Final Thoughts on Chemistry for 2213-63-0

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The reaction of 3(4-amino-5-mercapto-1,2,4-triazol-3′-yl)quinoxalin-2(1H)-one 4 with phenacyl bromide, 2,3-dichloroquinoxaline, benzoine, chloroacetic acid, and alpha-chloroacetonitrile to give triazolothiadiazino derivatives 5-10. Reaction of 4 with phenyl isothiocyanate, aromatic aldehydes, formic acid, aromatic carboxylic acid, benzoyl chloride, and carbon disulphide gave triazolothiadiazino derivatives 11-17.

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A novel, facile and efficient one-pot, microwave-assisted method of synthesis allowing an access to a new series of 3,4-phenylenedioxythiophene derivatives with electron-withdrawing groups at the benzene ring (EWG-PheDOT) and their analogs (with an expanded side pi-system or with heteroaromatic rings, ArDOT) by the reaction of 2,5-dialkoxycarbonyl-3,4-dihydroxythiophenes with electrophilic aromatic/heteroaromatic compounds in dipolar aprotic solvents has been described. Its applicability over a wide range of novel functionalized ArDOTs as promising building blocks for organic electronic materials has been demonstrated. The structures of selected ArDOTs have been determined by single-crystal X-ray diffraction. The electronic structure of conjugated polymers p[ArDOTs] based on synthesized novel thiophene monomers has been studied theoretically by the DFT PBC/B3LYP/6-31G(d) method. The performed calculations reveal that while the side functional groups are formally not in conjugation with the polymer main chain, they have an unprecedentedly strong effect on the HOMO/LUMO energy levels of conjugated polymers, allowing their efficient tuning by over the range of 1.6 eV. In contrast to that, the energy gaps of the polymers are almost unaffected by such functionalizations and vary within a range of only ?0.05 eV. Computational predictions have been successfully confirmed in experiments: cyclic voltammetry shows a strong anodic shift of p-doping for the electron-withdrawing CF3 group functionalized polymer p[4CF3-PheDOT] relative to the unsubstituted p[PheDOT] polymer (by 0.55 V; DFT predicted the decrease of the HOMO by 0.58 eV), while very similar Vis-NIR absorption spectra for both polymers in the undoped state indicate that their optical energy gaps nearly coincide (DeltaEg < 0.04 eV). Balanced chemical reaction does not necessarily reveal either the individual elementary reactions by which a reaction occurs or its rate law.Electric Literature of 2213-63-0. In my other articles, you can also check out more blogs about 2213-63-0

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We describe the synthesis and characterization of novel iptycene-substituted azaacenes by using either a classic condensation route (diamine plus ortho-quinone) and/or a Pd-catalyzed coupling of an aromatic diamine with an aromatic dihalide. The attachment of an iptycene unit leads to a significant blueshift (15 nm) in the UV/Vis spectra of these azaacenes. The iptycene unit stabilizes a hexaazahexacene with a lambdamax absof 833 nm. By employing 5,6-diamino(benzothiadiazole) as a synthon for tetraaminobenzene, we could prepare the symmetrical bis-triptycene-substituted tetraazapentacene in high yields.

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The synthesis of 1,4-dithiino<2,3-c;6,5-c>diisothiazole-3,7-dicarbonitrile and isothiazole<3,4-f><1,2,3,4,5>pentathiepine-8-carbonitrile by a sulfur insertion-rearrangement reaction of 1,4-dithiin-2,3,5,6-tetracarbonitrile is described.The sulfur insertion-rearrangement of disodium dimercaptomaleonitrile gives 5-cyanoisothiazoledithiolate.The physical and chemical properties of these heterocyclic systems are reported together with a qualitative molecular orbital treatment which provides the key to understanding their properties.

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In the method for producing an optically active 2,3-bisphosphinopyrazine derivative of the present invention, an optically active 2,3-bisphosphinopyrazine derivative represented by the following formula (3) is produced by the step of: preparing solution A containing 2,3-dihalogenopyrazine represented by the following formula (1) and a carboxylic acid amide coordinating solvent, lithiating an optically active R- or S-isomer of a hydrogen-phosphine borane compound represented by the following formula (2) to give a lithiated phosphine borane compound; adding solution B containing the lithiated phosphine borane compound to the solution A to perform an aromatic nucleophilic substitution reaction; and then performing a deboranation reaction. (For symbols in the formulas, see the description.)

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The reactivity of 2,3-dialkynylquinoxalines towards electrophiles (Br 2, I2, ICI, NBS, HBr) has been studied. All tested reactions, except one with HBr, start with the addition of an electrophile to the carbon-carbon triple bond that promotes further 5-exo-dig carbocyclization ultimately yielding a mixture of stereoisomeric cyclopenta[b]quinoxaline derivatives. The nature of substituents on the C=C bonds of the starting molecule influence the stereochemical result of the reaction. The ratio of isomeric cyclization products also depends on the electrophile used. ortho-Dialkynylbenzenes and ortho-dialkynylquinoxalines demonstrate rather similar reactivity towards halogen electrophiles, but differ in their reactions with hydrobromic acid, which is caused by the basic nature of the aza group of the quinoxaline substrate.

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New Advances in Chemical Research, May 2021. The transformation of simple hydrocarbons into more complex and valuable products via catalytic C–H bond functionalisation has revolutionised modern synthetic chemistry.Application of 2213-63-0, In a article, mentioned the application of 2213-63-0, Name is 2,3-Dichloroquinoxaline, molecular formula is C8H4Cl2N2

o-Phenylendiamine 1 is condensed with oxalic acid using Phillip’s procedure to obtain quinoxaline-2,3-doine 2, which on treatment with POCl3 gives the known 2,3-dichloroquinoxaline 3. 2-Chloro-3-hydrazinoquinoxaline 4 is prepared in a facile and simple way by treatment of 3 with hydrazine hydrate in methanol or in dioxane containing triethylamine. Condensation of 4 with a variety of aldehydes in DMF at room temperature furnishes the corresponding arylidene/alkylidine derivatives 5 which undergo smooth nucleophilic substitutions of chlorine by alkoxide or phenoxide ions yielding 2-alkoxy/phenoxy-3-(2-arylidene/alkylidene hydrazino) quinoxalines 6. The dehydrogenative cyclisation of 6 is achieved with chloranil in refluxing 1,2- dichloroethane resulting in s-triazole-[4,3-a] quinoxalines 7 whose structures are supported by spectral and analytical data and by alternate chemical synthesis in the case of the parent compound 7a.

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Simple exploration of 2,3-Dichloroquinoxaline

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Condensation of the dichloride clathrochelate FeBd2(Cl 2Gm)(BF)2 precursor (Bd2- is the alpha-benzyl dioxime dianion, Gm is the glyoxime residue) with quinoxaline-2,3-dithiol in the presence of triethylamine afforded the ribbed-functionalized quinoxaline clathrochelate. The structure of this complex was established by X-ray diffraction analysis.

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The synthesis, NMR-, and crystal structure data of novel electron-deficient quinoxaline anellated imidazol-2-ylidene precursors and complexes thereof are reported and compared with related less electron-withdrawing or non-anellated N-heterocyclic carbenes and complexes to illustrate anellation effects. The Royal Society of Chemistry 2006.

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A hierarchical hybrid inorganic-organic system suited for the recognition of aromatic volatile organic compounds on brushlike ZnO fibers was synthetized. The hybrid material was obtained by a multistep approach based on the growth of ZnO nanorods onto electrospun ZnO fibers (average diameter 200 nm). The obtained nanostructured ZnO brushlike fibers (overall diameter 2 mum) were functionalized through the grafting of a bifunctional phosphonic linker (12-azidododecylphosphonic acid) followed by the anchoring of a specific cavitand receptor. The linker was anchored on ZnO fibers through the phosphonic group while the azide terminations reacted with a quinoxaline-bridged cavitand (QxCav) having four alkyne groups via “click” reaction. The anchoring steps were monitored through the evolution of the FT-IR features in the 3200-2800 cm-1 region due to C-Hx stretches and in the 2200-2000 cm-1 region due to the azide and alkyne groups of the phosphonic linker and QxCav. The recognition properties of this hybrid nanostructure toward alpha,alpha,alpha-trifluorotoluene vapors were evaluated by XPS and Raman measurements.

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