Tag: 200-300

Aliphatic polythioamides. I. Synthesis of bis(dithioesters) was written by Gressier, J. C.;Levesque, G.. And the article was included in European Polymer Journal in 1980.Related Products of 16144-65-3 The following contents are mentioned in the article:

Bis(n-dodecyl dithioesters) are prepared by hydrochlorination of dinitriles, e. g., (CH₂)₄(CN)₂, in the presence of thiols followed by sulfuration of the resulting dihydrochlorides, e. g., RSC(:NH)(CH₂)₄C(:NH)SR.2HCl (R = dodecyl). The process gives solid, air-stable products of high purity, which are suitable for polycondensation with aliphatic diamines at low temperature to give high- mol.-weight polythioamides. The tetrathioadipates are degraded in the presence of bases to give a conjugated dithioester, in a reaction comparable with the Dieckmann cyclization of diesters. This study involved multiple reactions and reactants, such as 2,2′,2”-(2,4,6-Trimethylbenzene-1,3,5-triyl)triacetonitrile (cas: 16144-65-3Related Products of 16144-65-3).

2,2′,2”-(2,4,6-Trimethylbenzene-1,3,5-triyl)triacetonitrile (cas: 16144-65-3) belongs to nitriles. Nitrile function is a very important functional group because it can be manipulated to other functional groups such as carboxylic acid by hydrolysis or amine by reduction, respectively. 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.Related Products of 16144-65-3

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Nitrile – Wikipedia,
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Potassium 2,2,5,7,8-Pentamethylchroman-6-oxide: A Rationally Designed Base for Pd-Catalysed Amination was written by Hoi, Ka Hou;Organ, Michael G.. And the article was included in Chemistry – A European Journal in 2012.Synthetic Route of C14H12N2O The following contents are mentioned in the article:

The authors have used a base, potassium 2,2,5,7,8-pentamethylchroman-6-hydroxide, for palladium-catalyzed amination. It has the necessary basicity to facilitate the efficient deprotonation of the corresponding aryl palladium ammonium complexes to give desirable kinetics, while having diminished nucleophilicity to mitigate undesired side reactions with base-sensitive functional groups. The base has shown excellent reactivity and selectivity with both highly reactive phosphine- and NHC-based Pd catalysts indicating it will have high compatibility, thus good generality and broad uptake in metal-catalyzed amination reactions. This study involved multiple reactions and reactants, such as 4-((4-Methoxyphenyl)amino)benzonitrile (cas: 319016-04-1Synthetic Route of C14H12N2O).

4-((4-Methoxyphenyl)amino)benzonitrile (cas: 319016-04-1) belongs to nitriles. There has been no report on the microbial biosynthesis of nitriles and the physiological function of such enzymes, nor was it not even known whether aliphatic and aromatic nitriles are biological compounds or just petrochemicals. Some nitriles are manufactured by heating carboxylic acids with ammonia in the presence of catalysts. This process is used to make nitriles from natural fats and oils, the products being used as softening agents in synthetic rubbers, plastics, and textiles and for making amines.Synthetic Route of C14H12N2O

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Nitrile – Wikipedia,
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Electrochemical oxidation of organic compounds in fluorosulfuric acid. X. Effect of the increase in acidity on the anodic behavior of some aromatic compounds in the fluorosulfuric acid-antimony pentafluoride system was written by Rudenko, A. P.;Zarubin, M. Ya.;Averyanov, S. F.. And the article was included in Journal fuer Praktische Chemie (Leipzig) in 1985.HPLC of Formula: 16144-65-3 The following contents are mentioned in the article:

The electrochem. oxidation of 37 aromatic compounds (nitriles, nitro compounds, amines, sulfonyl fluorides, carbonyl compounds, hydrocarbons, benzylic acetates, MeO compounds) was examined by cyclic voltammetry in HSO₃F and 15:1 and 3:1 HSO₃F-SbF₅ at -76° and, in some cases, in 1:1 HSO₃F-SbF₅ at -40°. In most cases the half-peak potential underwent a pos. shift as the content of SbF₅ was increased. The anodic behavior also depended on the deprotonation rate of the substrate. This study involved multiple reactions and reactants, such as 2,2′,2”-(2,4,6-Trimethylbenzene-1,3,5-triyl)triacetonitrile (cas: 16144-65-3HPLC of Formula: 16144-65-3).

2,2′,2”-(2,4,6-Trimethylbenzene-1,3,5-triyl)triacetonitrile (cas: 16144-65-3) belongs to nitriles. Nitrile carbon shifts are in the range of 115–125 ppm whereas in isonitriles the shifts are around 155–165 ppm. Some nitriles are manufactured by heating carboxylic acids with ammonia in the presence of catalysts. This process is used to make nitriles from natural fats and oils, the products being used as softening agents in synthetic rubbers, plastics, and textiles and for making amines.HPLC of Formula: 16144-65-3

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Nitrile – Wikipedia,
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Pd(PPh₃)₄-Catalyzed Buchwald-Hartwig Amination of Aryl Fluorosulfonates with Aryl Amines was written by Lim, Taehyun;Byun, Sangmoon;Kim, B. Moon. And the article was included in Asian Journal of Organic Chemistry in 2017.Name: 4-((4-Methoxyphenyl)amino)benzonitrile The following contents are mentioned in the article:

Novel Buchwald-Hartwig aminations of aryl fluorosulfonates using a catalytic amount of Pd(PPh₃)₄ in the presence of Cs₂CO₃ were described. From these reactions, a variety of biaryl amines were obtained in moderate to good yields. This system allowed for the efficient amination of aromatic groups containing electron-rich as well as electron-poor functional groups. Aryl fluorosulfonates could be applied as alternative cross-coupling partners to aryl halides in palladium-catalyzed aminations. This study involved multiple reactions and reactants, such as 4-((4-Methoxyphenyl)amino)benzonitrile (cas: 319016-04-1Name: 4-((4-Methoxyphenyl)amino)benzonitrile).

4-((4-Methoxyphenyl)amino)benzonitrile (cas: 319016-04-1) belongs to nitriles. The electronic structure of nitriles is very similar to that of an alkyne with the main difference being the presence of a set of lone pair electrons on the nitrogen. Alkyl nitriles are sufficiently acidic to undergo deprotonation of the C-H bond adjacent to the CN group.Strong bases are required, such as lithium diisopropylamide and butyl lithium. The product is referred to as a nitrile anion. Name: 4-((4-Methoxyphenyl)amino)benzonitrile

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Visible-Light- and PPh₃-Mediated Direct C-N Coupling of Nitroarenes and Boronic Acids at Ambient Temperature was written by Manna, Kartic;Ganguly, Tanusree;Baitalik, Sujoy;Jana, Ranjan. And the article was included in Organic Letters in 2021.Safety of 4-((4-Methoxyphenyl)amino)benzonitrile The following contents are mentioned in the article:

Herein a metal-free, visible-light- and triphenylphosphine-mediated intermol., reductive amination between nitroarenes and boronic acids at ambient temperature without any photocatalyst is presented. Mechanistically, a slow reduction of nitroarenes to a nitroso and, finally, a nitrene intermediate occurs that leads to the amination product with concomitant 1,2-aryl/-alkyl migration from a boronate complex. A wide range of nitroarenes underwent C-N coupling with aryl-/alkylboronic acids providing high yields. This study involved multiple reactions and reactants, such as 4-((4-Methoxyphenyl)amino)benzonitrile (cas: 319016-04-1Safety of 4-((4-Methoxyphenyl)amino)benzonitrile).

4-((4-Methoxyphenyl)amino)benzonitrile (cas: 319016-04-1) belongs to nitriles. Nitrile carbon shifts are in the range of 115–125 ppm whereas in isonitriles the shifts are around 155–165 ppm. In conventional organic reductions, nitrile is reduced by treatment with lithium aluminium hydride to the amine. Reduction to the imine followed by hydrolysis to the aldehyde takes place in the Stephen aldehyde synthesis, which uses stannous chloride in acid.Safety of 4-((4-Methoxyphenyl)amino)benzonitrile

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Palladium-Catalyzed Annulation of Diarylamines with Olefins through C-H Activation: Direct Access to N-Arylindoles was written by Sharma, Upendra;Kancherla, Rajesh;Naveen, Togati;Agasti, Soumitra;Maiti, Debabrata. And the article was included in Angewandte Chemie, International Edition in 2014.Computed Properties of C14H12N2O The following contents are mentioned in the article:

A palladium-catalyzed dehydrogenative coupling between diarylamines and olefins has been discovered for the synthesis of substituted indoles. This intermol. annulation approach incorporates readily available olefins for the first time and obviates the need of any addnl. directing group. An ortho palladation, olefin coordination, and β-migratory insertion sequence has been proposed for the generation of olefinated intermediate, which is found to produce the expected indole moiety. This study involved multiple reactions and reactants, such as 4-((4-Methoxyphenyl)amino)benzonitrile (cas: 319016-04-1Computed Properties of C14H12N2O).

4-((4-Methoxyphenyl)amino)benzonitrile (cas: 319016-04-1) belongs to nitriles. The electronic structure of nitriles is very similar to that of an alkyne with the main difference being the presence of a set of lone pair electrons on the nitrogen. Alkyl nitriles are sufficiently acidic to undergo deprotonation of the C-H bond adjacent to the CN group.Strong bases are required, such as lithium diisopropylamide and butyl lithium. The product is referred to as a nitrile anion. Computed Properties of C14H12N2O

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Nitrile – Wikipedia,
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Air- and moisture-stable Xantphos-ligated palladium dialkyl complex as a precatalyst for cross-coupling reactions was written by Takahashi, Rina;Kubota, Koji;Ito, Hajime. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2020.Product Details of 319016-04-1 The following contents are mentioned in the article:

In this report, a Xantphos-ligated palladium dialkyl complex that acts as a powerful precatalyst for C-N, C-S, and C-C cross-coupling reactions is described. This precatalyst is air- and moisture stable but can be thermally activated in the absence of external reagents. Addnl., potential catalyst inhibitors are not generated during the precatalyst activation. This complex thus represents a convenient alternative to previously reported classes of Xantphos-ligated precatalysts. This study involved multiple reactions and reactants, such as 4-((4-Methoxyphenyl)amino)benzonitrile (cas: 319016-04-1Product Details of 319016-04-1).

4-((4-Methoxyphenyl)amino)benzonitrile (cas: 319016-04-1) belongs to nitriles. Nitriles are polar, as indicated by high dipole moments. As liquids, they have high relative permittivities, often in the 30s. Nitrile groups in organic compounds can undergo a variety of reactions depending on the reactants or conditions. A nitrile group can be hydrolyzed, reduced, or ejected from a molecule as a cyanide ion.Product Details of 319016-04-1

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Polar self-assembly: steric effects leading to polar mixed-ligand coordination cages was written by Zhang, Jianyong;Miller, Philip W.;Nieuwenhuyzen, Mark;James, Stuart L.. And the article was included in Chemistry – A European Journal in 2006.Application In Synthesis of 2,2′,2”-(2,4,6-Trimethylbenzene-1,3,5-triyl)triacetonitrile The following contents are mentioned in the article:

The authors present a highly unusual example of self-assembly, specifically a polar, mixed-ligand cage which forms in preference to sym. homoligand products, and which suggests that steric effects can be exploited to obtain novel nonuniform polyhedral cages. In particular, reaction between the bulky tripodal triphosphine 2,4,6-tris(diphenylphosphino)triazine, L1, the nonbulky tripodal trinitrile 2,4,6-tris(cyanomethyl)trimethylbenzene, L2 and AgSbF₆ in a 3:1:4 ratio gives the mixed-ligand aggregate [Ag₄(L1)₃(L2)(SbF₆)]³⁺, 1-SbF₆, instantly as the only product in quant. yield. The x-ray crystal structure of complex 1-SbF₆ is consistent with the suspected solution-state structure. The cage derives from trigonal-pyramidal geometry, the basal vertexes of which are defined by three bulky triphosphines, L1, and the apical vertex by the nonbulky trinitrile, L2. There is apical elongation amounting to 19% in comparison to the ideal uniform tetrahedron. The cage also encapsulates an SbF₆ anion. ¹⁹F NMR spectra in solution for the analogous PF₆ complex [Ag₄(L1)₃(L2)(PF₆)]³⁺, 1-PF₆, confirm that one anion is also encapsulated in solution The synthesis of the analogous CF₃SO₃^– complex, [Ag₄(L1)₃(L2)(OTf)]³⁺, 1-OTf, in solution is also described, although 1-PF₆ and 1-OTf could not be isolated due to slow decomposition in solution The selective formation of these mixed-ligand cages is discussed in terms of ligand-ligand and ligand-included anion steric repulsions, which the authors propose prevent the formation of the competing hypothetical homoligand tetrahedral structure [Ag₄(L1)₄(SbF₆)]³⁺, and thus favor the mixed ligand cage. Cage cone angles for L1 and L2 are estimated at 115° and 101°, resp. Variable-temperature ³¹P NMR spectroscopy shows that complex 1-SbF₆ and the related previously reported partial tetrahedral complex [Ag₄(L1)₃(anion)]³⁺ undergo dynamic twisting processes in solution between enantiomeric C₃-symmetry conformations. This study involved multiple reactions and reactants, such as 2,2′,2”-(2,4,6-Trimethylbenzene-1,3,5-triyl)triacetonitrile (cas: 16144-65-3Application In Synthesis of 2,2′,2”-(2,4,6-Trimethylbenzene-1,3,5-triyl)triacetonitrile).

2,2′,2”-(2,4,6-Trimethylbenzene-1,3,5-triyl)triacetonitrile (cas: 16144-65-3) belongs to nitriles. The R-C-N bond angle in and nitrile is 180° which give a nitrile functional group a linear shape. Both the carbon and the nitrogen are sp hydridized which leaves them both with two p orbitals which overlap to form the two π bond in the triple bond. Alkyl nitriles are sufficiently acidic to undergo deprotonation of the C-H bond adjacent to the CN group.Strong bases are required, such as lithium diisopropylamide and butyl lithium. The product is referred to as a nitrile anion. Application In Synthesis of 2,2′,2”-(2,4,6-Trimethylbenzene-1,3,5-triyl)triacetonitrile

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Nitrile – Wikipedia,
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Some derivatives of 4′-hydroxydiphenylamine-4-carboxylic acid was written by Burger, Alfred;Darby, Robert A.. And the article was included in Journal of the American Chemical Society in 1955.Category: nitriles-buliding-blocks The following contents are mentioned in the article:

p-HOC₆H₄NHPh (260 g.), 375 g. Bz₂O, and 250 cc. dry pyridine heated 6 h. on the steam bath, the cooled mixture acidified with cold 50% H₂SO₄ and filtered, the brownish residue washed with 2% aqueous NaOH and H₂O, treated with EtOH and diluted with H₂O, and the precipitate crystallized from aqueous EtOH gave 330 g. p-BzOC₆H₄NHPh, pale yellow leaflets, m. 112-14°. p-BzOC₆H₄NHC₆H₄Br-p (40 g.) and 16 g. CuCN in 240 cc. dry quinoline refluxed 6 h., the red solution cooled and poured with stirring into 200 cc. 37% HCl, and the precipitate filtered, washed, and recrystallized from C₆H₆-ligroine gave 17.5 g. p-BzOC₆H₄NHC₆H₄CN-p (I), almost colorless needles, m. 178.5-80.5° (all m.ps. are corrected). I treated 0.5 h. with hot KOH in EtOH gave 71% p-HOC₆H₄NHC₆H₄CN-p (II), m. 193-4.5° (from aqueous EtOH). II treated with CH₂N₂ gave the Me ether (III), m. 99-100° (from aqueous Me₂CO). III refluxed 20 h. with 15% alc. KOH yielded 43% p-MeOC₆H₄NHC₆H₄CO₂H-p (IV), m. 165-7° (from MeOH). II (5 g.) in 40 cc. (CH₂OH)₂ containing 6 g. KOH refluxed 3 h., cooled, acidified, and filtered, and the brown crystalline filter residue recrystallized with Darco from MeOH yielded 3.56 g. p-HOC₆H₄NHC₆H₄CO₂H-p, colorless crystals, m. 229-30° (decomposition) (it turned pink in air), which treated with CH₂N₂ gave the Me ester of IV, m. 91.5-3.5° (from Et₂O-ligroine). II (0.1 mol) treated with 0.4 mol ICl and the resulting pink powder (which turned blue in air) recrystallized repeatedly from Et₂O-ligroine gave 30% 3,5,4-Cl₂(HO)C₆H₂NHC₆H₄CN-p, almost transparent colorless needles, m. 215-16° (from Et₂O-ligroine). This study involved multiple reactions and reactants, such as 4-((4-Methoxyphenyl)amino)benzonitrile (cas: 319016-04-1Category: nitriles-buliding-blocks).

4-((4-Methoxyphenyl)amino)benzonitrile (cas: 319016-04-1) belongs to nitriles. Nitrile carbon shifts are in the range of 115–125 ppm whereas in isonitriles the shifts are around 155–165 ppm. Nitriles are susceptible to hydrogenation over diverse metal catalysts. The reaction can afford either the primary amine (RCH2NH2) or the tertiary amine ((RCH2)3N), depending on conditions.Category: nitriles-buliding-blocks

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Synthesis and anion-selective complexation of homobenzylic tripodal thiourea derivatives was written by Hisaki, Ichiro;Sasaki, Shin-Ichi;Hirose, Keiji;Tobe, Yoshito. And the article was included in European Journal of Organic Chemistry in 2007.Synthetic Route of C15H15N3 The following contents are mentioned in the article:

Cryptand- and tripod-type thiourea derivatives I [R = n-Bu (II), Bn (III), Ph (IV), p-nitrophenyl (V)] which have binding functionalities at the homobenzylic positions, were synthesized as possible neutral receptors toward anions with an expectation that the three binding sites work cooperatively to bind an anion selectively. ¹H NMR spectroscopic monitoring of the titration of cryptand-type thiourea derivative with CH₃CO₂^–, Cl^–, and F^– in CDCl₂CDCl₂ at 100 °C showed that the binding constants were considerably smaller than those of I, presumably owing to the presence of strong intramol. hydrogen bonding in cryptand-type thiourea derivatives Complexation constants of I with H₂PO₄^–, CH₃CO₂^–, Cl^–, and Br^– anions were evaluated by ¹H NMR and/or UV/Vis spectroscopic anal. of the titration in DMSO. Though II and III undergo complexation with phosphate anion in a 1:1 stoichiometry, their association constants were not as large as simple reference compound, N,N’-dibenzyl thiourea, probably because of the steric hindrance around the binding sites and the large entropy cost for cooperative binding. IV exhibits complexation in a 1:2 stoichiometry with H₂PO₄– and CH₃CO₂^–, whereas it forms 1:1 complexes with chloride and bromide anions because of the subtle balance between the steric hindrance and the binding ability. However, by increasing the acidity of the thiourea functionality, V exhibited remarkably enhanced binding ability and selectivity toward H₂PO₄^– compared to those of reference compound, N-(4-nitrophenyl)-N’-(2-phenylethyl) thiourea, presumably through cooperative complexation of the three binding sites to the guest anion. This study involved multiple reactions and reactants, such as 2,2′,2”-(2,4,6-Trimethylbenzene-1,3,5-triyl)triacetonitrile (cas: 16144-65-3Synthetic Route of C15H15N3).

2,2′,2”-(2,4,6-Trimethylbenzene-1,3,5-triyl)triacetonitrile (cas: 16144-65-3) belongs to nitriles. Nitriles are polar, as indicated by high dipole moments. As liquids, they have high relative permittivities, often in the 30s. Alkyl nitriles are sufficiently acidic to undergo deprotonation of the C-H bond adjacent to the CN group.Strong bases are required, such as lithium diisopropylamide and butyl lithium. The product is referred to as a nitrile anion. Synthetic Route of C15H15N3

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts