3,6-Bis(decyl)phthalonitrile

Base Information

• Chemical Name: 3,6-Bis(decyl)phthalonitrile
• CAS No.: 119931-48-5
• Molecular Formula: C28H44 N2
• Molecular Weight: 408.671
• DSSTox Substance ID: DTXSID30397415
• Nikkaji Number: J1.436.363G
• Wikidata: Q82198725
• Mol file: 119931-48-5.mol

Synonyms:3,6-BIS(DECYL)PHTHALONITRILE;119931-48-5;3,6-didecylbenzene-1,2-dicarbonitrile;3,6-didecylphthalonitrile;SCHEMBL5309215;DTXSID30397415

Chemical Property of 3,6-Bis(decyl)phthalonitrile

Chemical Property:

• Vapor Pressure: 2.42E-11mmHg at 25°C
• Refractive Index: 1.502
• Boiling Point: 530.6°Cat760mmHg
• Flash Point: 225.7°C
• PSA: 47.58000
• Density: 0.93g/cm³
• LogP: 8.79636
• XLogP3: 11.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 18
• Exact Mass: 408.350449412
• Heavy Atom Count: 30
• Complexity: 447

Purity/Quality:

98.5% ^*data from raw suppliers

3,6-BIS(DECYL)PHTHALONITRILE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCC1=C(C(=C(C=C1)CCCCCCCCCC)C#N)C#N

Technology Process of 3,6-Bis(decyl)phthalonitrile

There total 7 articles about 3,6-Bis(decyl)phthalonitrile 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: 70.0%

n-decylzinc iodide (344453-19-6) + 2,3-dicyano-1,4-phenylene bis(trifluoromethanesulfonate) (344453-20-9) → 3,6-bis(decyl)phthalonitrile (119931-48-5)

Guidance literature:

With bis(triphenylphosphine)nickel(II) chloride; n-butyllithium; triphenylphosphine; lithium chloride; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 17h; Inert atmosphere;

DOI:10.1142/S108842461330005X

Reference yield: 44.0%

2,5-didecylthiophene-1,1-dioxide (128912-58-3) + 1,2-Dicyanoethylene (764-42-1) → 3,6-bis(decyl)phthalonitrile (119931-48-5)

Guidance literature:

In chloroform; at 150 ℃; for 18h; sealed tube;

Reference yield:

25-octadecylphthalocyanine + 3,6-di(4,4,4-trimethoxybutyl) phthalonitrile (119950-78-6) → 1,4-di(3-pentoxycarbonylpropyl)-8,11,15,18,22,25-hexadecylphthalocyanine + 3,6-bis(decyl)phthalonitrile (119931-48-5)

Guidance literature:

With lithium; acetic acid; In pentan-1-ol;

upstream raw materials:

2,5-didecylfuran

1,2-Dicyanoethylene

2,5-didecylthiophene-1,1-dioxide

3,6-di(4,4,4-trimethoxybutyl) phthalonitrile

Downstream raw materials:

1,4,8,11,15,18,22,25-octakis(decyl)phthalocyaninato zinc

Refernces

• 1、 Heeney, Martin J.,Al-Raqa, Shaya A.,Auger, Aurélien,Burnham, Paul M.,Cammidge, Andrew N.,Chambrier, Isabelle,Cook, Michael J.. "Routes to some 3,6-disubstituted phthalonitriles and examples of phthalocyanines derived therefrom. An overview". . p. 649 - 664. Retrieved 2013/09/24.
• 2、 -. "Substituted phthalocyanines". . . Retrieved 2008/06/13.