Perfluoroglutaronitrile

Base Information

• Chemical Name: Perfluoroglutaronitrile
• CAS No.: 376-89-6
• Molecular Formula: C5F6 N2
• Molecular Weight: 202.059
• Hs Code.: 2926909090
• European Community (EC) Number: 206-818-6
• DSSTox Substance ID: DTXSID20191040
• Nikkaji Number: J35.143A
• Wikidata: Q83063521
• Mol file: 376-89-6.mol

Synonyms:Perfluoroglutaronitrile;Hexafluoroglutaronitrile;376-89-6;Glutaronitrile, perfluoro-;Glutaronitrile, hexafluoro-;Hexafluoropentanedinitrile;2,2,3,3,4,4-hexafluoropentanedinitrile;Perfluoroglutaric acid dinitrile;EINECS 206-818-6;BRN 1789369;Pentanedinitrile, hexafluoro-;4-02-00-01943 (Beilstein Handbook Reference);C5F6N2;SCHEMBL9495942;DTXSID20191040;C5-F6-N2;LS-72115

Chemical Property of Perfluoroglutaronitrile

Chemical Property:

• Vapor Pressure: 23.7mmHg at 25°C
• Boiling Point: 110.5°Cat760mmHg
• Flash Point: 20.6°C
• PSA: 47.58000
• Density: 1.546g/cm³
• LogP: 1.93946
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 2
• Exact Mass: 201.99656698
• Heavy Atom Count: 13
• Complexity: 272

Purity/Quality:

99% ^*data from raw suppliers

Hexafluoroglutaronitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(#N)C(C(C(C#N)(F)F)(F)F)(F)F

Technology Process of Perfluoroglutaronitrile

There total 5 articles about Perfluoroglutaronitrile 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: 41.3%

hexafluoroglutaramide (507-68-6) → hexafluoro-glutaronitrile (376-89-6)

Guidance literature:

With zinc(II) chloride; with other chlorinated agents: AlCl3 or FeCl3;

Reference yield:

diethyl perfluoroglutarate (424-40-8) → hexafluoro-glutaronitrile (376-89-6)

Guidance literature:

With diethyl ether; ammonia; at 0 - 10 ℃; beim Erhitzen des nicht naeher beschriebenen Diamids mit P₂O₅;

DOI:10.1021/ie50447a639

Reference yield:

hexafluoroglutaric acid (376-73-8) → hexafluoro-glutaronitrile (376-89-6)

Guidance literature:

Multi-step reaction with 2 steps

1: concentrated HCl

2: diethyl ether; NH₃ / 0 - 10 °C / beim Erhitzen des nicht naeher beschriebenen Diamids mit P₂O₅

With hydrogenchloride; diethyl ether; ammonia;

DOI:10.1021/ie50447a639

upstream raw materials:

hexafluoroglutaramide

diethyl perfluoroglutarate

hexafluoroglutaric acid

(CF₂)3(C(O)NHP(O)Cl₂)2

Downstream raw materials:

3,3'-diphenyl-5,5'-(1,1,2,2,3,3-hexafluoro-propane-1,3-diyl)-bis-[1,2,4]oxadiazole

dimethyl hexafluoroglutarate

Hexafluor-dithioglutarsaeure-diimino-S,S'-dimethylester

Refernces