17654-68-1

Usage

Uses

Used in Pharmaceutical Industry:
4-chloro-1,2-dicyanobenzene is used as a chemical intermediate for the synthesis of various pharmaceutical compounds. Its unique structure and reactivity make it a valuable building block in the development of new drugs with potential therapeutic applications.
Used in Agrochemical Industry:
4-chloro-1,2-dicyanobenzene is used as a precursor in the production of agrochemicals, such as pesticides and herbicides. Its chemical properties allow for the creation of effective and targeted compounds that can protect crops from pests and diseases.
Used in Organic Synthesis:
4-chloro-1,2-dicyanobenzene is used as a versatile intermediate in organic synthesis, enabling the formation of a wide range of organic compounds with diverse applications. Its reactivity and functional groups make it a valuable component in the synthesis of various organic molecules, including dyes, polymers, and other specialty chemicals.

InChI:InChI=1/C8H3ClN2/c9-8-2-1-6(4-10)7(3-8)5-11/h1-3H

Upstream product

• 124556-78-1 1,6-dichlorophthalazine 
• 89-40-7 4-nitrophthalimide 
• 136918-14-4 phthalimide 
• 56765-79-8 3,4-dicyanoaniline 
• 31643-49-9 4-Nitrophthalonitrile 
• 96385-49-8 4-chlorophthalamide 

Downstream Products

• 1354966-36-1 4-[4'-(5-sulfonaphthylazo)phenyloxy]phthalonitrile potassium salt 
• 1393921-59-9 4-((1-(1,2,3-trihydroxy-4-(hydroxymethyl)-tetrahydro-2H-pyran-2-yl)-1H-1,2,3-triazol-4-yl)methoxy)phthalonitrile 
• 1190088-71-1 4-(prop-2-yn-1-yloxy)phthalonitrile 
• 1380349-06-3 4-[4'-(4-methylphenylazo)phenoxy]phthalonitrile 
• 1380349-07-4 4-[4'-(2',4-dimethylphenylazo)phenoxy]phthalonitrile 
• 1380349-08-5 4-[4'-(4-acetamidophenylazo)phenoxy]phthalonitrile 
• 1425508-21-9 C₃₇H₄₁N₅O₁₈ 

Relevant academic research and scientific papers

Four Dibutylamino Substituents Are Better Than Eight in Modulating the Electronic Structure and Third-Order Nonlinear-Optical Properties of Phthalocyanines

2(3),9(10),16(17),23(24)-Tetrakis(dibutylamino)phthalocyanine compounds M{Pc[N(C4H9)2]4} (1-5; M = 2H, Mg, Ni, Cu, Zn) were prepared and characterized by a range of spectroscopic methods in addition to elemental analysis. Electrochemical and electronic absorption spectroscopic studies revealed the more effective conjugation of the nitrogen lone pair of electrons in the dibutylamino side chains with the central phthalocyanine π system in M{Pc[N(C4H9)2]4} than in M{Pc[N(C4H9)2]8}, which, in turn, results in superior third-order nonlinear-optical (NLO) properties of H2{Pc[N(C4H9)2]4} (1) over H2{Pc[N(C4H9)2]8}, as revealed by the obviously larger effective imaginary third-order molecular hyperpolarizability (Im{χ(3)}) of 6.5 × 10-11 esu for the former species than for the latter one with a value of 3.4 × 10-11 esu. This is well rationalized on the basis of both structural and theoretical calculation results. The present result seems to represent the first effort toward directly connecting the peripheral functional substituents, electronic structures, and NLO functionality together for phthalocyanine molecular materials, which will be helpful for the development of functional phthalocyanine materials via molecular design and synthesis even through only tuning of the peripheral functional groups.

Palladium(II) phthalocyanines efficiently promote phosphine-free Sonogashira cross-coupling reaction at room temperature

Herein we report that exceptionally simple and inexpensive Pd(II) complexes of phthalocyanines efficiently catalyze direct formation of diphenylacetylenes at ambient conditions with low loading of catalyst (0.5 mol%). Results of this study demonstrate that terminal alkynes reacted mildly with p-substituted aryl bromides at room temperature under Pd and Cu-cocatalysis to give the corresponding phenylacetylenes in yields up to 98%. Also we have examined this catalyst in Sonogashira cross-coupling with aryl chlorides and it was very effective and this reaction at room temperature that there is no examples in recent articles. This protocol represents the first use of palladium phthalocyanine as homogeneous catalyst in the Pd/Cu-promoted Sonogashira reaction. The palladium(II) phthalocyanine complex is significantly more active in Sonogashira cross-coupling between aryl halides and terminal alkynes as compared with traditional catalysts because of absence of palladium black formation through agglomeration of metal particles and deactivation of catalyst.

Soluble copper phthalocyanine, and preparation method and application thereof

The invention discloses a soluble copper phthalocyanine. The soluble copper phthalocyanine is prepared by modifying a phthalocyanine core with an oxybutyl group as a modifying group. 4-tert-butylpyridine (tBP) is added to a solution of the soluble copper phthalocyanine, and the tBP is removed during annealing film formation to prepare an HTM film. A solar cell produced by using the HTM film has ahigh thermal stability and a high energy conversion efficiency.

Metal organic framework material loaded with tetrakis-(N-methylallylamine)phthalocyanine compound, and preparation method and application thereof

The invention relates to the technical field of preparation of phthalocyanine compounds, in particular to a metal organic framework material loaded with a tetrakis-(N-methylallylamine)phthalocyanine compound, and a preparation method and application thereof. The metal organic framework material loaded with the tetrakis-(N-methylallylamine)phthalocyanine compound is composed of the tetrakis-(N-methylallylamine)phthalocyanine compound and a ZIF-series metal organic framework material, wherein the tetrakis-(N-methylallylamine)phthalocyanine compound is encapsulated in the ZIF-series metal organicframework material. The metal organic framework material loaded with a tetrakis-(N-methylallylamine)phthalocyanine compound of the invention effectively overcomes the problem that phthalocyanine molecular aggregate, as an anti-cancer photosensitizer or a photothermal conversion agent, does not dissolve or disperse in an aqueous phase system in the prior art, successfully realizes red shifting ofan absorption peak to a near-infrared region (700 nm), solves the problem that phthalocyanine molecules cannot be used for deep tumor treatment in the prior art, and is beneficial for deep treatment of tumors.

Regioselective Functionalization of Chlorophthalazine Derivatives

Chlorophthalazines were efficiently metalated using tmpZnClLiCl under microwave irradiation. This provided novel substituted phthalazine derivatives after subsequent trapping of the resulting organometallic reagents with various electrophiles. Moreover, Negishi cross-coupling reactions have been performed affording new polyfunctionalized phthalazine scaffolds in very good yields.

Process for the preparation of halophthalic anhydrides

Halophthalic anhydrides are prepared by the liquid phase reaction of a brominating agent with halogen substituted hexa- or tetra-hydrophthalic anhydrides.