Tag: 200-300

Steric hindrance-enforced distortion as a general strategy for the design of fluorescence “turn-on” cyanide probes was written by Chen, Bin;Ding, Yubin;Li, Xin;Zhu, Weihong;Hill, Jonathan P.;Ariga, Katsuhiko;Xie, Yongshu. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2013.Category: nitriles-buliding-blocks This article mentions the following:

For the rational design of fluorescence “turn-on” cyanide probes, a general strategy is developed by introducing a dicyanovinyl group at the sterically demanding position of a large 锜?framework. In the experiment, the researchers used many compounds, for example, 2-(Anthracen-9-ylmethylene)malononitrile (cas: 55490-87-4Category: nitriles-buliding-blocks).

2-(Anthracen-9-ylmethylene)malononitrile (cas: 55490-87-4) 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. 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. Category: nitriles-buliding-blocks

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Palladium-Catalyzed Highly Selective ortho-Halogenation (I, Br, Cl) of Arylnitriles via sp² C-H Bond Activation Using Cyano as Directing Group was written by Du, Bingnan;Jiang, Xiaoqing;Sun, Peipei. And the article was included in Journal of Organic Chemistry in 2013.Category: nitriles-buliding-blocks This article mentions the following:

A palladium-catalyzed ortho-halogenation (I, Br, Cl) of arylnitrile is described. The optimal reaction conditions were identified after examining various factors such as catalyst, additive, solvent, and reaction temperature Using cyano as the directing group, the halogenation reaction gave good to excellent yields. E.g., in presence of Pd(OAc)₂ and p-toluenesulfonic acid, reaction of PhCN and NIS gave 84% 2-IC₆H₄CN. The method is compatible for arylnitriles with either electron-withdrawing or electron-donating groups. The reaction is available at least the gram scale. The present method was successfully applied to the synthesis of the precursors of paucifloral F and isopaucifloral F. In the experiment, the researchers used many compounds, for example, 4-Bromo-2,6-dichlorobenzonitrile (cas: 99835-27-5Category: nitriles-buliding-blocks).

4-Bromo-2,6-dichlorobenzonitrile (cas: 99835-27-5) 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.Category: nitriles-buliding-blocks

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Optical properties of new fluorescent iminocoumarins. Part 2. Solvatochromic study and comparison with the corresponding coumarin was written by Turki, Hamida;Abid, Souhir;El Gharbi, Rachid;Fery-Forgues, Suzanne. And the article was included in Comptes Rendus Chimie in 2006.Electric Literature of C14H14N2O2 This article mentions the following:

The optical properties of two new iminocoumarin dyes, bearing a cyano group at the 3-position and an N-diethylamino group at the 7-position, were studied by UV-vis absorption and fluorescence spectroscopy in a large number of solvents. Dye 1 bears a free imino group, while dye 2 is substituted by an ethoxycarbonyl group on the imino function. The properties of these dyes were compared with those of 3-cyano-7-diethylaminocoumarin (3). The study shows that the three compounds display close spectroscopic behavior in a large range of solvents, but the iminocoumarins exhibit much better fluorescence efficiency than the coumarin in polar and moderately protic solvents. This shows that iminocoumarin derivatives can advantageously replace coumarins in this type of solvents, and confirms that substitution on the imino group is a convenient way to obtain good fluorescent probes designed for various purposes. In the experiment, the researchers used many compounds, for example, 7-(Diethylamino)-2-oxo-2H-chromene-3-carbonitrile (cas: 51473-74-6Electric Literature of C14H14N2O2).

