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Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 56413-95-7, is researched, SMILESS is N#CC1=NC(Cl)=C(Cl)N=C1C#N, Molecular C6Cl2N4Journal, Article, Research Support, Non-U.S. Gov’t, Chemistry – A European Journal called Azaphthalocyanines: Red Fluorescent Probes for Cations, Author is Novakova, Veronika; Lochman, Lukas; Zajicova, Ivana; Kopecky, Kamil; Miletin, Miroslav; Lang, Kamil; Kirakci, Kaplan; Zimcik, Petr, the main research direction is azaphthalocyanine red fluorescent indicator cation.Safety of 5,6-Dichloropyrazine-2,3-dicarbonitrile.

Chelation of sodium and potassium cations by aza[15]crown-5 switches on strong red fluorescence in azaphthalocyanines. This is due to an inhibition of ultrafast intramol. charge transfer by coordination of the cations to the donor center. Sodium cations fit well into a cavity of the recognition moiety, while potassium forms supramol. assemblies of azaphthalocyanines with 1:2 stoichiometry.

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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

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Name: 5,6-Dichloropyrazine-2,3-dicarbonitrile. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: 5,6-Dichloropyrazine-2,3-dicarbonitrile, is researched, Molecular C6Cl2N4, CAS is 56413-95-7, about Synthesis of new azaphthalocyanine dark quencher and evaluation of its quenching efficiency with different fluorophores. Author is Kopecky, Kamil; Novakova, Veronika; Miletin, Miroslav; Kucera, Radim; Zimcik, Petr.

A new unsym. zinc azaphthalocyanine (AzaPc) was synthesized using statistical condensation of two precursors. Postsynthetic modifications led to incorporation of the azide group that efficiently underwent Cu(I)-catalyzed azide/alkyne 1,3-dipolar cycloaddition with terminal alkyne on a solid phase. The modified solid phase was then used for synthesis of oligodeoxyribonucleotides labeled with AzaPc. DNA hybridization assays confirmed high quenching efficiency (QE>96%) of zinc AzaPc quencher with six different fluorophores ranging in emission maxima from 517 nm to 701 nm (FAM, HEX, Cy3, Cy3.5, Cy5, and Cy5.5).

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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

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In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Solid-Phase Synthesis of Aza-phthalocyanine-Oligonucleotide Conjugates and Their Evaluation As New Dark Quenchers of Fluorescence, published in 2010-10-31, which mentions a compound: 56413-95-7, mainly applied to DNA fluorescence hybridization fluorescence quenching solid phase, Recommanded Product: 5,6-Dichloropyrazine-2,3-dicarbonitrile.

Hydrophobic non-aggregating metal-free azaphthalocyanines (AzaPc) of the tetrapyrazinoporphyrazine type were synthesized, characterized, and used for oligonucleotide labeling. Both 3′-end and 5′-end labeling methods using solid phase synthesis suitable for automatic processes in the DNA/RNA synthesizer were developed. The hydrophobic character of AzaPc enabled the anchoring of the conjugates on reverse phase of the oligonucleotide purification cartridge, thus enabling their simple purification AzaPc did not show any fluorescence and extremely low singlet oxygen quantum yields (ΦΔ = 0.015-0.018 in DMF) in a monomeric state due to ultrafast intramol. charge transfer. That is why they were investigated as a new dark quencher structural type. They profit particularly from absorption in a wide range of wavelengths (300-740 nm) that covers all fluorophores used in hybridization assays nowadays. As an example, quenching efficiency was evaluated in a simple hybridization assay using monolabeled probes. AzaPc-based probes efficiently quenched both fluorescein and Cy5 fluorescence by both resonance energy transfer and contact quenching. The results were compared with three established dark quenchers, and the AzaPc exerted better (BHQ-1 and BHQ-2) or comparable (BBQ-650) quenching efficiencies for both fluorophores.

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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

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Safety of 5,6-Dichloropyrazine-2,3-dicarbonitrile. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: 5,6-Dichloropyrazine-2,3-dicarbonitrile, is researched, Molecular C6Cl2N4, CAS is 56413-95-7, about Preparation of octa(alkoxy) azaphthalocyanines. Author is Morkved, Eva H.; Ossletten, Hege; Kiosen, Helge.

5,6-Bis(alkoxy)pyrazine-2,3-dicarbonitriles with methoxy-, ethoxy-, and propoxy-substituents were allowed to react with magnesium alkoxides to form the corresponding magnesium octaalkoxyazaphthalocyanines. The methoxy compound (I) was converted into the metal-free azaphthalocyanine and to the copper complex. The propoxy-substituted magnesium azaphthalocyanine was also converted to the metal-free azaphthalocyanine. Both of the propoxy compounds were readily soluble in organic solvents. The stable intermediate Me 2,3-dimethoxy-6-cyanopyrazine-5-carboximidate (II) was obtained both from reaction of 5,6-dichloropyrazine-2,3-dicarbonitrile with sodium methoxide in methanol, and in a sodium methoxide-catalyzed reaction of 5,6-dimethoxypyrazine-2,3-dicarbonitrile (III) with ammonia in methanol. II was converted into I with magnesium methoxide, and was therefore an intermediate between III and I.

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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

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Recommanded Product: 56413-95-7. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: 5,6-Dichloropyrazine-2,3-dicarbonitrile, is researched, Molecular C6Cl2N4, CAS is 56413-95-7, about New second-order nonlinear optical organic crystals. Author is Donald, D. S.; Cheng, L. T.; Desiraju, G.; Meredith, G. R.; Zumsteg, F. C..

The design of mol. crystals with specific optical properties, which are thought to arise from constituent mols.’ polarizability properties, is a desirable but currently unachievable goal. One can partially achieve this goal by choosing compounds with specific mol. attributes and empirically determining the manner in which these are translated into crystal properties. Besides the fact that there are no certain rules for prediction of crystal packing arrangements, where is also a problem in specifying mol. properties from what are today incomplete polarizability structure-property relationships. We have, realizing these limitations, identified polarizability structure-property relationships. We have, realizing these limitations, identified new mol. crystals by a nonlinear optical (powder-SHG) scouting-screening program from lists of compounds chosen because of desirable mol. properties. Examination of successful materials has revealed interesting, new alignment motifs. Some of these materials, a set of halogen and cyano derivatives of aromatic compounds, are described relating properties and structures of mols. and crystals. In particular, the orientation directing influence of intermol. halogen-cyano interactions and the use of heterocyclic compounds to improve transparency in the near IR and in the blue and near UV spectral regions are demonstrated.

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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

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Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: 5,6-Dichloropyrazine-2,3-dicarbonitrile, is researched, Molecular C6Cl2N4, CAS is 56413-95-7, about Phenol-Substituted Tetrapyrazinoporphyrazines: pH-Dependent Fluorescence in Basic Media.Application of 56413-95-7.

Tetrapyrazinoporphyrazines (TPyzPzs) bearing one, two, four or eight 3,5-di(tert-butyl)-4-hydroxyphenol moieties were synthesized as Zn(II) complexes and metal-free derivatives The deprotonation of the phenol using Bu4NOH induced the formation of a strong donor for intramol. charge transfer that switched OFF the red fluorescence (λF∼660 nm) of the parent Zn TPyzPzs. The changes were fully reversible for TPyzPzs with one to four phenolic moieties, and an irreversible modification was observed for TPyzPzs substituted with eight phenols. The sensors were anchored to lipophilic particles in H2O, and a pKa ∼12.5-12.7 was determined for the phenolic hydroxyl based on fluorescence changes in different buffers. A novel concept for fluorescence OFF-ON-OFF switching in metal-free TPyzPzs bearing phenolic moieties upon addition of specific amounts of base was demonstrated.

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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

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Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: 5,6-Dichloropyrazine-2,3-dicarbonitrile, is researched, Molecular C6Cl2N4, CAS is 56413-95-7, about The role of the size of aza-crown recognition moiety in azaphthalocyanine fluorescence sensors for alkali and alkaline earth metal cations.SDS of cas: 56413-95-7.

A series of fluorescence sensors bearing one 1-aza-12-crown-4, 1-aza-15-crown-5, 1-aza-18-crown-6 or 1-aza-21-crown-7 as a recognition moiety and an aza-analog of phthalocyanine as a fluorophore was prepared All compounds absorbed and emitted light in the red region. Sensing properties based on intramol. charge transfer were studied via absorption and fluorescence titration experiments with alkali metal cations and alk. earth metal cations. Important relationships between aza-crown size and binding affinity were observed in the group of alkali metal cations. Affinity for lithium decreased in series from the smallest crown to the largest, 1-aza-15-crown-5 bound sodium and potassium similarly, and 1-aza-18-crown-6 had the highest affinity to potassium. Alk. earth metal cations were bound more tightly, which was obvious from more pronounced changes in the absorption spectra, and from the higher increase of fluorescence upon cation addition A limited size preference was observed in the group of alk. earth metal cations.

