4,5-Dioctyloxy-1,2-benzenedicarbonitrile

Base Information

• Chemical Name: 4,5-Dioctyloxy-1,2-benzenedicarbonitrile
• CAS No.: 118132-11-9
• Molecular Formula: C24H36 N2 O2
• Molecular Weight: 384.562
• European Community (EC) Number: 624-780-2
• DSSTox Substance ID: DTXSID90401628
• Nikkaji Number: J1.101.089J
• Wikidata: Q82204830
• Mol file: 118132-11-9.mol

Synonyms:4,5-Dioctyloxy-1,2-benzenedicarbonitrile;118132-11-9;4,5-dioctoxybenzene-1,2-dicarbonitrile;4,5-Bis(octyloxy)phthalonitrile;4,5-dioctoxyphthalonitrile;4,5-Dioctyloxyphthalonitrile;SCHEMBL7608578;DTXSID90401628;AKOS015889230;FT-0752768;4,5-Dioctyloxy-1,2-benzenedicarbonitrile, 97%;J-003708

Chemical Property of 4,5-Dioctyloxy-1,2-benzenedicarbonitrile

Chemical Property:

• Vapor Pressure: 2.75E-11mmHg at 25°C
• Melting Point: 106-108 °C(lit.)
• Refractive Index: 1.505
• Boiling Point: 529.3°C at 760 mmHg
• Flash Point: 181.6°C
• PSA: 66.04000
• Density: 1g/cm³
• LogP: 6.90856
• XLogP3: 8.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 16
• Exact Mass: 384.277678395
• Heavy Atom Count: 28
• Complexity: 432

Purity/Quality:

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

4,5-Dioctyloxy-1,2-benzenedicarbonitrile 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 20/21/22
• Safety Statements: 36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCOC1=C(C=C(C(=C1)C#N)C#N)OCCCCCCCC
• Uses: 4,5-Dioctyloxy-1,2-benzenedicarbonitrile (4,5-Dioctyloxyphthalonitrile) may be used for the preparation of new unsymmetrically substituted DB24C8-phthalocyanines. It may be used for the synthesis of tetrathiafluvalene (TTF)-annulated symmetrical and unsymmetrical phthalocyanines.

Technology Process of 4,5-Dioctyloxy-1,2-benzenedicarbonitrile

There total 10 articles about 4,5-Dioctyloxy-1,2-benzenedicarbonitrile 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: 66.0%

copper(I) cyanide (544-92-3) + 1,2-Dibromo-4,5-bis(octyloxy)benzene (118132-04-0) → 1,2-dicyano-4,5-bis(n-octyloxy)benzene (118132-11-9)

Guidance literature:

In N,N-dimethyl-formamide; for 6h; Heating;

Reference yield: 54.1%

1,2-Dibromo-4,5-bis(octyloxy)benzene (118132-04-0) → 1,2-dicyano-4,5-bis(n-octyloxy)benzene (118132-11-9)

Guidance literature:

In N,N-dimethyl-formamide; Heating;

Reference yield: 14.6%

1,3-dihydro-1,3-diimino-5,6-bis(octyloxy)isoindole (118156-18-6) → C96H144Cl2N8O8Si + 1,2-dicyano-4,5-bis(n-octyloxy)benzene (118132-11-9) + 5,6-Bis-octyloxy-isoindole-1,3-dione + 2,3,9,10,16,17,23,24-octakis(octyloxy)-19H,31H-phthalocyanine (119457-81-7)

Guidance literature:

With quinoline; tetrachlorosilane; at 190 ℃; for 1h;

upstream raw materials:

1,3-dihydro-1,3-diimino-5,6-bis(octyloxy)isoindole

copper(I) cyanide

1,2-Dibromo-4,5-bis(octyloxy)benzene

octanol

Downstream raw materials:

2,3,9,10,16,17,23,24-octakis(octyloxy)phthalocyanine-copper(II)

2,3,9,10,16,17,23,24-octakis(octyloxy)-29H,31H-phthalocyanine

C₁₄₄H₁₈₆N₁₂O₁₄Zn

C₁₃₄H₁₈₀N₁₀O₁₃Zn

Refernces

• 1、 Diaz Diaz, David,Torres, Tomas,Zentel, Rudolf,Davis, Riju,Brehmer, Martin. "Physicochemical characterization of octakis(alkyloxy)-substituted Zn(II)-phthalocyanines non-covalently incorporated into an organogel and their remarkable morphological effect on the nanoscale-fibers". . p. 2369 - 2371. Retrieved 2008/02/12.
• 2、 Sauer, Thomas,Wegner, Gerhard. "Control of the Discotic to Isotropic Transition in Alkoxy-Substituted Silicondihydroxo-Phthalocyanines by Axial Substituents". . p. 97 - 118. Retrieved 2007/10/02.