7-(Diethylamino)-2-oxo-2H-chromene-3-carbonitrile (cas: 51473-74-6) belongs to nitriles. Trimerization of aromatic nitriles requires harsh reaction conditions, high temperatures, long reaction times, and pressure. 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.Electric Literature of C14H14N2O2

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Stable and reusable nanoscale Fe₂O₃-catalyzed aerobic oxidation process for the selective synthesis of nitriles and primary amides was written by Murugesan, Kathiravan;Senthamarai, Thirusangumurugan;Sohail, Manzar;Sharif, Muhammad;Kalevaru, Narayana V.;Jagadeesh, Rajenahally V.. And the article was included in Green Chemistry in 2018.Name: 2-Amino-3,5-dibromobenzonitrile This article mentions the following:

The sustainable introduction of nitrogen moieties in the form of nitrile or amide groups in functionalized mols. is of fundamental interest because nitrogen-containing motifs are found in a large number of life science mols., natural products and materials. Hence, the synthesis and functionalization of nitriles and amides from easily available starting materials using cost-effective catalysts and green reagents is highly desired. In this regard, herein the nanoscale iron oxide-catalyzed environmentally benign synthesis of nitriles and primary amides from aldehydes and aqueous ammonia in the presence of 1 bar O₂ or air was reported. Under mild reaction conditions, this iron-catalyzed aerobic oxidation process proceeds to synthesize functionalized and structurally diverse aromatic, aliphatic and heterocyclic nitriles. Addnl., applying this iron-based protocol, primary amides have also been prepared in a water medium. In the experiment, the researchers used many compounds, for example, 2-Amino-3,5-dibromobenzonitrile (cas: 68385-95-5Name: 2-Amino-3,5-dibromobenzonitrile).

2-Amino-3,5-dibromobenzonitrile (cas: 68385-95-5) belongs to nitriles. Trimerization of aromatic nitriles requires harsh reaction conditions, high temperatures, long reaction times, and pressure. 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.Name: 2-Amino-3,5-dibromobenzonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Potassium-Functionalized Graphitic Carbon Nitride Supported on Reduced Graphene Oxide as a Sustainable Catalyst for Knoevenagel Condensation was written by Bahuguna, Ashish;Kumar, Ashwani;Chhabra, Tripti;Kumar, Ajay;Krishnan, Venkata. And the article was included in ACS Applied Nano Materials in 2018.Reference of 55490-87-4 This article mentions the following:

A nanocomposite of potassium-functionalized graphitic carbon nitride (KGCN) and reduced graphene oxide (RGO) was fabricated by a facile hydrothermal method and used as a heterogeneous catalyst for Knoevenagel condensation and sustainable synthesis of aryl substituted chromenes. The prepared KGCN-RGO nanocomposite catalyst has been characterized by using various techniques, such as powder X-ray diffraction technique (PXRD), Fourier transform IR spectroscopy, SEM, transmission electron microscopy, thermogravimetric anal., and BET surface area anal. After detailed characterization, the nanocomposite was used as a heterogeneous catalyst to synthesize various aryl substituted chromenes in ethanol. The developed KGCN-RGO nanocatalyst also rendered good recyclability for the explored catalytic reactions. In addition, a high value of atom economy and a low value of E-factor are also key highlights of this green and sustainable catalytic protocol. In the experiment, the researchers used many compounds, for example, 2-(Anthracen-9-ylmethylene)malononitrile (cas: 55490-87-4Reference of 55490-87-4).

2-(Anthracen-9-ylmethylene)malononitrile (cas: 55490-87-4) 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.Reference of 55490-87-4

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

A Dynamic Three-Dimensional Covalent Organic Framework was written by Ma, Yun-Xiang;Li, Zhi-Jun;Wei, Lei;Ding, San-Yuan;Zhang, Yue-Biao;Wang, Wei. And the article was included in Journal of the American Chemical Society in 2017.Reference of 55490-87-4 This article mentions the following:

A guest-induced reversible crystal-structure transformation is identified in a new 3D covalent organic framework (COF) by comprehensive analyses using powder X-ray diffraction, organic vapor sorption isotherm, and ¹²⁹Xe NMR spectroscopy. The revolving imine bond in interpenetrating 3D networks is uncovered as the key to the dynamic behavior, the potential applications of which are illustrated by gas separation and heterogeneous catalysis, thus paving the way to the design of stimuli-responsive and multifunctional COF materials. In the experiment, the researchers used many compounds, for example, 2-(Anthracen-9-ylmethylene)malononitrile (cas: 55490-87-4Reference of 55490-87-4).

2-(Anthracen-9-ylmethylene)malononitrile (cas: 55490-87-4) 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.Reference of 55490-87-4

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts