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The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Benzimidazole derivatives》. Authors are Novelli, Armando.The article about the compound:2-(Pyridin-4-yl)-1H-benzo[d]imidazolecas:2208-59-5,SMILESS:C1(C2=CC=NC=C2)=NC3=CC=CC=C3N1).SDS of cas: 2208-59-5. Through the article, more information about this compound (cas:2208-59-5) is conveyed.

The preparation of benzimidazoles related to pharmacologically active substances is described. The Mannich reaction takes place with 2-substituted benzimidazoles. 2-Benzylbenzimidazole (5.62 g.) in 50 cc. MeOH and 2.4 g. morpholine (I) in 25 cc. MeOH chilled and treated dropwise with 2.4 g. of 38% CH2O (II) yielded on crystallization of the product from C6H6 6 g. 1-morpholinomethyl-2-benzylbenzimidazole, C19H21N3O, m. 118-20°. Similarly, condensation of 6.3 g. (p-nitrobenzyl)benzimidazole in 90 cc. MeOH with 2 g. I in 25 cc. MeOH with dropwise addition of 2.4 g. II in 20 cc. MeOH produced 4 g. (46%) 1-morpho-linomethyl-2-(p-nitrobenzyl)benzimidazole, m. 210°. Refluxing 5 g. o-C6H4(NH2)2 and 10 g. isonicotinic acid (III) with 30 cc./HCl (d. 1.19) and 20 cc. H2O 12 hrs. at 130-50° gave 3-6 g. (40%) 2-(4-pyridyl)benzimidazole, m. 219-20° Similar condensation of 7.5 g. of 4,5,1,2-Me2C6H2(NH2)2 with 12 g. III in HCl 20 hrs. at 150-70° yielded 4 g. (30%) 5,6-dimethyl-2-(4-pyridyl)benzimidazole, m. 239-40°.

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Reference:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

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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 Importance of Two-Electron Processes in Fe-Catalyzed Aryl-(hetero)aryl Cross-Couplings: Evidence of Fe0/Fe(II) Couple Implication, published in 2021-10-11, which mentions a compound: 1008-89-5, mainly applied to iron catalyzed aryl heteroaryl halide coupling reaction Grignard reagent; biaryl preparation; kinetics coupling reaction Grignard reagent aryl halide iron catalyst, Related Products of 1008-89-5.

Two drastically distinct mechanisms can be involved in aryl-(hetero)aryl Fe-mediated cross-couplings between Grignard reagents and organic halides, depending on the nature of the latter. (Hetero)aryl electrophiles, which easily undergo 1-electron reduction, can be involved in a Fe(II)/Fe(III) coupling sequence featuring an in situ generated organoiron(II) species, akin to their aliphatic analogs. However, less easily reduced substrates can be activated by transient Fe0 species formed by the reduction of the precatalyst. In this case, the coupling mechanism relies on two-electron elementary steps involving the Fe0/Fe(II) redox couple and proceeds by an oxidative addition/reductive elimination sequence. Hammett anal. shows that both those elementary steps are faster for electrophiles substituted by electron-withdrawing groups. The two mechanisms discussed herein can be involved concomitantly for electrophiles displaying an average oxidative power. Attesting to the feasibility of the aforementioned bielectronic mechanism, high-spin organoiron(II) intermediates formed by two-electron oxidative addition onto (hetero)aryl halides in catalytically relevant conditions were also characterized for the 1st time. Those results are sustained by paramagnetic 1H NMR, kinetics monitoring, and d. functional theory (DFT) calculations

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Reference:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Introduction of a new synthetic route about 2208-59-5

There is still a lot of research devoted to this compound(SMILES:C1(C2=CC=NC=C2)=NC3=CC=CC=C3N1)Reference of 2-(Pyridin-4-yl)-1H-benzo[d]imidazole, and with the development of science, more effects of this compound(2208-59-5) can be discovered.

Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Article, Spectrochimica Acta, Part A: Molecular and Biomolecular Spectroscopy called Research on differences between 2-(2′-pyridyl)benzimidazole and 2-(4′-pyridyl)benzimidazole based on terahertz time-domain spectroscopy, Author is Song, Maojiang; Yang, Fei; Liu, Liping; Su, Caixia, which mentions a compound: 2208-59-5, SMILESS is C1(C2=CC=NC=C2)=NC3=CC=CC=C3N1, Molecular C12H9N3, Reference of 2-(Pyridin-4-yl)-1H-benzo[d]imidazole.

Due to the important pharmaceutical activities of benzimidazole derivatives, the differences between 2-(2′-pyridyl)benzimidazole and 2-(4′-pyridyl)benzimidazole were researched by terahertz time-domain spectroscopy and d. functional theory systematically. Although the only difference between their mol. configurations is the different arrangement of nitrogen on pyridine ring, 2PBI and 4PBI have large differences in their exptl. absorption spectra in the range of 0.2-2.5 THz, such as the amount, amplitude and frequency position of absorption peaks. The validity of these results was confirmed by the theor. results simulated using d. functional theory. The possible reasons of these differences originate from the different dihedral angles between benzimidazole ring and pyridine ring and the different hydrogen-bonding interactions within crystal cell.

There is still a lot of research devoted to this compound(SMILES:C1(C2=CC=NC=C2)=NC3=CC=CC=C3N1)Reference of 2-(Pyridin-4-yl)-1H-benzo[d]imidazole, and with the development of science, more effects of this compound(2208-59-5) can be discovered.

Reference:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

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There is still a lot of research devoted to this compound(SMILES:C1(C2=CC=CC=C2)=NC=CC=C1)Computed Properties of C11H9N, and with the development of science, more effects of this compound(1008-89-5) can be discovered.

Heterocyclic compounds can be divided into two categories: alicyclic heterocycles and aromatic heterocycles. Compounds whose heterocycles in the molecular skeleton cannot reflect aromaticity are called alicyclic heterocyclic compounds. Compound: 1008-89-5, is researched, Molecular C11H9N, about Visible-light- and bromide-mediated photoredox Minisci alkylation of N-heteroarenes with ester acetates, the main research direction is ethyl heteroarene preparation; heteroarene ethyl acetate photoredox Minisci alkylation photocatalyst.Computed Properties of C11H9N.

A visible-light-induced photoredox Minisci alkylation reaction of N-heteroarenes such as 7-chloro-2-methylquinoline with Et acetate has been reported. Et acetate was used for the first time as an alkylation reagent with reduced toxicity. Hence, 4-quinazolinones I [R = H, Cl, Et, (2-methoxyethyl)oxidanyl; R1 = H, F, Cl, Br, (2-methoxyethyl)oxidanyl], quinolines such as 7-chloro-2-methylquinoline, and pyridines such as 4-phenylpyridine and 2-phenylpyridine reacted smoothly in the current reaction system. Mechanistic studies indicate that LiBr plays a key role to dramatically improve the efficiency of the reaction by the mediation of hydrogen atom transfer.

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Reference:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

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From this literature《Influence of the molecular structure on the inhibitor properties of benzimidazole derivatives on mild steel corrosion in 1 M hydrochloric acid》,we know some information about this compound(2208-59-5)HPLC of Formula: 2208-59-5, but this is not all information, there are many literatures related to this compound(2208-59-5).

HPLC of Formula: 2208-59-5. 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: 2-(Pyridin-4-yl)-1H-benzo[d]imidazole, is researched, Molecular C12H9N3, CAS is 2208-59-5, about Influence of the molecular structure on the inhibitor properties of benzimidazole derivatives on mild steel corrosion in 1 M hydrochloric acid. Author is Popova, A.; Christov, M.; Deligeorgiev, T..

Six benzimidazole derivatives were investigated as corrosion inhibitors for mild steel in 1 M HCl by using gravimetric and polarization techniques. The inhibitor efficiency depended on the concentration and on structure of the mols. The results were interpreted by using an adsorption model based on inhibitor adsorption in the form of non-protonated and protonated mols. Five of the six examined compounds adsorbed according to the Frumkin adsorption isotherm. An attempt was made to find a correlation between the inhibition efficiency and some parameters of the electronic structure of the mol., like induction and resonance effects of the substituents and ionization potential. A correlation also was attempted between the inhibition efficiency and some parameters of the chem. structure of the mol., like the mol. area and others. No simple correlation was found.

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Reference:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

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From this literature《Emission Intensity Enhancement for Iridium(III) Complex in Dimethyl Sulfoxide under Photoirradiation》,we know some information about this compound(1008-89-5)Computed Properties of C11H9N, but this is not all information, there are many literatures related to this compound(1008-89-5).

Computed Properties of C11H9N. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: 2-Phenylpyridine, is researched, Molecular C11H9N, CAS is 1008-89-5, about Emission Intensity Enhancement for Iridium(III) Complex in Dimethyl Sulfoxide under Photoirradiation. Author is Hattori, Shingo; Hirata, Shuntaro; Shinozaki, Kazuteru.

We found emission intensity enhancement for fac-Ir(ppy)3 (ppy = 2-(2′-phenyl)pyridine) in aerated DMSO during photoirradiation for the first time. This phenomenon was concluded to be responsible for the consumption of 3O2 dissolved in DMSO through di-Me sulfone production by photosensitized reaction using fac-Ir(ppy)3. A 3O2 adduct of DMSO mol. was detected by UV absorption measurement and theor. calculation We proposed a mechanism for the emission enhancement reaction including 1,3O2 mols. and 1,3O2-DMSO adducts and validated it through a simulation of emission intensity change using an ordinary differential equation solver.

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Reference:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Why do aromatic interactions matter of compound: 2208-59-5

There is still a lot of research devoted to this compound(SMILES:C1(C2=CC=NC=C2)=NC3=CC=CC=C3N1)Name: 2-(Pyridin-4-yl)-1H-benzo[d]imidazole, and with the development of science, more effects of this compound(2208-59-5) can be discovered.

Name: 2-(Pyridin-4-yl)-1H-benzo[d]imidazole. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: 2-(Pyridin-4-yl)-1H-benzo[d]imidazole, is researched, Molecular C12H9N3, CAS is 2208-59-5, about 1-Methyl-4-(1-methyl-1H-benzimidazol-2-yl)pyridinium iodide. Author is Wang, Fang-Ming.

The cation of 1-methyl-4-(1-methyl-1H-benzimidazol-2-yl)pyridinium iodide, C14H14N3+·I-, is nonplanar, the dihedral angle between the benzimidazole and the 1-methylpyridinium planes being 37.4(2)°. The crystal structure is stabilized by weak π-π stacking interactions, the centroid-centroid distances between 1-methylimidazole and benzimidazole planes being 3.678(4) Å. Crystallog. data are given.

There is still a lot of research devoted to this compound(SMILES:C1(C2=CC=NC=C2)=NC3=CC=CC=C3N1)Name: 2-(Pyridin-4-yl)-1H-benzo[d]imidazole, and with the development of science, more effects of this compound(2208-59-5) can be discovered.

Reference:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

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There is still a lot of research devoted to this compound(SMILES:C1(C2=CC=CC=C2)=NC=CC=C1)Formula: C11H9N, and with the development of science, more effects of this compound(1008-89-5) can be discovered.

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: 2-Phenylpyridine, is researched, Molecular C11H9N, CAS is 1008-89-5, about Isolation of Homoleptic Dicationic Tellurium and Monocationic Bismuth Analogues of Non-N-Heterocyclic Carbene Derivatives.Formula: C11H9N.

The first examples of Te analogs of non-N-heterocyclic carbene (non-NHC) derivatives, [(ppy)2Te]·2ClO4, (4·2ClO4), and [(ppy)2Te]·2OTf, (5·2OTf, Hppy = 2-phenylpyridine) are reported by the metathesis reaction of diorganoiodotelluronium(IV) cation, [(ppy)2TeI]·I3, (3·I3), with AgClO4 and AgOTf, resp. The metathesis reaction of ppyTeCl3 (6), with an excess of AgClO4 resulted in the isolation of [ppyTe(μ-O)]2·2ClO4 (8·2ClO4). The reaction of triorganotelluronium(IV) cation [(ppy)3Te]·Br (10·Br), with K2PdCl4 afforded [(ppy)2TeCl]·[(ppy)PdCl2] (11). The generality of the “”ppy”” group on stabilizing other main-group non-NHC analogs has been further established by synthesizing the second example of a Bi analog of a non-NHC derivative, namely, bismuthenium ion, [(ppy)2Bi]·Cl (12·Cl), using the same aryl group. All of the synthesized compounds are unambiguously authenticated by single-crystal X-ray diffraction studies. DFT calculations, natural bond orbital (NBO), atoms in mols. (AIM), and electron localization function (ELF) indicate that the stability of the non-NHC carbenoids relies on the σ-hole participation of the Te/Bi atom with the strong intramol. coordination ability of the pyridyl N atom of the aryl substituent.

