Author: Jessica.F

Catalytic enantioselective addition of methyltriisopropoxititanium to aldehydes was written by Veguillas, Marcos;Sola, Ricard;Fernandez-Ibanez, M. Angeles;Macia, Beatriz. And the article was included in Tetrahedron: Asymmetry in 2016.SDS of cas: 101219-69-6 This article mentions the following:

An efficient catalyst for the enantioselective synthesis of chiral Me carbinols from aldehydes is presented. The system uses methyltriisopropoxytitanium as a nucleophile and a readily available binaphthyl derivative as a chiral ligand. The enantioselective methylation of both aromatic and aliphatic aldehydes proceeds with good yields and high enantioselectivities under mild conditions. In the experiment, the researchers used many compounds, for example, (R)-4-(1-Hydroxyethyl)benzonitrile (cas: 101219-69-6SDS of cas: 101219-69-6).

(R)-4-(1-Hydroxyethyl)benzonitrile (cas: 101219-69-6) 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.SDS of cas: 101219-69-6

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Nitrile – Wikipedia,
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Biotransformation of 3,5-dibromo-4-hydroxybenzonitrile under denitrifying, Fe(III)-reducing, sulfidogenic, and methanogenic conditions was written by Knight, Victoria K.;Berman, Mitchell H.;Haggblom, Max M.. And the article was included in Environmental Toxicology and Chemistry in 2003.Formula: C7H4BrNO This article mentions the following:

Bromoxynil (3,5-dibromo-4-hydroxybenzonitrile) is a halogenated aromatic nitrile herbicide used on a variety of crops for the postemergence control of annual broad-leaved weeds. The anaerobic biodegradability of bromoxynil and its aerobic transformation product, 3,5-dibromo-4-hydroxybenzoate, were examined in enrichment cultures established with anaerobic sediment under denitrifying, Fe(III)-reducing, sulfidogenic, and methanogenic conditions. Bromoxynil (100μM) was depleted in 20-30 days in the methanogenic, sulfidogenic, and Fe(III)-reducing enrichments but was stable under denitrifying conditions. The 3,5-dibromo-4-hydroxybenzoate (100μM) was depleted within 20-35 days under all 4 anaerobic conditions. Both compounds were stable in sterile controls. Bromoxynil and 3,5-dibromo-4-hydroxybenzoate were readily utilized upon respiking of the cultures. During utilization of bromoxynil, stoichiometric release of bromide was observed with transient accumulation of metabolites identified as bromocyanophenol, cyanophenol, and phenol. Bromoxynil heptanoate and octanoate were rapidly hydrolyzed to bromoxynil, which was further degraded. These results indicate that bromoxynil and 3,5-dibromo-4-hydroxybenzoate are degraded under different anaerobic conditions. Anaerobic degradation of bromoxynil proceeds via reductive debromination to 4-cyanophenol, which is further transformed to phenol and can ultimately be degraded to carbon dioxide. In the experiment, the researchers used many compounds, for example, 2-Bromo-4-hydroxybenzonitrile (cas: 82380-17-4Formula: C7H4BrNO).

2-Bromo-4-hydroxybenzonitrile (cas: 82380-17-4) belongs to nitriles. Trimerization of aromatic nitriles requires harsh reaction conditions, high temperatures, long reaction times, and pressure. 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.Formula: C7H4BrNO

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EPR studies of nitrogen-centered free radicals. Part 53. Isolation, EPR spectra and magnetic characterization of N-(arylthio)-2,4-diaryl-6-cyanophenylaminyls was written by Nakatsuji, Masaaki;Miura, Yozo;Teki, Yoshio. And the article was included in Journal of the Chemical Society, Perkin Transactions 2 in 2001.SDS of cas: 68385-95-5 This article mentions the following:

N-(Arylthio)-2,4-diaryl-6-ethoxycarbonylphenylaminyls (1), N-[(2,4-dichlorophenyl)thio]-2,4-diphenyl-6-acetyl-phenylaminyl (2), N-(arylthio)-2,4-diaryl-6-cyanophenylaminyls (3), N-[(2,4-dichlorophenyl)thio]-2,4-bis(4-chloro-phenyl)-6-fluorophenylaminyl (4) and N-[(4-nitrophenyl)thio]-2,4-diphenylphenylaminyl (5) were generated by oxidation of the corresponding N-(arylthio)anilines. Although 4 and 5 were short-lived and decayed in 30 min, 1-3 were quite persistent and 3 could be isolated as radical crystals. EPR spectra were measured for all radicals generated and the spin d. distribution was evaluated. Ab initio MO calculations (the UHF Becke 3LYP/STO 6-31G) were performed, and a quant. discussion on the spin d. distribution was made. Magnetic susceptibility measurements were performed for three isolated radicals with a SQUID magnetometer. One radical was found to couple ferromagnetically, and anal. with the one-dimensional regular Heisenberg model gave 2J/k_B = 11.2 K. In the experiment, the researchers used many compounds, for example, 2-Amino-3,5-dibromobenzonitrile (cas: 68385-95-5SDS of cas: 68385-95-5).

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 addition, Nitriles can react with alkynes, which leads to an increase in carbon chain length (carbocyanation).SDS of cas: 68385-95-5

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Electrochemical Tandem Olefination and Hydrogenation Reaction with Ammonia was written by Zhang, Xiaofeng;Jiang, Runze;Cheng, Xu. And the article was included in Journal of Organic Chemistry in 2021.Safety of 2-Cyclohexylacetonitrile This article mentions the following:

An electrochem. Horner-Wadsworth-Emmons/hydrogenation tandem reaction was achieved using ammonia as electron and proton donors. The reaction could give two-carbon-elongated ester and nitrile from aldehyde or ketones directly. This reaction could proceed with a catalytic amount of base or even without a base. The ammonia provides both the electron and proton for this tandem reaction and enables the catalyst-free hydrogenation of an α,β-unsaturated HWE intermediate. More than 40 examples were reported, and functional groups, including heterocycles and hydroxyl, were tolerated. In the experiment, the researchers used many compounds, for example, 2-Cyclohexylacetonitrile (cas: 4435-14-7Safety of 2-Cyclohexylacetonitrile).

2-Cyclohexylacetonitrile (cas: 4435-14-7) 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.Safety of 2-Cyclohexylacetonitrile

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A new facile route to primary alkanenitriles from terminal alkenes via a hydroboration-cyanation sequence was written by Masuda, Yuzuru;Hoshi, Masayuki;Arase, Akira. And the article was included in Journal of the Chemical Society, Chemical Communications in 1989.Name: 2-Cyclohexylacetonitrile This article mentions the following:

Alkenes R¹CR²:CH₂ (R¹ = alkyl, R² = H or Me) underwent hydroboration with dicyclohexylborane, and treatment of the intermediates with CuCN, Cu(OAc)₂, and cupric acetylacetonate gave R¹CHR²CH₂CN. Methylenecyclopentane of methylenecyclohexane gave the resp. cycloalkaneacetonitriles. In the experiment, the researchers used many compounds, for example, 2-Cyclohexylacetonitrile (cas: 4435-14-7Name: 2-Cyclohexylacetonitrile).

2-Cyclohexylacetonitrile (cas: 4435-14-7) 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. In addition, Nitriles can react with alkynes, which leads to an increase in carbon chain length (carbocyanation).Name: 2-Cyclohexylacetonitrile

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Metal-Free Oxidation of Primary Amines to Nitriles through Coupled Catalytic Cycles was written by Lambert, Kyle M.;Bobbitt, James M.;Eldirany, Sherif A.;Kissane, Liam E.;Sheridan, Rose K.;Stempel, Zachary D.;Sternberg, Francis H.;Bailey, William F.. And the article was included in Chemistry – A European Journal in 2016.Computed Properties of C8H4F3NO This article mentions the following:

Synergism among several intertwined catalytic cycles allowed for selective, room temperature oxidation of primary amines to the corresponding nitriles in 85-98 % isolated yield. This metal-free, scalable, operationally simple method employed a catalytic quantity of 4-acetamido-TEMPO (ACT; TEMPO = 2,2,6,6-tetramethylpiperidine N-oxide) radical and the inexpensive, environmentally benign triple salt oxone as the terminal oxidant under mild conditions. Simple filtration of the reaction mixture through silica gel afforded pure nitrile products. In the experiment, the researchers used many compounds, for example, 2-(Trifluoromethoxy)benzonitrile (cas: 63968-85-4Computed Properties of C8H4F3NO).

2-(Trifluoromethoxy)benzonitrile (cas: 63968-85-4) 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.Computed Properties of C8H4F3NO

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An Enantioconvergent Benzylic Hydroxylation Using a Chiral Aryl Iodide in a Dual Activation Mode was written by Abazid, Ayham H.;Clamor, Nils;Nachtsheim, Boris J.. And the article was included in ACS Catalysis in 2020.Reference of 101219-69-6 This article mentions the following:

The application of a triazole-substituted chiral iodoarene in a direct enantioselective hydroxylation of alkyl arenes was reported. This method allows the rapid synthesis of chiral benzyl alcs. in high yields and stereocontrol, despite its nontemplated nature. In a cascade activation consisting of an initial irradiation-induced radical C-H-bromination and a consecutive enantioconvergent hydroxylation, the iodoarene catalyst has a dual role. It initiates the radical bromination in its oxidized state through an in-situ-formed bromoiodane and in the second, Cu-catalyzed step, it acts as a chiral ligand. This work demonstrates the ability of a chiral aryl iodide catalyst acting both as an oxidant and as a chiral ligand in a highly enantioselective C-H-activating transformation. Furthermore, this concept presents an enantioconvergent hydroxylation with high selectivity using a synthetic catalyst. In the experiment, the researchers used many compounds, for example, (R)-4-(1-Hydroxyethyl)benzonitrile (cas: 101219-69-6Reference of 101219-69-6).

(R)-4-(1-Hydroxyethyl)benzonitrile (cas: 101219-69-6) 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.Reference of 101219-69-6

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X-ray crystal structure of a 2-amino-3,4-dihydroquinazoline 5-HT₃ serotonin receptor antagonist and related analogs was written by Abdelkhalek, Ahmed S.;Musayev, Faik N.;Iyer, Kavita A.;Hemanth, Prithvi;Safo, Martin K.;Dukat, Malgorzata. And the article was included in Journal of Molecular Structure in 2020.Electric Literature of C7H5ClN2 This article mentions the following:

Certain 2-amino-3,4-dihydroquinazolines bind at 5-HT₃ serotonin receptors and act as antagonists (e.g. 6-chloro) whereas others bind with little to no affinity and lack functional activity (e.g. 8-chloro). The purpose of this investigation was to gain insight as to why this might be the case. X-Ray crystallog. studies revealed that the N-C-N distances in the examined analogs are nearly identical (1.31-1.34 Å), suggesting that differences in N-C-N delocalization does not account for differences in affinity/action. Homol. modeling hydrophatic interactions (HINT) anal. revealed that the 6-chloro analog formed a greater number, and more favorable, interactions with the receptor, whereas the 8-chloro analog formed fewer, and unfavorable, interactions. The affinity and activity of the 6-chloro quinazoline relative to its 8-chloro counterpart are unrelated to the N-C-N delocalization pattern but might be related to specific (favorable and unfavorable) interactions of quinazoline substituents with certain receptor features as determined by HINT anal. In the experiment, the researchers used many compounds, for example, 2-Amino-3-chlorobenzonitrile (cas: 53312-77-9Electric Literature of C7H5ClN2).

2-Amino-3-chlorobenzonitrile (cas: 53312-77-9) 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. Electric Literature of C7H5ClN2

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An efficient Ir(III) catalyst for the asymmetric transfer hydrogenation of ketones in neat water was written by Li, Xiaohong;Blacker, John;Houson, Ian;Wu, Xiaofeng;Xiao, Jianliang. And the article was included in Synlett in 2006.Related Products of 101219-69-6 This article mentions the following:

The chiral M-CsDPEN [M = Ru, Rh, Ir; CsDPEN = (R,R,R)- or (S,S,S)-N-camphorsulfonyl-1,2-diphenylethylenediamine] catalysts were shown to be efficient for the asym. transfer hydrogenation (ATH) of aryl ketones by formate in neat water. Of particular note is the Ir-(R,R,R)-CsDPEN catalyst, which catalyzes the ATH of a wide range of ketones and delivers almost full conversions within a few hours at a S/C ratio of 1000 at 40° in most cases, with enantioselectivities ≤98% ee. In the experiment, the researchers used many compounds, for example, (R)-4-(1-Hydroxyethyl)benzonitrile (cas: 101219-69-6Related Products of 101219-69-6).

(R)-4-(1-Hydroxyethyl)benzonitrile (cas: 101219-69-6) 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. 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.Related Products of 101219-69-6

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Nitrile – Wikipedia,
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Synthesis of Benzotriazine and Aryltriazene Derivatives Starting from 2-Azidobenzonitrile Derivatives was written by Nakhai, Azadeh;Stensland, Birgitta;Svensson, Per H.;Bergman, Jan. And the article was included in European Journal of Organic Chemistry in 2010.Name: 2-Amino-3,5-dibromobenzonitrile This article mentions the following:

3-Substituted 3,4-dihydro-4-imino-1,2,3-benzotriazine derivatives 7 (e. g. I) were formed from 2-azidobenzonitriles as starting materials on treatment with Grignard or lithium organic reagents. In some cases these procedures gave aryltriazenes, e. g. II and III, as products. All compounds were identified by NMR spectroscopy and the structures of three products, namely I, II and III, were corroborated by X-ray crystallog. 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. 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. 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.Name: 2-Amino-3,5-dibromobenzonitrile

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Nitrile – Wikipedia,
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