88946-67-2

Usage

Uses

Used in Pharmaceutical Industry:
4,5-dimethoxyphthalonitrile is used as a key intermediate in the synthesis of various pharmaceuticals, contributing to the development of new drugs and therapeutic agents.
Used in Dye and Pigment Industry:
4,5-dimethoxyphthalonitrile is used as a starting material for the synthesis of dyes and pigments, enabling the creation of a wide range of colorants for various applications.
Used in Polymer and Resin Production:
4,5-dimethoxyphthalonitrile is utilized as a component in the production of polymers and resins, enhancing their properties and expanding their potential uses in different industries.
Used in Photosensitive Materials Development:
4,5-dimethoxyphthalonitrile is known for its potential use in the development of photosensitive materials, which have applications in various fields such as imaging, printing, and photolithography.
Used in Organic Electronic Devices Production:
4,5-dimethoxyphthalonitrile serves as a precursor in the production of organic electronic devices, contributing to the advancement of flexible electronics and other innovative technologies.
Safety Precautions:
It is crucial to handle 4,5-dimethoxyphthalonitrile with care, as it may cause skin and eye irritation. It should be used in a well-ventilated area to minimize potential health risks.

Upstream product

• 37895-73-1 1,2-dibromo-4,5-dimethoxybenzene 
• 557-21-1 zinc(II) cyanide 

Downstream Products

• 145482-84-4 {Zn(C₃₂H₈N₈(C₆H₅)4(OCH₃)4)} 

Relevant academic research and scientific papers

Bimetallic Two-Dimensional Metal–Organic Frameworks for the Chemiresistive Detection of Carbon Monoxide

This paper describes the demonstration of a series of heterobimetallic, isoreticular 2D conductive metal–organic frameworks (MOFs) with metallophthalocyanine (MPc, M=Co and Ni) units interconnected by Cu nodes towards low-power chemiresistive sensing of ppm levels of carbon monoxide (CO). Devices achieve a sub-part-per-million (ppm) limit of detection (LOD) of 0.53 ppm toward CO at a low driving voltage of 0.1 V. MPc-based Cu-linked MOFs can continuously detect CO at 50 ppm, the permissible exposure limit required by the Occupational Safety and Health Administration (OSHA), for multiple exposures, and realize CO detection in air and in humid environment. Diffuse reflectance infrared Fourier transform spectroscopy (DRIFTS), density functional theory (DFT) calculations, and comparison experiments suggest the contribution of Cu nodes to CO binding and the essential role of MPc units in tuning and amplifying the sensing response.

Highly stable dioxin-linked metallophthalocyanine covalent organic frameworks

We report a series of highly stable metallophthalocyanine-based covalent organic frameworks (MPc-dx-COFs) linked by robust 1,4-dioxin bonds constructed through nucleophilic aromatic substitution (SNAr) reaction. The chemical structures and crystallinity of the COFs largely remain unchanged even after treating with boiling water (90 °C), concentrated acids (12 mol/L HCl) or bases (12 mol/L NaOH), oxidizing (30% H2O2) or reducing agents (1 mol/L NaBH4) for three days due to their stable M-Pc building blocks and resilient dioxin linkers. With metallated phthalocyanine active sites regularly arranged in the stable framework structures, MPc-dx-COFs can be directly used as efficient electrocatalysts for the oxygen reduction reaction (ORR) without pyrolysis treatment that has commonly been used in previous studies.

Complementary Syntheses Giving Access to a Full Suite of Differentially Substituted Phthalocyanine-Porphyrin Hybrids

Phthalocyanines and porphyrins are often the scaffolds of choice for use in widespread applications. Synthetic advances allow bespoke derivatives to be made, tailoring their properties. The selective synthesis of unsymmetrical systems, particularly phthalocyanines, has remained a significant unmet challenge. Porphyrin-phthalocyanine hybrids offer the potential to combine the favorable features of both parent structures, but again synthetic strategies are poorly developed. Here we demonstrate strategies that give straightforward, controlled access to differentially substituted meso-aryl-tetrabenzotriazaporphyrins by reaction between an aryl-aminoisoindolene (A) initiator and a complementary phthalonitrile (B). The choice of precursors and reaction conditions allows selective preparation of 1:3 Ar-ABBB and, uniquely, 2:2 Ar-ABBA functionalized hybrids.

Palladium(II) octaalkoxy- and octaphenoxyphthalocyanines: Synthesis and evaluation as catalysts in the Sonogashira reaction

Octaalkoxy- and octaphenoxysubstituted palladium phthalocyanines were used as a new family members of cross-coupling catalysts in the Sonogashira reaction. For the first time it was shown that terminal alkynes reacted mildly with p-substituted aryl bromides in gently conditions at room temperature under Pd and Cu-cocatalysis to give the corresponding phenylacetylenes. This protocol represents the use of palladium phthalocyanines as homogeneous catalysts in the Pd/Cu-promoted Sonogashira reaction.

Synthesis of phthalonitriles using a palladium catalyst

An easy synthetic method to obtain phthalonitriles from o-dibromobenzenes under mild conditions in high yields using Zn(CN)2 and a catalytic amount of tris(dibenzylideneacetone)dipalladium and 1,1′- bis(diphenylphosphino)ferrocene is described. Georg Thieme Verlag Stuttgart.

Octasubstituted lithium phthalocyanines, their method of preparation and their use in EPR (electronic paramagnetic resonance) magnetometry

The invention concerns an octasubstituted lithium phthalocyanine responding to the formula: STR1 in which R1, R2, R3, R4, R5, R6, R7 and R8, which are identical or dif