbis(oxy)]dibenzonitrile;EINECS 304-886-2;SCHEMBL7983991;DTXSID60915727;AKOS005449112;BS-49801;F71239

Chemical Property of 4,4'-[Hexane-1,6-diylbis(oxy)]bisbenzonitrile

Chemical Property:

• Boiling Point: 524.3°Cat760mmHg
• Flash Point: 200.1°C
• PSA: 66.04000
• Density: 1.14g/cm³
• LogP: 4.44816
• Storage Temp.: 2-8°C
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 9
• Exact Mass: 320.152477885
• Heavy Atom Count: 24
• Complexity: 389

Purity/Quality:

99.9% ^*data from raw suppliers

4,4'-(Hexane-1,6-diylbis(oxy))dibenzonitrile 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C#N)OCCCCCCOC2=CC=C(C=C2)C#N

Technology Process of 4,4'-[Hexane-1,6-diylbis(oxy)]bisbenzonitrile

There total 4 articles about 4,4'-[Hexane-1,6-diylbis(oxy)]bisbenzonitrile 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: 94.52%

1 ,6-dibromohexane (629-03-8) + 4-cyanophenol (767-00-0) → 4,4'-(hexane-1,6-diylbis(oxy))dibenzonitrile (94291-61-9)

Guidance literature:

4-cyanophenol; With sodium; In ethanol; for 1h; Reflux;

1 ,6-dibromohexane; In ethanol; for 3h; Reagent/catalyst; Solvent;

Reference yield: 70.0%

1,6-hexanediol (629-11-8) + 4-cyano-N,N,N-trimethylanilinium trifluoromethansulfonate → 4,4'-(hexane-1,6-diylbis(oxy))dibenzonitrile (94291-61-9)

Guidance literature:

1,6-hexanediol; With potassium tert-butylate; In tetrahydrofuran; N,N-dimethyl-formamide; at 25 ℃; for 0.166667h; Inert atmosphere; Schlenk technique;

4-cyano-N,N,N-trimethylanilinium trifluoromethansulfonate; In tetrahydrofuran; N,N-dimethyl-formamide; at 25 ℃; for 3h; Inert atmosphere; Schlenk technique;

DOI:10.1002/anie.201712618

Reference yield:

4-cyano-N,N-dimethylaniline (1197-19-9) → 4,4'-(hexane-1,6-diylbis(oxy))dibenzonitrile (94291-61-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: acetonitrile / 70 °C / Inert atmosphere; Schlenk technique

2.1: potassium tert-butylate / N,N-dimethyl-formamide; tetrahydrofuran / 0.17 h / 25 °C / Inert atmosphere; Schlenk technique

2.2: 3 h / 25 °C / Inert atmosphere; Schlenk technique

With potassium tert-butylate; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1002/anie.201712618

upstream raw materials:

1 ,6-dibromohexane

sodium 4-cyanophenolate

4-cyanophenol

1,6-hexanediol

Downstream raw materials:

4,4'-hexanediyldioxy-bis-benzamidine; dihydrochloride

4,4'-iminoethyl-1,6-diphenoxyhexane

1.6-Bis-<4-thiocarbamoyl-phenoxy>-hexan

C₂₀H₁₈N₄O₆