156903-56-9

Basic information

• Product Name: 1,2-Benzenedicarbonitrile, 4,5-bis(hexylthio)-
• CAS NO: 156903-56-9
• Molecular Formula: C20H28N2S2
• Molecular Weight: 360.588
• Mol File: 156903-56-9.mol

Chemical Properties

• CAS DataBase Reference: 1,2-Benzenedicarbonitrile, 4,5-bis(hexylthio)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-Benzenedicarbonitrile, 4,5-bis(hexylthio)-(156903-56-9)
• EPA Substance Registry System: 1,2-Benzenedicarbonitrile, 4,5-bis(hexylthio)-(156903-56-9)

Safety Data

• Hazardous Substances Data: 156903-56-9(Hazardous Substances Data)

Upstream product

• 111-31-9 Hexanethiol 
• 1633-78-9 6-mercapto-1-hexanol 
• 139152-08-2 4,5-dichlorophthalonitrile 

Downstream Products

• 1306550-09-3 1,2-dicyano-4,5-bis(n-hexylsulfonyl)benzene 
• 1000016-60-3 2-[4-nitro-2-(octyloxy)phenoxy]-9,10,16,17,23,24-hexakis(hexylthio)phthalocyaninato cobalt(II) 
• 825635-21-0 2,3,9,10,16,17-hexakis(hexylthio)-23,24-bis(phenylethynyl)-29H,31H-phthalocyaninatonickel(II) 
• 825635-22-1 2,3,9,10,16,17-hexakis(hexylthio)-23,24-bis(phenylethynyl)-29H,31H-phthalocyaninatocobalt(II) 
• 825635-20-9 2,3,9,10,16,17-hexakis(hexylthio)-23,24-bis(phenylethynyl)-29H,31H-phthalocyaninato zinc(II) 

Relevant articles and documents

The synthesis of an octasubstituted monohydroxylated phthalocyanine designed to investigate the effect of the presence of active moieties

A monohydroxylated octasubstituted phthalocyanine, aimed at being used as a synthon for further conjugation, has been designed to offer rigorous comparison conditions to study the effect of the presence of an active moiety, compared to its non-functionalized symmetric analogs. After the validation of the concept using computational methods, the designed phthalocyanine was prepared and exhibited the expected suitable electronic absorption properties. Biotin conjugation was performed.

Porphyrin phthalocyanine covalent bifunctional graphene nonlinear nano hybrid material and preparation method thereof

The invention relates to a porphyrin phthalocyanine covalent bifunctional graphene nonlinear nanometer hybrid material and a preparation method thereof. The electron porphyrin and the electron-withdrawing phthalocyanine with the strong electron group are bonded to the surface of the graphene through radical addition reaction, charge is obtained through bridging of graphene, and third-order nonlinear performance of the organic - inorganic hybrid material is enhanced. In the invention, amino-substituted tetraphenylporphyrin and amino-substituted pull electron phthalocyanine are reacted through azo salt, so that a novel bifunctional organic-inorganic covalent functionalized nano hybrid material is successfully prepared. , The prepared material has more enhanced nonlinear optical performance in the nanosecond visible light field compared with the traditional materials, and has very strong reference significance.

Synthesis and photophysical properties of novel unsymmetrical metal-free and metallophthalocyanines

The synthesis of novel, unsymmetrical, octasubstituted metal-free and metallo phthalocyanines (zinc, manganese) bearing two ethynylthiophene moieties and six hexylthio substituents was achieved by a statistical condensation reaction of 4,5-di(hexylthio) p

Solvent-free synthesis of soluble, near-IR absorbing titanyl phthalocyanine derivatives

Solvent-free synthesis of a series of alkylthio-substituted titanyl phthalocyanine (TiOPc) derivatives starting from the corresponding phthalonitriles (Pn) is reported. This methodology eliminates the formation of the unmetalated phthalocyanine (H2/

Halide effect in electron rich and deficient discotic phthalocyanines

A series of discotic octa- and tetra-alkylthio substituted phthalocyanines containing four Cl, Br, I atoms or twelve fluorine atoms have been prepared. All compounds display columnar mesomorphism as confirmed by polarized optical microscopy, thermal analysis, and variable temperature X-ray diffraction. Phthalocyanines containing halide atoms do not crystallize but form glassy or partially crystalline hexagonal columnar phases. Glass transition temperatures increase with increasing size of the halide atoms and with decreasing length of the alkyl chains. In contrast, all octa- and tetra-alkylthio substituted phthalocyanines crystallize and octa-substituted derivatives with aliphatic chain lengths of C5-7 exhibit tilted (rectangular) columnar mesophases. Cyclic and differential pulse voltammetry, UV-Vis spectroscopy, and quantum chemical calculations at the DFT level have been employed to determine frontier orbital energies of all synthesized and some reference phthalocyanines. Octa- and tetra-alkylthio substituted phthalocyanines are typical p-type semiconductors and the introduction of four Cl, Br, or I atoms lowers frontier orbital energies by only up to 0.1 eV and the optical gap by up to 0.03 eV. A significant decrease in LUMO energy by 0.5 eV to about -4 eV is observed for the fluorinated phthalocyanine, which is a value right at the border of organic n-type semiconductors that may be stable in air.

Octakis(alkylthio)-substituted Phthalocyanines and their Interactions with Silver(I) and Palladium(II) Ions

Metal-free phthalocyanines and metal phthalocyaninates (M = Ni, Cu, Co or Zn) carrying eight alkylthio-groups on peripheral positions have been synthesised from 4,5-bis(alkylthio)phthalonitrile and 1,8-diazabicycloundec-7-ene (dbu) or the correspon