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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

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Related Products of 56413-95-7. So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic. Compound: 5,6-Dichloropyrazine-2,3-dicarbonitrile, is researched, Molecular C6Cl2N4, CAS is 56413-95-7, about Reaction of 2,3-dichloro-5,6-dicyanopyrazine with amines.

Reaction of 2,3-dichloro-5,6-dicyanopyrazine (I) with amines gave mono-substituted or bis-substituted products (II; R1 = NH2, NHMe, NEt2, NMe2, pyrrolidino, morpholino; R2 = Cl, NH2, NHMe, NEt2, NHBu). Reaction if I with thioacetamide or 2,3-bis(N-methylamino)-5,6-dicyanopyrazine gave 1,4,6,9-tetraaza-2,3,7,8-tetracyanothianthrene or 2,3,7,8-tetracyano-1,4,6,9-tetraaza-5,10-dimethyl-5,10-dihydrophenazine, resp. Nonlinear optical properties for II as well as biol. activity of 2-[2-(diethylamino)vinyl]-3-chloro-5,6-dicyanopyrazine were evaluated.

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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

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Product Details of 56413-95-7. So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic. Compound: 5,6-Dichloropyrazine-2,3-dicarbonitrile, is researched, Molecular C6Cl2N4, CAS is 56413-95-7, about Synthesis and solution studies on azaphthalocyanines with quaternary aminoethyl substituents.

A pyrazinedinitrile derivative carrying dimethylaminoethylsulfanyl groups at positions 5 and 6 was synthesized from 2-dimethylaminoethanethiol hydrochloride and 2,3-dicarbonitrile-5,6-dichloropyrazine. The dicarbonitrile gave magnesium azaphthalocyanine (MgAzaPc) when reacted with magnesium propoxide in propanol. The conversion of the MgAzaPc to a metal-free derivative was achieved by treatment with trifluoroacetic acid. Incorporation of transition metal ions into the inner core of azaphthalocyanine was accomplished by treatment of the metal-free derivative with metal acetates, i.e. Zn(OAc)2, Co(OAc)2. These azaphthalocyanines were converted into water-soluble quaternised products by reaction with Me iodide. Aggregation phenomena were followed for magnesium azaphthalocyanine with quaternisable dimethylamino substituents within a specific range of pH. The compounds were characterized by FTIR, 1H NMR, mass and UV-visible spectral data.

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Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate

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Computed Properties of C6Cl2N4. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: 5,6-Dichloropyrazine-2,3-dicarbonitrile, is researched, Molecular C6Cl2N4, CAS is 56413-95-7, about Structural factors influencing the intramolecular charge transfer and photoinduced electron transfer in tetrapyrazinoporphyrazines. Author is Novakova, Veronika; Hladik, Petr; Filandrova, Tereza; Zajicova, Ivana; Krepsova, Veronika; Miletin, Miroslav; Lenco, Juraj; Zimcik, Petr.

Unsym. tetrapyrazinoporphyrazines (TPyzPzs) from the group of azaphthalocyanines with one peripherally attached amino substituent (donor) were synthesized, and their photophys. properties (fluorescence quantum yield and singlet oxygen quantum yield) were determined The synthesized TPyzPzs were expected to undergo intramol. charge transfer (ICT) as the main pathway for deactivating their excited states. Several structural factors play a critical role in ICT efficiency. The substituent in the ortho position to the donor center significantly influences the ICT, with tert-butylsulfanyl and butoxy substituents inducing the strongest ICTs, whereas chloro, Me, Ph, and hydrogen substituents in this position reduce the efficiency. The strength of the donor pos. influences the ICT efficiency and correlates well with the oxidation potential of the amines used as the substituents on the TPyzPz as follows: n-butylamine < N,N-diethylamine < aniline < phenothiazine. The ICT (with conjugated donors and acceptors) in the TPyzPz also proved to be much stronger than a photoinduced electron transfer in which the donor and the acceptor are connected through an aliphatic linker. Compounds in my other articles are similar to this one(5,6-Dichloropyrazine-2,3-dicarbonitrile)Computed Properties of C6Cl2N4, you can compare them to see their pros and cons in some ways,such as convenient, effective and so on.

Reference:
Synthesis and Crystal Structure of a Chiral C3-Symmetric Oxygen Tripodal Ligand and Its Applications to Asymmetric Catalysis,
Chiral lanthanide(III) complexes of sulphur–nitrogen–oxygen ligand derived from aminothiourea and sodium D-camphor-β-sulfonate