206995-45-1

Basic information

• Product Name: 1,2-BENZENEDICARBONITRILE, 4,5-BIS(PHENYLMETHOXY)-
• Synonyms: 1,2-BENZENEDICARBONITRILE, 4,5-BIS(PHENYLMETHOXY)-;4,5-bis(Phenylmethoxy)-1,2-Benzenedicarbonitrile;4,5-Bis(benzyloxy)phthalonitrile
• CAS NO: 206995-45-1
• Molecular Formula: C₂₂H₁₆N₂O₂
• Molecular Weight: 340.37
• Mol File: 206995-45-1.mol
• Article Data: 3

Chemical Properties

• Melting Point: 183.5-184.5 °C
• Boiling Point: 561.808 °C at 760 mmHg
• Flash Point: 215.225 °C
• Appearance: /
• Density: 1.244 g/cm³
• Vapor Pressure: 1.66E-08mmHg at 25°C
• Refractive Index: 1.657
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 1,2-BENZENEDICARBONITRILE, 4,5-BIS(PHENYLMETHOXY)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-BENZENEDICARBONITRILE, 4,5-BIS(PHENYLMETHOXY)-(206995-45-1)
• EPA Substance Registry System: 1,2-BENZENEDICARBONITRILE, 4,5-BIS(PHENYLMETHOXY)-(206995-45-1)

Safety Data

• Hazardous Substances Data: 206995-45-1(Hazardous Substances Data)

Usage

General Description

1,2-Benzenedicarbonitrile, 4,5-bis(phenylmethoxy)-, also known as bisphenol AF, is a chemical compound used in the production of polymers and resins. It is commonly used as a building block for epoxy resins, which are widely used in the manufacturing of adhesives, coatings, and electronic materials. Bisphenol AF is also used in protective coatings for electronics, and as a flame retardant. However, there is ongoing concern about its potential toxicity and environmental impact, as it has been found to be persistent and bioaccumulative. It is important to handle and dispose of bisphenol AF carefully to minimize its potential harm to human health and the environment.

InChI:InChI=1/C20H12N2O2/c21-13-15-11-19(23-17-7-3-1-4-8-17)20(12-16(15)14-22)24-18-9-5-2-6-10-18/h1-12H

Upstream product

• 2563-26-0 4,5-dibromobenzene-1,2-diol 
• 10403-73-3 1,2-di(benzyloxy)benzene 
• 120-80-9 benzene-1,2-diol 
• 100-44-7 benzyl chloride 
• 100-39-0 benzyl bromide 
• 544-92-3 copper(I) cyanide 
• 206995-42-8 1,2-bis(benzyloxy)-4,5-dibromobenzene 

Downstream Products

• 300853-66-1 4,5-dihydroxyphthalonitrile 

Relevant articles and documents

Hexadecabenzyloxy(diphthalocyanines) of rare-earth elements: Synthesis and spectroscopic and electrochemical characteristics

Reactions of 4,5-dibenzyloxyphthalonitrile with salts of rare-earth elements afforded symmetrical lutetium, dysprosium, samarium, and neodymium complexes with hexadecabenzyloxy(diphthalocyanine), which are well soluble in organic solvents. The spectroscop

Hydroxyphthalocyanines as potential photodynamic agents for cancer therapy

A series of benzyl-substituted phthalonitriles, substituted at the 3-, 4-, and 4,5-positions, underwent varied condensations with phthalonitrile to give a series of protected (monohydroxy- and polyhydroxyphthalocyaninato)zinc(II) derivatives which were readily cleaved to give several hydroxyphthalocyanines (ZnPc) (phthalocyanine phenol analogues). Their efficacy as sensitizers for the photodynamic therapy (PDT) of cancer was evaluated on the EMT-6 mammary tumor cell line. In vitro, the 2-hydroxy ZnPc (32) was the most active, followed by the 2,3- and 2,9- dihydroxy ZnPc (39 and 45), with the 2,9,16-trihydroxy ZnPc (33) exhibiting the least activity. In vivo, the monohydroxy derivative 32 and the 2,3- dihydroxy derivative 39 were both efficient in inducing tumor necrosis at 1 μmol kg-1, but complete tumor regression was poor, even at 2 μmol/kg. In contrast, the 2,9-dihydroxy isomer 45, at 2 μmol kg-1, induced tumor necrosis in all animals treated, with 75% complete regression. These results underline the importance of the position of the substituents on the Pc macrocycle to optimize tumor response and confirm the PDT potential of the unsymmetrical Pcs bearing functional groups on adjacent benzene rings.