4,5-Difluorophthalonitrile

Base Information

• Chemical Name: 4,5-Difluorophthalonitrile
• CAS No.: 134450-56-9
• Molecular Formula: C8H2F2N2
• Molecular Weight: 164.114
• Hs Code.: 2926909090
• European Community (EC) Number: 679-891-9
• DSSTox Substance ID: DTXSID10474793
• Nikkaji Number: J2.689.593F
• Wikidata: Q72464075
• Mol file: 134450-56-9.mol

Synonyms:4,5-Difluorophthalonitrile;1,2-Dicyano-4,5-difluorobenzene

Chemical Property of 4,5-Difluorophthalonitrile

Chemical Property:

• Melting Point: 112.0 to 116.0 °C
• Boiling Point: 305.3±42.0 °C(Predicted)
• PSA: 47.58000
• Density: 1.37±0.1 g/cm3(Predicted)
• LogP: 1.70816
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 164.01860440
• Heavy Atom Count: 12
• Complexity: 231

Purity/Quality:

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

4,5-Difluorophthalonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C(=CC(=C1F)F)C#N)C#N
• Uses: 4,5-Difluorophthalonitrile is used in preparation of benzo[g]pteridine as organic electron transfer mediator.

Technology Process of 4,5-Difluorophthalonitrile

There total 4 articles about 4,5-Difluorophthalonitrile 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: 92.0%

zinc(II) cyanide (557-21-1) + 1,2-difluoro-4,5-dibromobenzene (64695-78-9) → 4,5-difluoro-1,2-dicyanobenzene (134450-56-9)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; polymethylhydroxysilane; In N,N-dimethyl acetamide; at 100 ℃; for 3h;

DOI:10.1055/s-2008-1078269

Reference yield: 83.0%

1,2-difluoro-4,5-dibromobenzene (64695-78-9) + copper(l) cyanide → 4,5-difluoro-1,2-dicyanobenzene (134450-56-9)

Guidance literature:

In N,N-dimethyl-formamide; for 14h; Inert atmosphere; Reflux;

Reference yield:

zinc(II) cyanide (557-21-1) + 4,5-dichloro-1,2-difluorobenzene → 4,5-difluoro-1,2-dicyanobenzene (134450-56-9)

Guidance literature:

4,5-dichloro-1,2-difluorobenzene; In N,N-dimethyl acetamide; at 100 ℃; for 1h; Inert atmosphere;

zinc(II) cyanide; With 1,1'-bis-(diphenylphosphino)ferrocene; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In N,N-dimethyl acetamide; at 120 ℃; for 16h;

upstream raw materials:

zinc(II) cyanide

1,2-difluoro-4,5-dibromobenzene

Downstream raw materials:

4,5-di(2,3,4,6-tetra-O-acetyl-1-thio-β-D-glucopyranosyl)phthalonitrile

4,5-di(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)phthalonitrile

4,5-di(2,3,4,6-tetra-O-acetyl-α-D-galactopyranosyl)phthalonitrile

1,2‐bis(carbazol‐9‐yl)‐4,5‐dicyanobenzene