Category: 10282-32-3

Stereospecific addition of H to fumaric acid in irradiated single crystals of succinic acid was written by Miyagawa, Ichiro;Itoh, Koichi. And the article was included in Nature (London, United Kingdom) in 1966.Quality Control of 4-(Benzylamino)benzonitrile This article mentions the following:

Mixtures of succinic acid and fumaric acid grown in both aqueous solution and in heavy H₂O were irradiated. In crystals grown from aqueous solution, only the primary species (DO₂CCH_{灏?/sub>H灏?.CH浼?/sub>CO2D) was detected. In the D-substituted crystal, which contained more than 0.0001 mole fraction of fumaric acid, the the DO2CCD灏?/sub>H灏?CHCO2D species was detected in addition to the primary species. When 2,3-dideuterofumaric acid was used, the absorption from DO2CCD2CDCO2D replaced this absorption. Thus, it was concluded that the radical DO2CCD灏?/sub>H灏?CHCO2D was formed by the addition of H (deuterium) to fumaric acid. The concentration of DO2CCD灏?/sub>H灏?CHCO2D increased with increasing concentration of fumaric acid in the crystal until the latter concentration became about 0.01 mole fraction. For the crystal in which the concentration of fumaric acid was higher than 0.01, the ratio [DO2CCD灏?/sub>H灏?CHCO2D]/[DO2CCH2CHCO2D] was found to be about 0.65. From the signal-to-noise ratio of the absorption pattern of the crystal, the ratio [DO2CCH灏?/sub>D灏?CHCO2D)]/[DO2CCD灏?/sub>H灏?CHCO2D] was found to be less than 1:300. Fumaric acid was the only compound from which a radical was formed with the use of an irradiated crystal of succinic acid. The other compounds examined (inactive compounds), which are more or less similar to fumaric acid in structure, were maleic acid, oxalic acid, crotonic acid, acrylic acid, tartaric acid and (鍗?-aspartic acid. In the experiment, the researchers used many compounds, for example, 4-(Benzylamino)benzonitrile (cas: 10282-32-3Quality Control of 4-(Benzylamino)benzonitrile).}

4-(Benzylamino)benzonitrile (cas: 10282-32-3) belongs to nitriles. Nitrile carbon shifts are in the range of 115閳?25 ppm whereas in isonitriles the shifts are around 155閳?65 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.Quality Control of 4-(Benzylamino)benzonitrile

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Catalyst Free Reductive Coupling of Aromatic and Aliphatic Nitro Compounds with Organohalides was written by Rauser, Marian;Eckert, Raphael;Gerbershagen, Max;Niggemann, Meike. And the article was included in Angewandte Chemie, International Edition in 2019.Related Products of 10282-32-3 This article mentions the following:

A rare reductive coupling of nitro compounds with organohalides has been realized. The reaction is initiated by a partial reduction of the nitro group to a nitrenoid intermediate. Therefore, not only aromatic but also aliphatic nitro compounds are efficiently transformed into monoalkylated amines, with organohalides as the alkylating agent. Given the innate reactivity of the nitrenoid, a catalyst is not required, resulting in a high tolerance for aryl halide substituents in both starting materials. In the experiment, the researchers used many compounds, for example, 4-(Benzylamino)benzonitrile (cas: 10282-32-3Related Products of 10282-32-3).

4-(Benzylamino)benzonitrile (cas: 10282-32-3) belongs to nitriles. Nitrile carbon shifts are in the range of 115閳?25 ppm whereas in isonitriles the shifts are around 155閳?65 ppm. 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 10282-32-3

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Radical Cation Salt-initiated Aerobic C-H Phosphorylation of N-Benzylanilines: Synthesis of 浼?Aminophosphonates was written by Jia, Xiaodong;Liu, Xiaofei;Yuan, Yu;Li, Pengfei;Hou, Wentao;He, Kaixuan. And the article was included in Chemistry – An Asian Journal in 2018.Safety of 4-(Benzylamino)benzonitrile This article mentions the following:

A radical cation salt-initiated phosphorylation of N-benzylanilines was realized through an aerobic oxidation of the sp³ C-H bond, providing a series of 浼?aminophosphonates in high yields. An investigation of the reaction scope revealed that this mild catalyst system is superior in good functional group tolerance and high reaction efficiency. The mechanistic study implied that the cleavage of the sp³ C-H bond was involved in the rate-determining step. In the experiment, the researchers used many compounds, for example, 4-(Benzylamino)benzonitrile (cas: 10282-32-3Safety of 4-(Benzylamino)benzonitrile).

4-(Benzylamino)benzonitrile (cas: 10282-32-3) belongs to nitriles. The R-C-N bond angle in and nitrile is 180鎺?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 锜? bond in the triple bond. 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-(Benzylamino)benzonitrile

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An efficient method for the selective iridium-catalyzed monoalkylation of (hetero)aromatic amines with primary alcohols was written by Blank, Benoit;Madalska, Martyna;Kempe, Rhett. And the article was included in Advanced Synthesis & Catalysis in 2008.Name: 4-(Benzylamino)benzonitrile This article mentions the following:

An efficient multi-gram scale synthesis protocol of a variety of P,N ligands is described. The synthesis is achieved in a two-step reaction. First, the amine is deprotonated and subsequently the chlorophosphine is added to yield the corresponding P,N ligand. Deprotonation of the amine is normally achieved with BuLi at low temperature, but for the preparation of ligands with a 2,2′-dipyridylamino backbone and phosphines with a high steric demand KH has to be employed in combination with reaction temperatures of 110鎺矯 for the salt metathesis step. The reaction of two equivalent of a selected P,N ligand with one equivalent of the iridium complex [IrCl(cod)]₂ (cod = 1,5-cyclooctadiene) affords P,N ligand-coordinated iridium complexes in quant. yield. X-Ray single crystal structure anal. of one of these complexes reveals a monomeric five-coordinated structure in the solid state. The iridium complexes were used to form catalysts for the N-alkylation of aromatic amines with alcs. The catalyst system was optimized by studying 8 different P,N ligands, 9 different solvents and 14 different bases. Systematic variation of the substrate to base and the amine to alc. ratios as well as the catalyst loading led to optimized catalytic reaction conditions. The substrate scope of the developed catalytic protocol was shown by synthesizing 20 different amines of which 12 could be obtained in isolated yields higher than 90%. A new efficient catalyst system for the selective monoalkylation of primary aromatic and heteroaromatic amines with primary aromatic, heteroaromatic as well as aliphatic alcs. has been established. The reaction proceeds with rather moderate catalyst loadings. In the experiment, the researchers used many compounds, for example, 4-(Benzylamino)benzonitrile (cas: 10282-32-3Name: 4-(Benzylamino)benzonitrile).

4-(Benzylamino)benzonitrile (cas: 10282-32-3) 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. 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.Name: 4-(Benzylamino)benzonitrile

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Tungsten-Catalyzed Direct N-Alkylation of Anilines with Alcohols was written by Lan, Xiao-Bing;Ye, Zongren;Yang, Chenhui;Li, Weikang;Liu, Jiahao;Huang, Ming;Liu, Yan;Ke, Zhuofeng. And the article was included in ChemSusChem in 2021.Product Details of 10282-32-3 This article mentions the following:

A tungsten-catalyzed N-alkylation reaction of anilines with primary alcs. via BH/HA (Borrowing Hydrogen/Hydrogen Autotransfer) were reported. This phosphine-free W(phen)(CO)₄ (phen = 1,10-phenthroline) system was demonstrated as a practical and easily accessible in-situ catalysis for a broad range of amines and alcs. (up to 49 examples, including 16 previously undisclosed products). Notably, this tungsten system tolerated numerous functional groups, especially the challenging substrates with sterically hindered substituents or heteroatoms. Mechanistic insights based on exptl. and computational studies were provided. In the experiment, the researchers used many compounds, for example, 4-(Benzylamino)benzonitrile (cas: 10282-32-3Product Details of 10282-32-3).

4-(Benzylamino)benzonitrile (cas: 10282-32-3) 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. 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.Product Details of 10282-32-3

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Mechanistic and Performance Studies on the Ligand-Promoted Ullmann Amination Reaction was written by Lo, Quintin A.;Sale, David;Braddock, D. Christopher;Davies, Robert P.. And the article was included in ACS Catalysis in 2018.Safety of 4-(Benzylamino)benzonitrile This article mentions the following:

Over the last two decades many different auxiliary ligand systems have been utilized in the copper-catalyzed Ullmann amination reaction. However, there has been little consensus on the relative merits of the varied ligands and the exact role they might play in the catalytic process. Accordingly, in this work some of the most commonly employed auxiliary ligands have been evaluated for C-N coupling using reaction progress kinetic anal. (RPKA) methodol. The results reveal not only the relative kinetic competencies of the different auxiliary ligands but also their markedly different influences on catalyst degradation rates. For the model Ullmann reaction between piperidine and iodobenzene using the soluble organic base bis(tetra-n-butylphosphonium) malonate (TBPM) at room temperature, N-methylglycine was shown to give the best performance in terms of high catalytic rate of reaction and comparatively low catalyst deactivation rates. Further exptl. and rate data indicate a common catalytic cycle for all auxiliary ligands studied, although addnl. off-cycle processes are observed for some of the ligands (notably phenanthroline). The ability of the auxiliary ligand, base (malonate dianion), and substrate (amine) to all act competitively as ligands for the copper center is also demonstrated. On the basis of these results an improved protocol for room-temperature copper-catalyzed C-N couplings is presented with 27 different examples reported. In the experiment, the researchers used many compounds, for example, 4-(Benzylamino)benzonitrile (cas: 10282-32-3Safety of 4-(Benzylamino)benzonitrile).

4-(Benzylamino)benzonitrile (cas: 10282-32-3) 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. Asymmetric bioreduction of nitriles is an attractive route to produce optically active nitriles as current metal-catalyzed hydrogenations tend to have low reactivity.Safety of 4-(Benzylamino)benzonitrile

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Heterogeneous cobalt catalysts for reductive amination with H₂: general synthesis of secondary and tertiary amines was written by Mao, Fei;Sui, Dejun;Qi, Zhengliang;Fan, Haipeng;Chen, Rizhi;Huang, Jun. And the article was included in RSC Advances in 2016.Reference of 10282-32-3 This article mentions the following:

Heterogeneous Co@NC catalysts were prepared, characterized and applied for the reductive amination of aldehydes and ketones with H₂ gas. The Co catalyst Co@NC (800-2 h) was found to be active and selective for the reductive amination of aldehydes and ketones using H₂ gas. Thus, general synthesis of secondary and tertiary amines was developed by the Co-catalyzed reductive amination with H₂ gas, and various secondary and tertiary amines was obtained in high yields. Moreover, a practical synthesis of N-substituted isoindolinones was also presented by a one step process with the Co@NC (800-2 h) catalyst. The Co@NC (800-2 h) catalyst was reusable at least five times without evident loss of activity. In the experiment, the researchers used many compounds, for example, 4-(Benzylamino)benzonitrile (cas: 10282-32-3Reference of 10282-32-3).

4-(Benzylamino)benzonitrile (cas: 10282-32-3) belongs to nitriles. Nitrile compounds can be prepared by the incorporation of a cyanide source through C閳ユ弲 bond formation or by dehydration of primary carboxamides. 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.Reference of 10282-32-3

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Heterogeneous cobalt catalysts for reductive amination with H₂: general synthesis of secondary and tertiary amines was written by Mao, Fei;Sui, Dejun;Qi, Zhengliang;Fan, Haipeng;Chen, Rizhi;Huang, Jun. And the article was included in RSC Advances in 2016.Reference of 10282-32-3 This article mentions the following:

Heterogeneous Co@NC catalysts were prepared, characterized and applied for the reductive amination of aldehydes and ketones with H₂ gas. The Co catalyst Co@NC (800-2 h) was found to be active and selective for the reductive amination of aldehydes and ketones using H₂ gas. Thus, general synthesis of secondary and tertiary amines was developed by the Co-catalyzed reductive amination with H₂ gas, and various secondary and tertiary amines was obtained in high yields. Moreover, a practical synthesis of N-substituted isoindolinones was also presented by a one step process with the Co@NC (800-2 h) catalyst. The Co@NC (800-2 h) catalyst was reusable at least five times without evident loss of activity. In the experiment, the researchers used many compounds, for example, 4-(Benzylamino)benzonitrile (cas: 10282-32-3Reference of 10282-32-3).

4-(Benzylamino)benzonitrile (cas: 10282-32-3) belongs to nitriles. Nitrile compounds can be prepared by the incorporation of a cyanide source through C–C bond formation or by dehydration of primary carboxamides. 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.Reference of 10282-32-3

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Mechanistic investigation of the iridium-catalysed alkylation of amines with alcohols was written by Fristrup, Peter;Tursky, Matyas;Madsen, Robert. And the article was included in Organic & Biomolecular Chemistry in 2012.Quality Control of 4-(Benzylamino)benzonitrile This article mentions the following:

The [Cp*IrCl₂]₂-catalyzed alkylation of amines with alcs. was investigated using a combination of exptl. and theor. methods. A Hammett study involving a series of para-substituted benzyl alcs. resulted in a line with a neg. slope. This clearly documents that a pos. charge is built up in the transition state, which in combination with the measurement of a significant kinetic isotope effect determines hydride abstraction as being the selectivity-determining step under these conditions. A complementary Hammett study using para-substituted anilines was also carried out. Again, a line with a neg. slope was obtained suggesting that nucleophilic attack on the aldehyde is selectivity-determining A computational investigation of the entire catalytic cycle with full-sized ligands and substrates was performed using d. functional theory. The results suggest a catalytic cycle where the intermediate aldehyde stays coordinated to the iridium catalyst and reacts with the amine to give a hemiaminal which is also bound to the catalyst. Dehydration to the imine and reduction to the product amine also takes place without breaking the coordination to the catalyst. The fact that the entire catalytic cycle takes place with all the intermediates bound to the catalyst is important for the further development of this synthetic transformation. In the experiment, the researchers used many compounds, for example, 4-(Benzylamino)benzonitrile (cas: 10282-32-3Quality Control of 4-(Benzylamino)benzonitrile).

4-(Benzylamino)benzonitrile (cas: 10282-32-3) 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. 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.Quality Control of 4-(Benzylamino)benzonitrile

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Phosphino-amine (PN) Ligands for Rapid Catalyst Discovery in Ruthenium-Catalyzed Hydrogen-Borrowing Alkylation of Anilines: A Proof of Principle was written by Broomfield, Lewis Marc;Wu, Yichen;Martin, Eddy;Shafir, Alexandr. And the article was included in Advanced Synthesis & Catalysis in 2015.Quality Control of 4-(Benzylamino)benzonitrile This article mentions the following:

A general synthetic protocol for the synthesis of simple phosphino-amine (PN) ligands is described with 19 ligands being isolated in good yields. High-throughput ligand screening uncovered the success of two of these ligands for aromatic amine alkylations via ruthenium-catalyzed hydrogen borrowing reactions. The combination of N,N’-bis(diphenylphosphino)-N,N’-dimethylpropylenediamine with a ruthenium(II) source and potassium hydroxide (15 mol%) is the optimal system for selective monobenzylations of aromatic amines (method A). Over 70% isolated yields have been achieved for the formation of 14 secondary aromatic amines under mild reaction conditions (120° and 1.05 equivalent of benzyl alc.). On the other hand, N,N-bis(diphenylphosphino)-isopropylamine was the ligand utilized for both selective monomethylation and monoethylation reactions of aromatic amines (method B). Here the alc. is charged as both the reaction medium and substrate and 9 examples are disclosed with all isolated yields exceeding 70%. These methods have been applied to the synthesis of important synthetic building blocks based on aminoferrocene. In the experiment, the researchers used many compounds, for example, 4-(Benzylamino)benzonitrile (cas: 10282-32-3Quality Control of 4-(Benzylamino)benzonitrile).

4-(Benzylamino)benzonitrile (cas: 10282-32-3) belongs to nitriles. Nitrile carbon shifts are in the range of 115–125 ppm whereas in isonitriles the shifts are around 155–165 ppm. 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.Quality Control of 4-(Benzylamino)benzonitrile

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Nitrile – Wikipedia,
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