Month: January 2023

Pyrolysis of aryl azides. V. Characterization of phenylazo, benzoyl and formyl as neighboring groups was written by Dickson, Noel J.;Dyall, Leonard K.. And the article was included in Australian Journal of Chemistry in 1980.HPLC of Formula: 68385-95-5 This article mentions the following:

The enhancements of the thermolysis rate of PhN₃ produced by o-PhN:N, o-Bz and o-HCO substituents are 21,780, 70.0 and 22.8 (Decalin solutions). The same ortho substituents produce much smaller enhancements (169, 8.56 and 10.7, resp.) in the pyrolysis rate of 2,4-Br₂C₆H₃N₃. These results are interpreted as steric effects on an electrocyclic thermolysis mechanism, and are not consistent with the alternative pathway of intramol. 1,3-dipolar addition In the experiment, the researchers used many compounds, for example, 2-Amino-3,5-dibromobenzonitrile (cas: 68385-95-5HPLC of Formula: 68385-95-5).

2-Amino-3,5-dibromobenzonitrile (cas: 68385-95-5) 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. 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. HPLC of Formula: 68385-95-5

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Dissociative ionization of 7-dialkylaminocoumarins under electron impact was written by Gorozhankin, S. K.;Kirpichenok, M. A.;Klyuev, N. A.;Zhil’nikov, V. G.. And the article was included in Izvestiya Timiryazevskoi Sel’skokhozyaistvennoi Akademii in 1987.Quality Control of 7-(Diethylamino)-2-oxo-2H-chromene-3-carbonitrile This article mentions the following:

The behavior of 19 substituted 7-aminocoumarins, eg, I (R = OEt, CF₃, R¹ = H; R = Me, R¹ = thiocyanato; R = CF₃, R¹ = cyano), II (R = Ac, R¹ = H; R = H, R¹ = Cl), and III (R = Me, R¹ = H, CH₂CO₂Et; R = H, R¹ = CO₂ Et; R = CF₃, R¹ = H), under electron impact mass spectroscopic conditions was studied. The pyrone ring in I–III was more stable to degradation than in other coumarins. In the experiment, the researchers used many compounds, for example, 7-(Diethylamino)-2-oxo-2H-chromene-3-carbonitrile (cas: 51473-74-6Quality Control of 7-(Diethylamino)-2-oxo-2H-chromene-3-carbonitrile).

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. 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 7-(Diethylamino)-2-oxo-2H-chromene-3-carbonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Cobalt-catalyzed asymmetric hydrogenation of ketones: A remarkable additive effect on enantioselectivity was written by Du, Tian;Wang, Biwen;Wang, Chao;Xiao, Jianliang;Tang, Weijun. And the article was included in Chinese Chemical Letters in 2021.Related Products of 101219-69-6 This article mentions the following:

A chiral cobalt pincer complex, when combined with an achiral electron-rich mono-phosphine ligand, catalyzes efficient asym. hydrogenation of a wide range of aryl ketones, affording chiral alcs. with high yields and moderate to excellent enantioselectivities (29 examples, up to 93% ee). Notably, the achiral mono-phosphine ligand showed a remarkable effect on the enantioselectivity of the reaction. 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. 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.Related Products of 101219-69-6

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

New heterocyclic Meisenheimer complexes. Action of methoxide and hydride ions on 2,4-substituted thiophenes and selenophenes was written by Paulmier, Claude;Simonnin, Marie Paule;Chatrousse, Alain Pierre;Terrier, Francois. And the article was included in Tetrahedron Letters in 1973.Electric Literature of C5H2N2O2S This article mentions the following:

Meisenheimer complexes, formed by addition of MeOK to 2,4-disubstituted thiophenes and selenophenes (I; X = S, Se; R, R1 = NO2, CN), were assigned structure II (R2 = OMe) from NMR data. Addition of Me4NBH4 to I (X = S; R = NO2, CN, R1 = NO2) gave analogous II (R = NO2, CN; R1 = NO2; R2 = H), but with I (X = S, R = NO2, R1 = CN; X = Se, R, R1 = NO2, CN) ring-opening occurred. In the experiment, the researchers used many compounds, for example, 4-Nitrothiophene-2-carbonitrile (cas: 42137-24-6Electric Literature of C5H2N2O2S).

4-Nitrothiophene-2-carbonitrile (cas: 42137-24-6) 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 addition, Nitriles can react with alkynes, which leads to an increase in carbon chain length (carbocyanation).Electric Literature of C5H2N2O2S

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Silver co-ordination compounds with aliphatic nitriles containing amino nitrogen as H bond donor or additional metal binding site: formation of a ring, a chain, a polymeric sheet and a 3D polymeric channeled structure was written by Erxleben, Andrea. And the article was included in CrystEngComm in 2002.HPLC of Formula: 7528-78-1 This article mentions the following:

Three coordination polymers and a discrete 20-membered macrometallacycle were prepared by crystallization of Ag salts with the conformationally flexible, polyfunctional ligands N-(2-cyanoethyl)glycine (ceg), 3,3-iminodipropionitrile (idpn) and tris(2-cyanoethyl)amine (tca). Single-crystal x-ray analyses of [Ag₂(tca)₂](ClO₄)₂ (1), [Ag(idpn)]ClO₄ (2), [Ag(ceg)]CF₃SO₃ (3) and [Ag(ceg)]ClO₄·0.5H₂O (4) revealed a bimetallic macrocycle (1), a 2-dimensional sheet structure with 4.8² topol. (2), a 3-dimensional network structure with rhomboid channels (3) and a 1-dimensional chain structure (4). The rhomboid channels in 3 are generated by 36-membered macrometallacyclic subunits consisting of four Ag atoms and four ceg ligands with ceg binding through the carboxylate group and the nitrile N. The amino N of ceg is protonated and serves as a H bond donor for the triflate anions that are incorporated into the macrocycles, thus stabilizing the channeled structure. In the experiment, the researchers used many compounds, for example, 3,3′,3”-Nitrilotripropanenitrile (cas: 7528-78-1HPLC of Formula: 7528-78-1).

3,3′,3”-Nitrilotripropanenitrile (cas: 7528-78-1) 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 addition, Nitriles can react with alkynes, which leads to an increase in carbon chain length (carbocyanation).HPLC of Formula: 7528-78-1

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Ligand-Promoted Non-Directed C-H Cyanation of Arenes was written by Liu, Luo-Yan;Yeung, Kap-Sun;Yu, Jin-Quan. And the article was included in Chemistry – A European Journal in 2019.Quality Control of 3-(tert-Butyl)benzonitrile This article mentions the following:

The first example of a 2-pyridone accelerated non-directed C-H cyanation with an arene as the limiting reagent was reported. This protocol was compatible with a broad scope of arenes, including advanced intermediates, drug mols. and natural products. A kinetic isotope experiment (k_H/k_D=4.40) indicated that the C-H bond cleavage is the rate-limiting step. Also, the reaction is readily scalable, further showcasing the synthetic utility of this method. In the experiment, the researchers used many compounds, for example, 3-(tert-Butyl)benzonitrile (cas: 154532-34-0Quality Control of 3-(tert-Butyl)benzonitrile).

3-(tert-Butyl)benzonitrile (cas: 154532-34-0) 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.Quality Control of 3-(tert-Butyl)benzonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Mild and General Methods for the Palladium-Catalyzed Cyanation of Aryl and Heteroaryl Chlorides was written by Littke, Adam;Soumeillant, Maxime;Kaltenbach, Robert F. III;Cherney, Robert J.;Tarby, Christine M.;Kiau, Susanne. And the article was included in Organic Letters in 2007.Safety of 3-Methylthiophene-2-carbonitrile This article mentions the following:

New methods for the palladium-catalyzed cyanation of aryl and heteroaryl chlorides have been developed, featuring sterically demanding, electron-rich phosphines. E.g., Pd(TFA)₂/(binaphthyl)P(t-Bu)₂/Zn catalyzed the cyanation of 4-ClC₆H₄NH₂ by Zn(CN)₂ to give 93% 4-NCC₆H₄NH₂. Highly challenging electron-rich aryl chlorides, in addition to electron-neutral and electron-deficient substrates, as well as nitrogen- and sulfur-containing heteroaryl chlorides can all undergo efficient cyanation under relatively mild conditions using readily available materials. In terms of substrate scope and temperature, these methods compare very favorably with the state-of-the-art cyanations of aryl chlorides. In the experiment, the researchers used many compounds, for example, 3-Methylthiophene-2-carbonitrile (cas: 55406-13-8Safety of 3-Methylthiophene-2-carbonitrile).

3-Methylthiophene-2-carbonitrile (cas: 55406-13-8) belongs to nitriles. Nitrile carbon shifts are in the range of 115�25 ppm whereas in isonitriles the shifts are around 155�65 ppm. 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 3-Methylthiophene-2-carbonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Dehydrogenation and α-functionalization of secondary amines by visible-light-mediated catalysis was written by Stanek, Filip;Pawlowski, Robert;Morawska, Paulina;Bujok, Robert;Stodulski, Maciej. And the article was included in Organic & Biomolecular Chemistry in 2020.Related Products of 10282-32-3 This article mentions the following:

A visible-light-mediated process for dehydrogenation of amines was described for the synthesis of imines. The given protocol showed a broad substrate scope, mild reaction conditions and excellent results without the requirement of tedious purification This process could be applied in one-pot functionalization of secondary amines with various nucleophiles through the cooperation of visible-light and Lewis acid catalysis, leading to the structurally varied essential components of biol. active mols. In addition, Stern-Volmer studies and quenching experiments revealed the role of a catalyst and led to the proposed mechanism of this transformation. 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. Nitriles are polar, as indicated by high dipole moments. As liquids, they have high relative permittivities, often in the 30s. 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.Related Products of 10282-32-3

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Fungal hydroxylation of ethyl benzene and derivatives was written by Holland, Herbert L.;Carter, Ian M.;Chenchaiah, P. Chinna;Khan, Shaheer H.;Munoz, Benito;Ninniss, Ronald W.;Richards, Denise. And the article was included in Tetrahedron Letters in 1985.Formula: C9H9NO This article mentions the following:

The fungus Mortierella isabellina converted Et benzene and a number of para-substituted derivatives to the corresponding optically active 1-phenylethanols with enantiomeric excesses of 5-40%. H removal from the substrate precedes product formation and is stereochem. independent of it. In the experiment, the researchers used many compounds, for example, (R)-4-(1-Hydroxyethyl)benzonitrile (cas: 101219-69-6Formula: C9H9NO).

(R)-4-(1-Hydroxyethyl)benzonitrile (cas: 101219-69-6) 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. Asymmetric bioreduction of nitriles is an attractive route to produce optically active nitriles as current metal-catalyzed hydrogenations tend to have low reactivity.Formula: C9H9NO

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Highly potent macrocyclic BACE-1 inhibitors incorporating a hydroxyethylamine core: Design, synthesis and X-ray crystal structures of enzyme inhibitor complexes was written by Sandgren, Veronica;Agback, Tatiana;Johansson, Per-Ola;Lindberg, Jimmy;Kvarnstroem, Ingemar;Samuelsson, Bertil;Belda, Oscar;Dahlgren, Anders. And the article was included in Bioorganic & Medicinal Chemistry in 2012.COA of Formula: C11H13N This article mentions the following:

A series of P1-P3 linked macrocyclic BACE-1 inhibitors containing a hydroxyethylamine (HEA) isostere scaffold has been synthesized. All inhibitors comprise a toluene or N-phenylmethanesulfonamide P2 moiety. Excellent BACE-1 potencies, both in enzymic and cell-based assays, were observed in this series of target compounds, with the best candidates displaying cell-based IC₅₀ values in the low nanomolar range. As an attempt to improve potency, a Ph substituent aiming at the S3 subpocket was introduced in the macrocyclic ring. X-ray analyzes were performed on selected compounds, and enzyme-inhibitor interactions are discussed. In the experiment, the researchers used many compounds, for example, 3-(tert-Butyl)benzonitrile (cas: 154532-34-0COA of Formula: C11H13N).

3-(tert-Butyl)benzonitrile (cas: 154532-34-0) 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 addition, Nitriles can react with alkynes, which leads to an increase in carbon chain length (carbocyanation).COA of Formula: C11H13N

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts