77474-62-5

Usage

InChI:InChI=1/C14H8N2O/c15-9-11-5-4-8-14(13(11)10-16)17-12-6-2-1-3-7-12/h1-8H

Upstream product

• 51762-67-5 3-nitrobenzene-1,2-dicarbonitrile 
• 139-02-6 sodium phenoxide 
• 143-33-9 sodium cyanide 
• 108-95-2 phenol 

Downstream Products

• 77474-60-3 tetra-3-phenoxyphthalocyanine 
• 77447-48-4 Zn(phthalocyanine(OPh)4) 

Relevant academic research and scientific papers

Photophysical characterization of dysprosium, erbium and lutetium phthalocyanines tetrasubstituted with phenoxy groups at non-peripheral positions

Dysprosium bis-phthalocyanine and monomeric phthalocyanines of erbium and lutetium with non-peripheral phenoxy substituents have been synthesized using two different preparative routes. Photophysical studies on these phthalocyanines revealed that the trip

The synthesis of tetra-α-phenoxyphthalocyanines and research of their physical and chemical properties

A series of phthalocyanines (Pcs) substituted by phenoxy groups were synthesized through the route whose intermediates are selected to be phthalonitriles with different structures. These phthalocyanines and their intermediates are characterized by element

Titanyl phthalocyanine and its soluble derivatives: Highly efficient photosensitizers for singlet oxygen production

The photophysical properties of titanyl phthalocyanine (TiOPc), tetra(β-phenoxy) titanyl phthalocyanine (TiOPc(β-OPh)4) and tetra(α-phenoxy) titanyl phthalocyanine (TiOPc(α-OPh)4), were investigated in homogeneous solution. Absorptio

A novel self-aggregates of phthalocyanine based on Zn-O coordination

α-Aryl/alkoxy-substituted phthalocyanines (Pcs) were synthesized and the formation of J-type self-aggregation for zinc phthalocyanines has been observed in organic non-coordinating solvents. The mechanism of the formation of this self-assembly was studied

Synthesis, photophysical and photochemical properties of aryloxy tetra-substituted gallium and indium phthalocyanine derivatives

The synthesis, photophysical and photochemical properties of the tetra-substituted aryloxy gallium(III) and indium(III) phthalocyanines are reported for the first time. General trends are described for photodegradation, singlet oxygen, fluorescence, and t

Poly-substituted phthalocyanines

The use of substituted phthalocyanines for the generation of singlet oxygen in which at least one of the peripheral carbon atoms in the 1-16 positions of the phthalocyanine nucleus (Mk Pc) of Formula (1): STR1 wherein: M is selected from H, met

Nucleophilic addition and substitution reactions between the cyanide ion and cyclopentadienyliron complexes of chlorobenzenes. Synthesis of benzonitriles and phthalonitriles

Reaction of cyclopentadienyliron (CpFe) complexes of chlorobenzenes with NaCN in DMF could give risemto products resulting from the addition of the cyanide ion or from substitution and addition reactions with the cyanide ion.Demetallation-oxidation of such products by treatment with DDQ would lead to the synthesis of benzonitriles and phthalonitriles.With the CpFe complex of chlorobenzene, reaction with NaCN in DMF for 3 min, 30 min, or 3 h gave rise to an approximately 90:10 mixture of (1-5-η5-1-chloro-exo-6-cyanocyclohexadienyl)(η5-cyclopentadienyl)iron (9) and (1-5-η5-1-exo-6-dicyanocyclohexadienyl)(η5-cyclopentadienyl)iron (10), a 40:60 mixture of 9 and 10 or pure 10, respectively.When the 3-h reaction was worked up in the presence of an added aqueous solution of NH4PF6, only the substitution product, the (η6-benzonitrile)(η5-cyclopentadienyl)iron cation (11), was obtained as its hexafluorophosphate.Apparently, under the acidic conditions of the added aqueous NH4PF6, 10 could readily revert to 11 which gave rise to its hexafluorophosphate.DDQ treatment of the 3-min or 3-h reaction product gave, respectively, o-chlorobenzonitrile or phthalonitrile.Similary reaction of CpFe complexes of o-substituted chlorobenzenes could give rise to CpFe-complexed cyclohexadienyl systems two cyano groups,at the 1- and 6-positions and the original o-substituent at the 2-position.DDQ treatment of such products would lead to the of 3-substituted phthalonitriles, and in the present work, 3-methyl, 3-methoxy-, and 3-phenoxyphthalonitriles were prepared in this way.In another set of reactions, depending on the experimental conditions employed, the CpFe complex of 2,6-dichlorotoluene (20) could give products from cyanide addition only, the DDQ treatment of which lead to the formation of 2,4-dichloro-3-methylbenzonitrile, or products from substitution and addition and subsequent DDQ treatment of which give rise to 4-chloro-3-methylphthalonitrile.Keywords: η6-chlorobenzene-η5-cyclopentadienyliron cation, complexed chlorobenzenes, nucleophilic addition of cyanide ion, nucleophilic substitution with cyanide ion, synthesis of benzonitriles and phthalonitriles.