Tag: 100-200

Kumar, Sunil; Singh, Sohan; Gadwal, Jitendra; Makar, Parvesh; Joshi, Hemant published an article in 2021. The article was titled 《Regioselective C-H arylation of imidazoles employing macrocyclic palladium(II) complex of organoselenium ligand》, and you may find the article in Journal of Organometallic Chemistry.Recommanded Product: 2-Bromobenzonitrile The information in the text is summarized as follows:

In this report, a new air stable bidentate selenium ligand was synthesized by the reaction of 1,8-bis(2-(chloromethyl)phenoxy)octane with sodium salt of phenylselenol. The reaction of this ligand with Pd(CH3CN)2Cl2 in acetonitrile under reflux conditions resulted in 19-membered ring macrocyclic palladium(II) complex. The structure of ligand precursors, ligand, and macrocyclic palladium(II) complex were authenticated by using 1H, 13C{1H} NMR spectroscopy and elemental anal. The obtained air and moisture stable, thermally robust macrocyclic palladium(II) complex was employed as catalyst for regioselective arylation of 1-methylimidazole and 1,2-dimethylimidazole with a variety of aryl bromides. The mild reaction conditions, exclusive C-5 regioselectivity, excellent yields (∼73-95%), low catalyst loading (1.5 mol%) and functional group tolerance are the advantages of this protocol. Homogeneous nature of catalysis process was confirmed with the help of mercury and triphenylphosphine poisoning tests. The catalyst can be recycled and reused with significant loss (22%) in efficiency. The experimental process involved the reaction of 2-Bromobenzonitrile(cas: 2042-37-7Recommanded Product: 2-Bromobenzonitrile)

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.Recommanded Product: 2-Bromobenzonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Yadav, Maruti B.; Jeong, Yeon Tae published their research in Organic & Biomolecular Chemistry in 2021. The article was titled 《A one-pot ring-closure and ring-opening sequence for the cascade synthesis of dihydrofurofurans and functionalized furans》.Formula: C9H7NO The article contains the following contents:

Authors have developed a simple novel ring-closure and ring-opening pathway using an organo-base system for the synthesis of highly substituted dihydrofurofuran and furan frameworks via a triethylamine-catalyzed one-pot three-component reaction. The protocol involved a Knoevenagel and Michael adduct via Paal-Knorr cyclization with aromatic/aliphatic glyoxal and 2-cyanoacetophenone under mild and heating conditions with excellent yields through a simple filtration method. The merits of this methodol., including the use of easily available feedstocks and an inexpensive catalyst, Gram-scale synthesis, wide functional group tolerance, an open-air reaction setup, and no need for workup and column-chromatog. procedures, make the developed methodol. a practical way to access dihydrofurofurans and functionalized furans. After reading the article, we found that the author used 3-Oxo-3-phenylpropanenitrile(cas: 614-16-4Formula: C9H7NO)

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.Formula: C9H7NO

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

《General Paradigm in Photoredox Nickel-Catalyzed Cross-Coupling Allows for Light-Free Access to Reactivity》 was written by Sun, Rui; Qin, Yangzhong; Nocera, Daniel G.. Application of 623-00-7 And the article was included in Angewandte Chemie, International Edition in 2020. The article conveys some information:

Self-sustained NiI/III cycles were established as a potentially general paradigm in photoredox Ni-catalyzed carbon-heteroatom cross-coupling reactions through a strategy that allows the authors to recapitulate photoredox-like reactivity in the absence of light across a wide range of substrates in the amination, etherification, and esterification of aryl bromides, the latter of which has remained, hitherto, elusive under thermal Ni catalysis. Moreover, the accessibility of esterification in the absence of light is especially notable because previous mechanistic studies on this transformation under photoredox conditions have unanimously invoked energy-transfer-mediated pathways.4-Bromobenzonitrile(cas: 623-00-7Application 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.Application 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.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

《Lewis acid promoted dehydration of amides to nitriles catalyzed by [PSiP]-pincer iron hydrides》 was written by Chang, Guoliang; Li, Xiaoyan; Zhang, Peng; Yang, Wenjing; Li, Kai; Wang, Yajie; Sun, Hongjian; Fuhr, Olaf; Fenske, Dieter. HPLC of Formula: 1194-02-1 And the article was included in Applied Organometallic Chemistry in 2020. The article conveys some information:

