Month: January 2023

Substituent Effects on the Thermochemistry of Thiophenes. A Theoretical (G3(MP2)//B3LYP and G3) Study was written by Notario, Rafael;Temprado, Manuel;Roux, Maria Victoria;Liebman, Joel F.. And the article was included in Journal of Physical Chemistry A in 2012.Name: 3-Methylthiophene-2-carbonitrile This article mentions the following:

Very good linear correlations between exptl. and calculated enthalpies of formation in the gas phase (G3(MP2)//B3LYP and G3) for 48 thiophene derivatives were obtained. These correlations permit a correction of the calculated enthalpies of formation to estimate more reliable exptl. values for the enthalpies of formation of substituted thiophenes, check the reliability of exptl. measurements, and also predict the enthalpies of formation of new thiophenes that are not available in the literature. Also, the difference between the enthalpies of formation of isomeric thiophenes with the same substituent in positions 2 and 3 of the ring was analyzed. Likewise, a comparison of the substituent effect in the thiophene and benzene rings was established. In the experiment, the researchers used many compounds, for example, 3-Methylthiophene-2-carbonitrile (cas: 55406-13-8Name: 3-Methylthiophene-2-carbonitrile).

3-Methylthiophene-2-carbonitrile (cas: 55406-13-8) 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. 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.Name: 3-Methylthiophene-2-carbonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Iridium-Monodentate Phosphoramidite-Catalyzed Asymmetric Hydrogenation of Substituted Benzophenone N-H Imines was written by Hou, Guohua;Tao, Ran;Sun, Yongkui;Zhang, Xumu;Gosselin, Francis. And the article was included in Journal of the American Chemical Society in 2010.Reference of 62584-32-1 This article mentions the following:

Homogeneous asym. hydrogenation of unprotected benzophenone N-H imines using Ir-(S)-N-benzyl-N-methyl-MonoPhos as a catalyst provides chiral diarylmethylamines in 80-96% yield with enantioselectivities up to 98% ee (18 examples) for substituted substrates. In the experiment, the researchers used many compounds, for example, 2-Chloro-3-(trifluoromethyl)benzonitrile (cas: 62584-32-1Reference of 62584-32-1).

2-Chloro-3-(trifluoromethyl)benzonitrile (cas: 62584-32-1) 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. Asymmetric bioreduction of nitriles is an attractive route to produce optically active nitriles as current metal-catalyzed hydrogenations tend to have low reactivity.Reference of 62584-32-1

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Solid phase synthesis of functionalized indazoles using triazenes – scope and limitations was written by Garcia, Ana Maria;Jung, Nicole;Gil, Carmen;Nieger, Martin;Braese, Stefan. And the article was included in RSC Advances in 2015.Electric Literature of C7H4Br2N2 This article mentions the following:

A modular synthesis of highly substituted indazoles via a strategy on solid supports was discussed. The heterocyclic nitrogen atoms originated from diazonium salts, being cleaved from triazene containing resins. The scope and limitations of this process was explored, considering especially the competitive occurrence of triazines and the cleavage of hydrolyzed and traceless side products. In the experiment, the researchers used many compounds, for example, 2-Amino-3,5-dibromobenzonitrile (cas: 68385-95-5Electric Literature of C7H4Br2N2).

2-Amino-3,5-dibromobenzonitrile (cas: 68385-95-5) 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. 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.Electric Literature of C7H4Br2N2

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthesis of 2-amino-4-aryl-3-cyano-6-methyl-5-ethoxycarbonyl-4H-pyrans was written by Shestopalov, Anatoliy M.;Niazimbetova, Zukhra I.;Evans, Dennis H.;Niyazymbetov, Murat E.. And the article was included in Heterocycles in 1999.Safety of 2-(Anthracen-9-ylmethylene)malononitrile This article mentions the following:

A one-step electrochem. synthesis of the title compounds (I; R = Ph, 4-chlorophenyl, 3-nitrophenyl, 2-thienyl, 4-pyridyl) has been devised. The starting materials are aromatic and heteroaromatic aldehydes, malononitrile and Et acetoacetate. The overall reaction is catalyzed by electrogenerated base formed at a platinum cathode in acetonitrile. In the experiment, the researchers used many compounds, for example, 2-(Anthracen-9-ylmethylene)malononitrile (cas: 55490-87-4Safety of 2-(Anthracen-9-ylmethylene)malononitrile).

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

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

An efficient regioselective NBS aromatic bromination in the presence of an ionic liquid was written by Pingali, Subramanya R. K.;Madhav, Monika;Jursic, Branko S.. And the article was included in Tetrahedron Letters in 2010.Synthetic Route of C7H4Br2N2 This article mentions the following:

A simple, efficient, and rapid method was developed for high-yielding regioselective monobromination of activated aromatic compounds using NBS in combination with ionic liquid 1-butyl-1-methylimidazolium bromide ([Bmim]Br) or dioxane. The ionic liquid is recyclable and can be reused with minimal loss in the catalytic efficiency if the ionic liquid is rapidly microwaved prior to reactions. In the experiment, the researchers used many compounds, for example, 2-Amino-3,5-dibromobenzonitrile (cas: 68385-95-5Synthetic Route of C7H4Br2N2).

2-Amino-3,5-dibromobenzonitrile (cas: 68385-95-5) 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. 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.Synthetic Route of C7H4Br2N2

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Oxidative fluorination of arenes was written by Meurs, Jan H. H.;Sopher, David W.;Eilenberg, Wolf. And the article was included in Angewandte Chemie in 1989.COA of Formula: C7H4FNO This article mentions the following:

Phenol and benzene derivatives underwent selective oxidative fluorination by HF-base mixture Thus, treatment of phenol with PbO₂, HF, and pyridine afforded 50% 4,4-difluoro-2,5-cyclohexadienone. The latter was formed in 25% yield by anodic oxidation of phenol in the presence HF-Et₃N. In the experiment, the researchers used many compounds, for example, 2-Fluoro-5-hydroxybenzenecarbonitrile (cas: 104798-53-0COA of Formula: C7H4FNO).

2-Fluoro-5-hydroxybenzenecarbonitrile (cas: 104798-53-0) 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. 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.COA of Formula: C7H4FNO

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthesis of 2-Aryl/Heteroaryloxazolines from Nitriles under Metal- and Catalyst-Free Conditions and Evaluation of Their Antioxidant Activities was written by Garg, Parul;Chaudhary, Shweta;Milton, Marilyn D.. And the article was included in Journal of Organic Chemistry in 2014.Synthetic Route of C12H14N2O This article mentions the following:

The synthesis of structurally diverse 2-aryl/heteroaryloxazolines from nitriles and amino alcs. has been achieved under metal- and catalyst-free conditions in good to excellent yields. An array of functional groups are well-tolerated, thus, allowing the introduction of many important biol. active motifs such as azoles, ring-fused azoles, saturated heterocyclics, and amines in 2-aryloxazoline scaffolds. E.g., condensation of 3-BrC₆H₄CN with H₂NCH₂CH₂OH gave 83% 2-aryloxazoline derivative (I). An evaluation of the antioxidant properties using the DPPH (di-Ph picryl hydrazyl) assay method shows the pyrrole-functionalized 2-aryloxazoline to be the best antioxidant among all the synthesized 2-aryl/heteroaryloxazolines. In the experiment, the researchers used many compounds, for example, 4-(Morpholinomethyl)benzonitrile (cas: 37812-51-4Synthetic Route of C12H14N2O).

4-(Morpholinomethyl)benzonitrile (cas: 37812-51-4) belongs to nitriles. Nitrile carbon shifts are in the range of 115�25 ppm whereas in isonitriles the shifts are around 155�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.Synthetic Route of C12H14N2O

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

N-Alkylation of organonitrogen compounds catalyzed by methylene-linked bis-NHC half-sandwich ruthenium complexes was written by Moutaoukil, Zakaria;Serrano-Diez, Emmanuel;Collado, Isidro G.;Jimenez-Tenorio, Manuel;Botubol-Ares, Jose Manuel. And the article was included in Organic & Biomolecular Chemistry in 2022.Product Details of 10282-32-3 This article mentions the following:

An efficient ruthenium-catalyzed N-alkylation of amines, amides and sulfonamides was developed employing novel pentamethylcyclopentadienylruthenium(II) complexes bearing the methylene linked bis(NHC) ligand bis(3-methylimidazol-2-ylidene)methane. The acetonitrile complex I was proved to be particularly effective with a broad range of substrates with low catalyst loading (0.1-2.5 mol%) and high functional group tolerance under mild conditions. A total of 52 N-alkylated organonitrogen compounds including biol. relevant scaffolds were synthesized from (hetero)aromatic and aliphatic amines, amides and sulfonamides using alcs. or diols as alkylating agents in up to 99% isolated yield, even on gram-scale reactions. In the case of sulfonamides, it was the first example of N-alkylation employing a transition-metal complex bearing NHC ligands. 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 compounds can be prepared by the incorporation of a cyanide source through C–C bond formation or by dehydration of primary carboxamides. 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.Product Details of 10282-32-3

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts