Tag: M.W=100-200

In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called Triazine-Cored Lanthanide-Based Metal-Organic Frameworks Featuring Unique Water Chains and Strong Characteristic Emissions, published in 2019, which mentions a compound: 3685-23-2, Name is cis-4-Aminocyclohexane carboxylic acid, Molecular C7H13NO2, Quality Control of cis-4-Aminocyclohexane carboxylic acid.

A new triazine-cored tricarboxylic acid, N,N’,N”-1,3,5-triazine-2,4,6-triyltris(cis-4-aminocyclohexane-carboxylicacid)(H3L), was prepared by replacing the chlorine atoms of cyanuric chloride with cis-4-aminocyclohexane-carboxylic acid, which was used for the construction of a series of triazine-cored lanthanide-based metal-organic frameworks (MOFs). All these MOFs were structurally authenticated, revealing that they are isostructural and exist as two-dimensional (2D) coordination networks with the general formula [Ln(L)(H2O)2]·5.5 H2O (Ln = 1·Gd, 2·Tb, 3·Eu). A unique one-dimensional water chain, composed of primary tetrameric cyclic rings and dodecameric cyclic rings, was found entrapped in the lattice. Moreover, all these compounds display bright characteristic photoluminescence. Particularly, for 1, apart from the strong blue emission peak (Φf = 20.6 %) corresponding to the intraligand transition under near-UV excitation, the characteristic emissions of Gd3+ cation (Φf = 5.0 %) were unexpectedly observed upon excitation at 273 nm.

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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

Application of 56413-95-7. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 5,6-Dichloropyrazine-2,3-dicarbonitrile, is researched, Molecular C6Cl2N4, CAS is 56413-95-7, about Azaphthalocyanines: Red Fluorescent Probes for Cations. Author is Novakova, Veronika; Lochman, Lukas; Zajicova, Ivana; Kopecky, Kamil; Miletin, Miroslav; Lang, Kamil; Kirakci, Kaplan; Zimcik, Petr.

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

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.Novakova, Veronika; Laskova, Miroslava; Vavrickova, Hana; Zimcik, Petr researched the compound: 5,6-Dichloropyrazine-2,3-dicarbonitrile( cas:56413-95-7 ).Reference of 5,6-Dichloropyrazine-2,3-dicarbonitrile.They published the article 《Phenol-Substituted Tetrapyrazinoporphyrazines: pH-Dependent Fluorescence in Basic Media》 about this compound( cas:56413-95-7 ) in Chemistry – A European Journal. Keywords: zinc phenol substituted tetrapyrazinoporphyrazine preparation pH dependent fluorescence; phenol deprotonation switching off red fluorescence tetrapyrazinoporphyrazine solution microemulsion; azaphthalocyanines; fluorescence; intramolecular charge transfer; pH sensors; phthalocyanines. We’ll tell you more about this compound (cas: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

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 Syntheses and spectral properties of new dicyanopyrazine-related heterocycles from diaminomaleonitrile, published in 1998, which mentions a compound: 56413-95-7, mainly applied to dicyanopyrazine precursor fluorescent dye synthesis; quinoxaline dye preparation dicyanopyrazine precursor; furopyrazine dye preparation dicyanopyrazine precursor; pyrrolopyrazine dye preparation dicyanopyrazine precursor; pyrazinoporphyrazine dye preparation dicyanopyrazine precursor, Recommanded Product: 56413-95-7.

New dicyanopyrazine-related heterocycles such as quinoxalines, furopyrazines, pyrrolopyrazines, and pyrazinoporphyrazines were synthesized and their absorption and fluorescence spectra were correlated with their structures.

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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

HPLC of Formula: 3685-23-2. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: cis-4-Aminocyclohexane carboxylic acid, is researched, Molecular C7H13NO2, CAS is 3685-23-2, about Preparation and properties of ruthenium catalysts of the liquid-phase hydrogenation of aromatic compounds. Author is Litvin, E. F.; Freidlin, L. Kh.; Gurskii, R. N.; Istratova, R. V.; Presnov, A. P..

The activity and sp. surface of 5% Ru catalysts increased in the order of supports SiO2 < γ-Al2O3 < C, but the specific activity per m2 surface was independent of the support or the method of catalyst preparation A catalyst prepared by treating C with Ru(OH)Cl3 at pH 5.9-6.1 followed by reduction with H at 300° or NaBH4 at 20° had the highest dispersion and specific activity by weight of those studied in the hydrogenation of p-H2NC6H4CO2- NH4+ (p-I). Hexahydroarom. acids were formed in 86-98% yield from m- and p-I, p-H2NCH2C6H4CO2- NH4+, p-Me3CC6H4CO2Na, ammonium isonicotinate and BzOH, and acenaphthene gave >90% perhydroacenaphthene at 80-145° and 60-80 atm.

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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

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 Stable and Easily Accessible Functional Dyes: Dihydrotetraazaanthracenes as Versatile Precursors for Higher Acenes.Recommanded Product: 5,6-Dichloropyrazine-2,3-dicarbonitrile.

A series of new dihydrotetraazaanthracenes and one new dihydrotetraazatetracene as substances for applications in organoelectronic devices and as suitable building blocks for higher azaacenes was synthesized. The condensation of aromatic diamines with dichlorodicyanopyrazine led to these tricyclic/tetracyclic compounds Syntheses of N-substituted phenylenediamines were developed to enable the introduction of multiple functional groups such as ester, amino, or nitro groups on the chromophoric system. Relationships between the structure and the spectroscopic properties could be derived from UV/Vis absorption and fluorescence spectroscopy, and by DFT and TD-DFT calculations of mol. and aggregate structures. The absorption spectra are dominated by π-π* transitions of the single mols., whereas aggregation needs to be taken into account to obtain reasonable agreement between theory and experiment in certain cases. Single-crystal x-ray analyses were carried out to examine the morphol. and solid packing effects. Finally, a dihydrotetraazaanthracene was used as a building-block to create a mesoionic octaazapentacene.

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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

Safety of 5,6-Dichloropyrazine-2,3-dicarbonitrile. 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 The synthesis, photochemical and photophysical properties of zinc aryloxy- and alkyloxyazaphthalocyanines. Author is Novakova, Veronika; Zimcik, Petr; Miletin, Miroslav; Vujtech, Petr; Franzova, Sarka.

Octasubstituted zinc tetrapyrazinoporphyrazines bearing butoxy, octyloxy, 2,6-diisopropylphenoxy and 4-(hydroxymethyl)phenoxy substituents were synthesized from the corresponding 5,6-disubstituted pyrazine-2,3-dicarbonitriles using Zn(quinoline)2Cl2 in yields varying from 14 to 44%. The reaction procedure proved to be efficient for the synthesis of both alkyloxy- and aryloxy- substituted zinc tetrapyrazinoporphyrazines and did not require strictly anhydrous conditions. Optimal cyclotetramerization conditions were identified for each derivative, in terms of reaction temperature, as overheating cleaved the ether bond leaving a vacant OH group on the macrocycle. The photochem. and photophys. properties of the synthesized compounds were investigated in pyridine. Singlet oxygen quantum yields (Φ Δ) ranged from 0.49 to 0.61 and high fluorescence quantum yields (Φ F) of ∼0.30 were observed for non-aggregated compounds

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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

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: 3685-23-2, is researched, SMILESS is N[C@H]1CC[C@H](CC1)C(O)=O, Molecular C7H13NO2Journal, Journal of Organic Chemistry called Reductive cyclization of aminobenzoic acids, Author is Augustine, Robert L.; Vag, Linda A., the main research direction is aminobenzoic acid hydrogenation; cyclization reductive aminobenzoic acid; azabicyclooctanone; bicyclic lactam; bicyclic lactam.Recommanded Product: 3685-23-2.

Hydrogenation of m- and p-H2NC6H4CO2H over a Ru catalyst at 150°/1600 psig gave the bicyclic lactams I and II, resp. Cyclization also occurred on hydrogenation of 3,4-Me(H2N)C6H3CO2H. Hydrogenation of 3,4-(H2N)2C6H3CO2H resulted in loss of one of the NH2 groups; the 4-NH2 group was lost twice as readily as the 3-NH2 group. With 3,4-(HO)(H2N)C6H3CO2H, complete hydrogenolysis of the NH2 group occured.

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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

Nakamura, Akira; Ikeda, Osamu; Segawa, Hirozo; Takeuchi, Yasutomo; Takematsu, Tetsuo published an article about the compound: 5,6-Dichloropyrazine-2,3-dicarbonitrile( cas:56413-95-7,SMILESS:N#CC1=NC(Cl)=C(Cl)N=C1C#N ).Electric Literature of C6Cl2N4. Aromatic heterocyclic compounds can be classified according to the number of heteroatoms or the size of the ring. The authors also want to convey more information about this compound (cas:56413-95-7) through the article.

The herbicidal activities of 6-substituted 2,3-dicyano-5-chloropyrazines were evaluated and correlated with the previously reported substituent parameters π (hydrophobicity) and σp (Hansch, A., et al., 1973). Parameters π and π2 indicate that the hydrophobicity of the mol. is involved in the translocation of these compounds to the target site. The activity decreases with increasing electron-withdrawing property of the 6-substituent. The herbicidal activity varied parabolically with the change in π.

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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

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Linear and cyclic peptides derived from p-aminobenzoic acid》. Authors are Langenbeck, Wolfgang; Weisbrod, Dieter.The article about the compound:cis-4-Aminocyclohexane carboxylic acidcas:3685-23-2,SMILESS:N[C@H]1CC[C@H](CC1)C(O)=O).Recommanded Product: cis-4-Aminocyclohexane carboxylic acid. Through the article, more information about this compound (cas:3685-23-2) is conveyed.

cf. CA 62, 13226b. The linear peptides N-carbobenzoxyglycyl-p-aminobenzoylglycyl-p-aminobenzoic acid (I), N-carbobenzoxy-ε-aminocaproyl-p-aminobenzoyl-ε-aminocaproic acid ethyl ester (II), and ε-aminocaproyl-p-aminobenzoyl-ε-aminocaproic acid (III) were obtained, using activated esters (method a) or the carbodiimide procedure (method b). The preparation of the cyclic peptides cyclo(ε-aminocapropyl-p-aminobenzoyl-ε-aminocaproyl-p-aminobenzoyl) (IV) and cyclo(11-aminoundecanoyl-p-aminobenzoyl) (V) was performed by cyclization of the corresponding linear peptides in diethyl phosphite with tetraethyl pyrophosphite as condensing agent. The formation of IV resulted probably from dimerization of the starting material. Because of the very small solubility of IV in all common solvents, it was impossible to determine the mol. weight p-Aminobenzoyl-ε-aminocaproic acid-HBr was prepared by hydrolysis of the N-carbobenzoxy compound To 4.1 g. N-carbobenzoxyglycyl-p-aminobenzoylglycine p-nitrophenyl ester in a mixture of 30 ml. tetrahydrofuran and 20 ml. Me2NCHO, a solution of 1.2 g. p-aminobenzoic acid and 0.35 g. NaOH in 10 ml. H2O was added. The mixture was refluxed 4 hrs. to yield 7.4% I, m. 297° (decomposition). For preparation of I using the mixed anhydride method, 3.3 g. N-carbobenzoxyglycyl-p-aminobenzoic acid, in 50 ml. tetrahydrofuran and 1.4 ml. Me3N, was treated with 1.31 ml. chlorocarbonic acid iso-Bu ester at -10°. To the reaction mixture, 2.75 g. glycyl-p-aminobenzoic acid-HBr in 20 ml. N NaOH was added and the mixture stirred 3 hrs. at 20° and 1 hr. at 40° to give 40% I. (Method a): To 3.8 g. carbobenzoxy-ε-aminocaproyl-p-aminobenzoic acid (VI) in 0.81 ml. pyridine and 50 ml. tetrahydrofuran, 1.35 ml. chlorocarbonic acid iso-Bu ester in 10 ml. tetrahydrofuran was added dropwise at -10° during 10 min., and stirring continued for 50 min. in the cold. ε-Aminocaproic acid ethyl ester-HCl (2 g.) in 10 ml. tetrahydrofuran and 0.81 ml. pyridine were added and the mixture was stirred 4 hrs. at 20° to give 28.8% II, m. 134°. (Method b) VI (3.8 g.) was dissolved in 50 ml. tetrahydrofuran, 2 g. ε-aminocaproic acid ethyl ester-HCl in 0.81 ml. pyridine and 2.1 g. dicyclohexylcarbodiimide in 5 ml. tetrahydrofuran added, and the mixture kept 24 hrs. at 20° to give 66.7% II. II (5.3 g.) was treated for 30 min. at 20° with 10 ml. HBr-HOAc to give 80.5% ε-aminocapropyl-p-aminobenzoyl-ε-aminocaproic acid ethyl ester-HBr (VII), m. 177-9°. VII (2.4 g.) was refluxed for 2 hrs. with 75 ml. Ba(OH)2 solution to give 7.2% III, m. 233° (decomposition). For cyclization, 1.324 g. ε-aminocaproyl-p-aminobenzoic acid-HBr (VIII) was dissolved in 1 l. diethyl phosphite, then 0.4 ml. pyridine and 4.85 ml. tetraethyl pyrophosphite added. The reaction mixture was stirred for 4 hrs. at 140° under N. Diethyl phosphite was distilled in vacuo, and the residue heated for 1 hr. with 100 ml. H2O and 1 l. MeOH. A white precipitate of linear oligopeptides with high mol. weight was filtered off, and 900 ml. H2O added to the filtrate, whereby further linear oligomers were precipitated, and removed by filtration. The filtrate was passed through an ion exchanger (Wofatit KPS 200, anionic, Wofatit L 150, cationic) and concentrated to 50 ml. in vacuo to give 22.6% IV, m. ∼380° (decomposition). Cyclization of VIII in the presence of tetraethyl pyrophosphite and 1.4 g. imidazole gave 23.2% IV. 11-Aminoundecanoyl-p-aminobenzoic acid-HBr (IX) [prepared in 94% yield from N-carbobenzoxy-11-aminoundecanoyl-p-aminobenzoic acid by hydrolysis with HBr-AcOH, m. 236-8° (decomposition)] (1.604 g.) in l. diethyl phosphite in the cold was treated with 0.4 ml. pyridine and 4.85 ml. tetraethyl pyrophosphite to give 23.6% V, m. 218-20°. Cyclization of IX with equivalent amounts of tetraethyl pyrophosphite and imidazole gave 21.7% IV. N-Carbobenzoxy-p-aminobenzoyl-ε-aminocaproic acid (3.8 g.) was hydrolyzed for 30 min. at 20° with 15 ml. HBr-AcOH to give 57.4% p-aminobenzoyl-ε-aminocaproic acid-HBr, m. 160°. N-Carbobenzoxy-11-aminoundecanoyl-p-aminobenzoic acid was hydrolyzed with HBr-AcOH to give 64.6% raw 11-aminoundecanoyl-p-aminobenzoic acid, m. 204-7°. p-Aminobenzoic acid was dissolved in AcOH and hydrogenated with PtO2 at 20° and atm. pressure. After 1/3 of the theoretical amount of H was absorbed, addnl. PtO2 was added. This procedure was repeated several times. When 80% of the theoretical amount of H was absorbed, the hydrogenation was stopped, and the reaction mixture worked up to give 20.9% cis-hexahydro-p-aminobenzoic acid.

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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