The dehydration of primary amides to their corresponding nitriles using four [PSiP]-pincer hydrido iron complexes [(2-Ph2PC6H4)2MeSiFe(H)(PMe3)2, (2-Ph2PC6H4)2HSiFe(H)(PMe3)2, (2-(iPr)2PC6H4)2HSiFe(H)(PMe3)2 and (2-(iPr)2PC6H4)2MeSiFe(H)(PMe3)2] as catalysts in the presence of (EtO)3SiH as dehydrating reagent was explored in the good to excellent yields. It was proved for the first time that Lewis acid could significantly promote this catalytic system under milder reaction conditions than other Lewis acid-promoted system, such as shorter reaction time or lower reaction temperature This was also the first example that dehydration of primary amides to nitriles RCN [R = 4-ClC6H4, 2-thienyl, Bn, etc.] was catalyzed by silyl hydrido iron complexes bearing [PSiP]-pincer ligands with Lewis acid as additive. This catalytic system had good tolerance for many substituents. Among the four iron hydrides (2-Ph2PC6H4)2MeSiFe(H)(PMe3)2 was the best catalyst. The effects of substituents of the [PSiP]-pincer ligands on the catalytic activity of the iron hydrides were discussed. A catalytic reaction mechanism was proposed. Complex (2-(iPr)2PC6H4)2MeSiFe(H)(PMe3)2 was a new iron complex and was fully characterized. The mol. structure of complex (2-(iPr)2PC6H4)2MeSiFe(H)(PMe3)2 was determined by single crystal X-ray diffraction.4-Fluorobenzonitrile(cas: 1194-02-1HPLC of Formula: 1194-02-1) was used in this study.

4-Fluorobenzonitrile(cas: 1194-02-1) is used as chemical intermediate, solvent for perfumes and pharmaceuticals, stabilizer for chlorinated solvents, HPLC analysis, catalyst and component of transition-metal complex catalysts.HPLC of Formula: 1194-02-1

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Nitrile – Wikipedia,
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《Synergetic Covalent and Spatial Confinement of Sulfur Species by Phthalazinone-Containing Covalent Triazine Frameworks for Ultrahigh Performance of Li-S Batteries》 was written by Guan, Ruiteng; Zhong, Lei; Wang, Shuanjin; Han, Dongmei; Xiao, Min; Sun, Luyi; Meng, Yuezhong. Recommanded Product: 1194-02-1 And the article was included in ACS Applied Materials & Interfaces in 2020. The article conveys some information:

Lithium-sulfur (Li-S) batteries severely suffer from the shuttling of soluble polysulfides intermediates, insulation of sulfur and lithium sulfides, and volumetric expansion of sulfur electrodes, which result in the fast capacity decay and low utilization of active materials. To overcome these issues, a new type of porous phthalazinone-based covalent triazine frameworks (P-CTFs) with inherent N and O atoms has been in situ grown onto conductive reduced graphene oxide (rGO) by the sulfur-mediated cyclization of dinitrile monomers to afford the S/P-CTF@rGO hybrids. The well-designed structure endows the S/P-CTF@rGO composites with several features for enhanced Li-S batteries: (i) the nanoporous structure can spatially trap the sulfur species within the P-CTFs; (ii) the covalent binding of sulfur and polar groups of phthalazinone and triazine in P-CTFs exhibits strong chem. attachment and adsorption with polysulfides and further limits the diffusion of polysulfides; (iii) the conductive rGO and semiconductive P-CTFs help faster electronic transportation and accelerate the electrochem. process. Therefore, the S/P-CTF@rGO cathodes show greatly enhanced electrochem. performances with a high initial specific capacity of 1130 mAh g-1 at 0.5C and a good capacity retention of 81.4% after 500 cycles, indicating only 0.04% degradation per cycle. In the experimental materials used by the author, we found 4-Fluorobenzonitrile(cas: 1194-02-1Recommanded Product: 1194-02-1)

4-Fluorobenzonitrile(cas: 1194-02-1) is used as chemical intermediate, solvent for perfumes and pharmaceuticals, stabilizer for chlorinated solvents, HPLC analysis, catalyst and component of transition-metal complex catalysts.Recommanded Product: 1194-02-1

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Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

《Metal-Free and Regioselective Synthesis of Substituted and Fused Chromenopyrrole Scaffolds via the Divergent Reactivity of α-Azido Ketones in Water》 was published in Journal of Organic Chemistry in 2020. These research results belong to Dhanasekar, Elumalai; Kannan, Tharanikkarasu; Venkatesan, Rengarajan; Perumal, Paramasivam Thirumalai; Kamalraja, Jayabal. Safety of 3-Oxo-3-phenylpropanenitrile The article mentions the following:

A green and simple approach was developed for the regioselective synthesis of structurally diverse chromenopyrrole frameworks from 3-formylchromones, active methylenes and α-azido ketones using piperidine as a catalyst in the aqueous medium through a tandem one pot multi-component reaction. Further, the synthesized pyrrole framework was successfully converted into biol. significant 6-azaindole derivatives in simple synthetic transformation. An exciting feature of this synthetic protocol is that the reaction mechanism and formation of the products depend on the nature of the active methylene used. This approach has several advantages such as transition metal-free catalyst, a short reaction time, easy separation, an excellent yield, practically simple execution, high regioselectivity, very good atom economy, low E-factor, and no requirement of toxic solvents and chromatog. purification The experimental part of the paper was very detailed, including the reaction process of 3-Oxo-3-phenylpropanenitrile(cas: 614-16-4Safety of 3-Oxo-3-phenylpropanenitrile)

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.Safety of 3-Oxo-3-phenylpropanenitrile

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Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

《Umpolung Strategy with 2-Aminothiophenols: Access to 2-Arylbenzothiazine Derivatives from Alkyl Aryl Ketones》 was published in Advanced Synthesis & Catalysis in 2020. These research results belong to Nguyen, Thanh Binh; Retailleau, Pascal. Application In Synthesis of 3-Oxo-3-phenylpropanenitrile The article mentions the following:

Strong Broensted acids were found to catalyze the oxidative condensation of 2-aminothiophenols with aryl alkyl ketones in DMSO to provide a wide range of complex 2-arylbenzothiazines I [R = H, Cl; R1 = 4-FC6H4, 4-MeC6H4, 2-thienyl, etc.]. With acetophenones, dimeric 2-arylbenzothiazines II [Ar = Ph, 4-FC6H4, 4-ClC6H4, 4-OMeC6H4] were formed. On the other hand, the reaction with propiophenones resulted in 2:1 adducts whereas 1:1 adducts were produced with isobutyrophenones, benzoylacetonitrile and Et benzoylacetate. In addition to this study using 3-Oxo-3-phenylpropanenitrile, there are many other studies that have used 3-Oxo-3-phenylpropanenitrile(cas: 614-16-4Application In Synthesis of 3-Oxo-3-phenylpropanenitrile) was used in this study.

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.Application In Synthesis of 3-Oxo-3-phenylpropanenitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

《General Method for Enantioselective Three-Component Carboarylation of Alkenes Enabled by Visible-Light Dual Photoredox/Nickel Catalysis》 was published in Journal of the American Chemical Society in 2020. These research results belong to Guo, Lei; Yuan, Mingbin; Zhang, Yanyan; Wang, Fang; Zhu, Shengqing; Gutierrez, Osvaldo; Chu, Lingling. Application of 623-00-7 The article mentions the following:

A visible-light-promoted photoredox/nickel protocol for the enantioselective three-component carboarylation of alkenes with tertiary and secondary alkyltrifluoroborates and aryl bromides is described. This redox-neutral protocol allows for facile and divergent access to a wide array of enantioenriched β-alkyl-α-arylated carbonyls, phosphonates, and sulfones in high yields and excellent enantioselectivities from readily available starting materials. We also report a modular and enantioselective synthesis of flurbiprofen analogs and piragliatin lead compound to demonstrate synthetic utility. Exptl. and computational mechanistic studies were performed to gain insights into the mechanism and origin of chemo- and enantioselectivity. The experimental process involved the reaction of 4-Bromobenzonitrile(cas: 623-00-7Application 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,Application 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.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

In 2019,Journal of Organic Chemistry included an article by Timelthaler, Daniel; Topf, Christoph. SDS of cas: 1194-02-1. The article was titled 《Liquid-Phase Hydrogenation of Nitriles to Amines Facilitated by a Co(II)/Zn(0) Pair: A Ligand-Free Catalytic Protocol》. The information in the text is summarized as follows:

The given report introduces a simple and user-friendly in situ method for the production of catalytically active cobalt particles. The approach circumvents the use of air- and moisture-sensitive reductants as well as the application of anhydrous Co-precursor salts. Accordingly, the described catalytic system is readily assembled under open-flask conditions by simply combining the components in the reaction vessel. Therefore, the arduous charging procedure of the reaction autoclave in a glovebox under an inert gas atm. is no longer necessary. In fact, the catalytically active material is obtained upon treatment of readily available Co(OAc)2·4 H2O with benign com. Zn powder. The catalytic performance of the resultant material was tested in the heterogeneous hydrogenation of nitriles to the corresponding primary amines. Both activity and selectivity of the cobalt catalyst are significantly enhanced if a triflate-based Lewis acid and ammonia is added to the reaction mixture The results came from multiple reactions, including the reaction of 4-Fluorobenzonitrile(cas: 1194-02-1SDS of cas: 1194-02-1)

4-Fluorobenzonitrile(cas: 1194-02-1) is used as chemical intermediate, solvent for perfumes and pharmaceuticals, stabilizer for chlorinated solvents, HPLC analysis, catalyst and component of transition-metal complex catalysts.SDS of cas: 1194-02-1

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Zhu, Yongbao; Cameron, Beth R.; Skerlj, Renato T. published an article in Journal of Organometallic Chemistry. The title of the article was 《Cycloauration of substituted 2-phenoxypyridine derivatives and X-ray crystal structure of gold, dichloro[2-[[5-[(cyclopentylamino)carbonyl]-2-pyridinyl-κN]oxy]phenyl-κC]-, (SP-4-3)-》.Recommanded Product: 6-Phenoxynicotinonitrile The author mentioned the following in the article:

Direct cycloauration of 2-phenoxypyridines with different substituents at the 5-position of the pyridine ring was carried out in an CH3CN/H2O medium, leading to isolation of cycloaurated compounds AuCl2(L) (HL = substituted 2-phenoxypyridine ligand) with alkyl, substituted alkyl, Ph, halo, ester, and amido groups. Preparation of cycloaurated compounds involved formation of an intermediate AuCl3(HL) via coordination reaction between the pyridine ligand and NaAuCl4 at room temperature and subsequent formation of the Au-C bond at elevated temperature in an CH3CN/H2O medium. The presence of a bulky lipophilic group decreased the yield of cycloaurated compounds and favored decomposition of the reaction species to Au(0). No coordination reaction was observed for ligands with a strong electron-withdrawing substituent (nitro or nitrile) in the pyridine ring. The ligand having the electron-donating dimethylamino group was oxidized by NaAuCl4 at room temperature The presence of a thienyl or an acetyl group allowed the isolation of the intermediate AuCl3(HL), but had an adverse effect on the subsequent cycloauration. The result of direct cycloauration of methyl-substituted 2-phenoxypyridine ligands indicated that the presence of a Me group at the 6-position in the pyridine ring closest to the Au-N(py) bond resulted in poor cycloauration and a decrease in compound stability. The X-ray crystal structure of cycloaurated compound AuCl2L (L = [2-[[5-[(cyclopentylamino)carbonyl]-2-pyridinyl-κN]oxy]phenyl-κC]) 1 was determined, depicting a four-coordinate Au atom located in the center of a slightly distorted square. The results came from multiple reactions, including the reaction of 6-Phenoxynicotinonitrile(cas: 99902-72-4Recommanded Product: 6-Phenoxynicotinonitrile)

6-Phenoxynicotinonitrile(cas: 99902-72-4) belongs to nitriles. Nitriles are found in many useful compounds. Nitrile rubber is also widely used as automotive and other seals since it is resistant to fuels and oils. Recommanded Product: 6-Phenoxynicotinonitrile Industrially, the main methods for producing nitriles are ammoxidation and hydrocyanation. Both routes are green in the sense that they do not generate stoichiometric amounts of salts.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts