Tag: 100-200

《13C NMR investigated of electronic interactions in 5-substituted 1-naphthonitriles》 was written by Schuster, Ingeborg I.. Product Details of 72016-73-0 And the article was included in Magnetic Resonance in Chemistry on April 30 ,1996. The article conveys some information:

Carbon-13 NMR chem. shifts of 5-Z-substituted 1-naphthonitriles (1; Z = H, F, Cl, Br, NH2, NMe2, CN, NO2, OMe, CHO, CO2Me) in deuteriochloroform and in neat trifluoroacetic acid (TFA) are reported. The CN carbon shifts are found to correlate well with the dual substituent parameters (DSPs). Neg. values of the transmission coefficients in the DSP correlation give evidence of a reverse substituent electronic effect, which is associated with variations in π polarization of the CN multiple bond, due primarily to differences in the through-space field effects of the various Z. The effect diminishes for 1 in neat TFA because of the greater contribution of dipolar ArC+=N- to the resonance hybrid. Deviations of the aromatic carbon shifts from substituent chem. shift additives are small, yet show distinct patterns for many of the carbon resonances. The deviations of the C-1-CN ipso carbon shifts of 1 in neutral solvents and in TFA correlate roughly with the DSPs. They are attributable to changes in charge d. at C-1 that arise as a consequence of substituent- and increased mesomeric activity by electron-donating groups, Z, in response to the CN-induced charge depletion within the adjacent aromatic ring. From the location of data for 5-methoxy-1-naphthonitrile (1; Z = OMe) in the chem. shift correlations of 1 in neat TFA, one can conclude that the methoxy group of this compound, unlike that of 1-methoxynaphthalene itself, is not significantly hydrogen-bonded by TFA. The experimental part of the paper was very detailed, including the reaction process of 5-Amino-1-naphthonitrile(cas: 72016-73-0Product Details of 72016-73-0)

5-Amino-1-naphthonitrile(cas: 72016-73-0) belongs to anime. Examples of direct uses of amines and their salts are as corrosion inhibitors in boilers and in lubricating oils (morpholine), as antioxidants for rubber and roofing asphalt (diarylamines), as stabilizers for cellulose nitrate explosives (diphenylamine), as protectants against damage from gamma radiation (diarylamines), as developers in photography (aromatic diamines), as flotation agents in mining, as anticling and waterproofing agents for textiles, as fabric softeners, in paper coating, and for solubilizing herbicides.Product Details of 72016-73-0

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Category: nitriles-buliding-blocksIn 2018 ,《Design, synthesis and biological evaluation of a series of novel GPR40 agonists containing nitrogen heterocyclic rings》 was published in Bioorganic & Medicinal Chemistry Letters. The article was written by Sun, Zhaozhu; Zhou, Tian; Pan, Xuan; Yang, Ying; Huan, Yi; Xiao, Zhiyan; Shen, Zhufang; Liu, Zhanzhu. The article contains the following contents:

A novel series of GPR40 agonists is designed by introducing nitrogen-containing heterocyclic ring at the terminal Ph ring of TAK-875 (I) with the aim of decreasing its lipophilicity. Three different β-substituted phenylpropionic acids were investigated as the acidic components. A total of 34 compounds have been synthesized, among which, compound II exhibited comparable GPR40 agonistic activity in vitro with TAK-875 and relatively lower lipophilicity through calculation (II: EC50 = 1.2 μM, cLogP = 1.3; TAK-875: EC50 = 5.1 μM, cLogP = 3.4). Moreover, compound II was able to enhance the insulin secretion of primary islets isolated from normal ICR mice and showed no obvious inhibition against cytochromes P 450 in vitro. In vivo, compound II exhibited efficacy in oral glucose tolerance test (oGTT) in normal ICR mice. The experimental part of the paper was very detailed, including the reaction process of 2-(3-Bromophenyl)acetonitrile(cas: 31938-07-5Category: nitriles-buliding-blocks)

2-(3-Bromophenyl)acetonitrile(cas: 31938-07-5) has been used in the synthesis of a series of aminoethylbiphenyls, novel 5-HT7 receptor ligands or 2-(1-cyano-1-(3-bromophenyl))methylidene-3-phenylthiazolidine-4,5-dione.Category: nitriles-buliding-blocks

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Related Products of 623-00-7In 2020 ,《Supercritical carbon dioxide extraction of a biaryl from model product solutions of a flow Suzuki-Miyaura coupling reaction》 was published in Journal of Chemical Engineering of Japan. The article was written by Fujii, Tatsuya; Kawasaki, Shin-ichiro. The article contains the following contents:

The present study investigates the extraction of a target chem., 4-cyanobiphenyl, from model product solutions of a flow Suzuki-Miyaura coupling reaction. Fast flow extraction from an ethanol aqueous solution of 4-cyanobiphenyl was conducted using supercritical carbon dioxide as the extraction solvent under conditions of 40-60°C and 10-20 MPa. More than 80% of the 4-cyanobiphenyl was recovered in the CO2-rich phase, and the rate was greater than 5.0 g-4-cyanobiphenyl/h for the extraction at 60°C and 20 MPa from the model solution containing salts. The effects of the ethanol mole fraction and the extraction pressure were also investigated to elucidate the effect of changes in the solvent properties on the partitioning behavior. The 4-cyanobiphenyl partition coefficient decreased with increasing ethanol mole fraction and increased with increasing extraction pressure. A model that includes the effects of changes in solubility with increasing CO2 d. and ethanol mole fraction in the water- and CO2-rich phases was developed. The model well represents the tendency of the partitioning behavior, which indicates that the CO2 d. and ethanol mole fraction in each phase are important factors governing the partitioning behavior. In addition to this study using 4-Bromobenzonitrile, there are many other studies that have used 4-Bromobenzonitrile(cas: 623-00-7Related Products of 623-00-7) was used in this study.

4-Bromobenzonitrile(cas: 623-00-7) has been used in the synthesis of 4-iodobenzonitrile via photo-induced aromatic Finkelstein iodination reaction.Related Products of 623-00-7 It can also be used as an aryl halide test compound in developing greener reaction conditions for Suzuki cross-coupling between aryl halides and phenyl boronic acid.

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In 2022,Planas, Oriol; Peciukenas, Vytautas; Leutzsch, Markus; Noethling, Nils; Pantazis, Dimitrios A.; Cornella, Josep published an article in Journal of the American Chemical Society. The title of the article was 《Mechanism of the Aryl-F Bond-Forming Step from Bi(V) Fluorides》.Safety of 4-Fluorobenzonitrile The author mentioned the following in the article:

The authors describe a combined exptl. and theor. mechanistic study of the C(sp2)-F bond formation from neutral and cationic high-valent organobismuth(V) fluorides, featuring a dianionic bis-aryl sulfoximine ligand. An exhaustive assessment of the substitution pattern in the ligand, the sulfoximine, and the reactive aryl on neutral triarylbismuth(V) difluorides revealed that formation of dimeric structures in solution promotes facile Ar-F bond formation. Noteworthy, theor. modeling of reductive elimination from neutral Bi(V) difluorides agrees with the exptl. determined kinetic and thermodn. parameters. Also, the addition of external fluoride sources leads to inactive octahedral anionic Bi(V) trifluoride salts, which decelerate reductive elimination. However, a parallel anal. for cationic bismuthonium fluorides revealed the crucial role of tetrafluoroborate anion as fluoride source. Both exptl. and theor. analyses conclude that C-F bond formation occurs through a low-energy five-membered transition-state pathway, where the F anion is delivered to a C(sp2) center, from a BF4 anion, reminiscent of the Balz-Schiemann reaction. The knowledge gathered throughout the study permitted a rational assessment of the key parameters of several ligands, identifying the simple sulfone-based ligand family as an improved system for the stoichiometric and catalytic fluorination of arylboronic acid derivatives In the experiment, the researchers used 4-Fluorobenzonitrile(cas: 1194-02-1Safety of 4-Fluorobenzonitrile)

4-Fluorobenzonitrile(cas: 1194-02-1) is used in the synthesis of flurenones, pharmaceutical prerequisites, as well as opiod receptor antagonists.Safety of 4-Fluorobenzonitrile

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Zafari, Parvin; Saatluo, Bahman Ebrahimi; Rashidi, Ahmad; Baradarani, Mehdi M.; Joule, John A. published their research in ARKIVOC (Gainesville, FL, United States) in 2021. The article was titled 《Three-component synthesis of novel spiro[4H-pyran-3,3′-oxindoles] using 5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinoline-1,2-dione》.SDS of cas: 614-16-4 The article contains the following contents:

One-pot, three-component reactions of the tricyclic isatin 5,6-dihydro-4H-pyrrolo[3,2,1-ij]quinoline-1,2-dione with variously substituted aryl cyanomethyl ketones and malononitrile, or Et cyanoacetate, generated spiro[4H-pyran-3,3′-oxindoles] I [X = CN, COOEt; R = H, 4-Me, 4-Cl, etc.] such as, 2-amino-2′-oxo-6-(phenyl)-5′,6′-dihydro-2’H,4’H-spiro[pyran-4,1′-pyrrolo[3,2,1-ij]quinoline]-3,5-dicarbonitrile. The experimental part of the paper was very detailed, including the reaction process of 3-Oxo-3-phenylpropanenitrile(cas: 614-16-4SDS of cas: 614-16-4)

3-Oxo-3-phenylpropanenitrile(cas: 614-16-4) has been used to produce 2-benzoyl-3-furan-2-yl-acrylonitrile. It is an active methylene compound, useful in heterocyclic synthesis, e.g. polyfunctional pyridines and pyrimidines.SDS of cas: 614-16-4

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《A Photophysical Study of Sensitization-Initiated Electron Transfer: Insights into the Mechanism of Photoredox Activity》 was written by Coles, Max S.; Quach, Gina; Beves, Jonathon E.; Moore, Evan G.. Application of 2042-37-7 And the article was included in Angewandte Chemie, International Edition in 2020. The article conveys some information:

The development of photocatalytic reactions has provided many novel opportunities to expand the scope of synthetic organic chem. In parallel with progress towards uncovering new reactivity, there is consensus that efforts focused on providing detailed mechanistic insight in order to uncover underlying excited-state reactions are essential to maximise formation of desired products. With this in mind, we have investigated the recently reported sensitization-initiated electron transfer (SenI-ET) reaction for the C-H arylation of activated aryl halides. Using a variety of techniques, and in particular nanosecond transient absorption spectroscopy, we are able to distinguish several characteristic signals from the excited-state species involved in the reaction, and subsequent kinetic anal. under various conditions has facilitated a detailed insight into the likely reaction mechanism. After reading the article, we found that the author used 2-Bromobenzonitrile(cas: 2042-37-7Application of 2042-37-7)

2-Bromobenzonitrile(cas: 2042-37-7) is used as a starting material to synthesize novel benzothiophene derivatives that were found to exhibit antibacterial and antifungal activity. It is commonly employed in reactions that require an electron-rich species to carry out nucleophilic substitution (or addition) reactions.Application of 2042-37-7

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《Aryl dechlorination and defluorination with an organic super-photoreductant》 was published in Photochemical & Photobiological Sciences in 2020. These research results belong to Glaser, Felix; Larsen, Christopher B.; Kerzig, Christoph; Wenger, Oliver S.. HPLC of Formula: 1194-02-1 The article mentions the following:

Direct excitation of the com. available super-electron donor tetrakis(dimethylamino)ethylene (TDAE) with light-emitting diodes at 440 or 390 nm provides a stoichiometric reductant that is able to reduce aryl chlorides and fluorides. The method is very simple and requires only TDAE, substrate, and solvent at room temperature The photoactive excited state of TDAE has a lifetime of 17.3 ns in cyclohexane at room temperature and an oxidation potential of ca. -3.4 V vs. SCE. This makes TDAE one of the strongest photoreductants able to operate on the basis of single excitation with visible photons. Direct substrate activation occurs in benzene, but acetone is reduced by photoexcited TDAE and substrate reduction takes place by a previously unexplored solvent radical anion mechanism. Our work shows that solvent can have a leveling effect on the photochem. available redox power, reminiscent of the pH-leveling effect that solvent has in acid-base chem. The experimental process involved the reaction of 4-Fluorobenzonitrile(cas: 1194-02-1HPLC of Formula: 1194-02-1)

4-Fluorobenzonitrile(cas: 1194-02-1) is used in the synthesis of flurenones, pharmaceutical prerequisites, as well as opiod receptor antagonists.HPLC of Formula: 1194-02-1

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The author of 《Organic semiconductor photocatalyst can bifunctionalize arenes and heteroarenes》 were Ghosh, Indrajit; Khamrai, Jagadish; Savateev, Aleksandr; Shlapakov, Nikita; Antonietti, Markus; Koenig, Burkhard. And the article was published in Science (Washington, DC, United States) in 2019. Product Details of 623-00-7 The author mentioned the following in the article:

In photoredox catalysis, an excited chromophore typically activates a single reactant either by oxidizing or reducing it. Ghosh et al. used a semiconductor catalyst to activate two reactants at once by quenching both an excited electron and the residual pos. hole (see the Perspective by Swift). As such, two different reactive carbon or halide fragments could be appended to sep. sites on an aryl ring. The catalyst also tolerated strong nucleophiles such as cyanide and could be recovered easily and reused. The results came from multiple reactions, including the reaction of 4-Bromobenzonitrile(cas: 623-00-7Product Details of 623-00-7)

4-Bromobenzonitrile(cas: 623-00-7) is classified as organic nitriles, which are commonly use solvents and are reacted further for various applications such as manufacture of polymers and intermediates for pharmaceuticals and other organic chemicals,Product Details of 623-00-7 It can also be used as an aryl halide test compound in developing greener reaction conditions for Suzuki cross-coupling between aryl halides and phenyl boronic acid.

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In 2019,Journal of the American Chemical Society included an article by Shi, Yongjia; Gao, Qian; Xu, Senmiao. Reference of 2-(3-Bromophenyl)acetonitrile. The article was titled 《Chiral Bidentate Boryl Ligand Enabled Iridium-Catalyzed Enantioselective C(sp3)-H Borylation of Cyclopropanes》. The information in the text is summarized as follows:

The authors herein report an Ir-catalyzed enantioselective C(sp3)-H borylation of cyclopropanecarboxamides using a chiral bidentate boryl ligand for the 1st time. A variety of substrates with α-quaternary C centers could be compatible in this reaction to provide β-borylated products with good to excellent enantioselectivities. Also the borylated products can be used as versatile precursors engaging in stereospecific transformations of C-B bonds, including the synthesis of a bioactive compound Levomilnacipran. In the experiment, the researchers used many compounds, for example, 2-(3-Bromophenyl)acetonitrile(cas: 31938-07-5Reference of 2-(3-Bromophenyl)acetonitrile)

2-(3-Bromophenyl)acetonitrile(cas: 31938-07-5) has been used in the synthesis of 2-(1-cyano-1-(3-bromophenyl))methylidene-3-phenylthiazolidine-4,5-dione or a series of aminoethylbiphenyls, novel 5-HT7 receptor ligands.Reference of 2-(3-Bromophenyl)acetonitrile

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In 2019,Journal of the American Chemical Society included an article by Huang, David; Szewczyk, Suzanne M.; Zhang, Pengpeng; Newhouse, Timothy R.. COA of Formula: C8H6BrN. The article was titled 《Allyl-Nickel Catalysis Enables Carbonyl Dehydrogenation and Oxidative Cycloalkenylation of Ketones》. The information in the text is summarized as follows:

We herein disclose the first report of a first-row transition metal-catalyzed α,β-dehydrogenation of carbonyl compounds using allyl-nickel catalysis. This development overcomes several limitations of previously reported allyl-palladium-catalyzed oxidation, and is further leveraged for the development of an oxidative cycloalkenylation reaction that provides access to bicycloalkenones with fused, bridged, and spirocyclic ring systems using unactivated ketone and alkene precursors. In the experiment, the researchers used many compounds, for example, 4-Cyanobenzyl bromide(cas: 17201-43-3COA of Formula: C8H6BrN)

4-Cyanobenzyl bromide(cas: 17201-43-3) is used in the synthesis of ligands containing a chelating pyrazolyl-pyridine group with a pendant aromatic nitrile. It is also useful in the preparation of 4-[(2H-tetra-zol-2-yl)methyl]benzonitrile by reaction with 2H-tetrazole in the presence of potassium hydroxide.COA of Formula: C8H6BrN

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