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Reference:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

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There is still a lot of research devoted to this compound(SMILES:C1(C2=CC=NC=C2)=NC3=CC=CC=C3N1)Computed Properties of C12H9N3, and with the development of science, more effects of this compound(2208-59-5) can be discovered.

Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Crystal Growth & Design called A Series of Inorganic-Organic Hybrid Composite Solids Based on Molybdenum Oxide Chains, Author is Chen, Li-Juan; He, Xiang; Xia, Chang-Kun; Zhang, Quan-Zheng; Chen, Jiu-Tong; Yang, Wen-Bin; Lu, Can-Zhong, which mentions a compound: 2208-59-5, SMILESS is C1(C2=CC=NC=C2)=NC3=CC=CC=C3N1, Molecular C12H9N3, Computed Properties of C12H9N3.

Six inorganic-organic compounds based on [MoxOy]n- chains, [Ag2(quinoxaline)2Mo4O13] (1), [Cu2(DMPz)2Mo4O13] (2) (DMPz = 2,5-dimethylpyrazine), [Cu2(4-PBIM)2Mo4O13] (3) [4-PBIM = 2-(4-pyridyl)benzimidazole], [Cu(OPBIM)(H2O) Mo3O10]·H2O (4) [OPBIM = 2-(2-ol-3-pyridinio)benzimidazole], [Co(3-HPBIM)2 (H2O)2Mo6O20] (5) [3-HPBIM = 2-(3-pyridyl)benzimidazolium], [Ni(3-HPBIM)2(H2O)2Mo6O20] (6), were hydrothermally synthesized and characterized by single-crystal x-ray diffraction. Compounds 1 and 2 represent the 1st two examples of three-dimensional frameworks constructed from [Mo8O26]n4n- anion chains integrated by M-L polymeric cation chains. Compounds 3 and 4 reveal the peripheral decorated [Mo8O26]n4n- and [Mo3O10]n2n- 1-dimensional chains, resp. The isostructural compounds 5 and 6 feature two-dimensional networks formed from [Mo3O10]2n4n- infinite chains linked by [Co(3-HPBIM)2]4+ fragments. The molybdate chains in compounds 1-3 and 4-6 represent three isomeric forms of [Mo8O26]n4n- and two [Mo3O10]n2n- chains, resp.

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Reference:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

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There is still a lot of research devoted to this compound(SMILES:C1(C2=CC=CC=C2)=NC=CC=C1)Name: 2-Phenylpyridine, and with the development of science, more effects of this compound(1008-89-5) can be discovered.

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.Moon, Yonghoon; Lee, Wooseok; Hong, Sungwoo researched the compound: 2-Phenylpyridine( cas:1008-89-5 ).Name: 2-Phenylpyridine.They published the article 《Visible-Light-Enabled Ortho-Selective Aminopyridylation of Alkenes with N-Aminopyridinium Ylides》 about this compound( cas:1008-89-5 ) in Journal of the American Chemical Society. Keywords: blue LED ortho selective aminopyridylation alkene aminopyridinium ylide. We’ll tell you more about this compound (cas:1008-89-5).

By utilizing an underexplored reactivity mode of N-aminopyridinium ylides, we developed the visible-light-induced ortho-selective aminopyridylation of alkenes via radical-mediated 1,3-dipolar cycloaddition The photocatalyzed single-electron oxidation of N-aminopyridinium ylides generates the corresponding radical cations that enable previously inaccessible 1,3-cycloaddition with a broader range of alkene substrates. The resulting cycloaddition adducts rapidly undergo subsequent homolytic cleavage of the N-N bond, conferring a substantial thermodn. driving force to yield various β-aminoethylpyridines. Remarkably, amino and pyridyl groups can be installed into both activated and unactivated alkenes with modular control of ortho-selectivity and 1,2-syn-diastereoselectivity under metal-free and mild conditions. Combined exptl. and computational studies are conducted to clarify the detailed reaction mechanism and the origins of site selectivity and diastereoselectivity.

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Reference:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles