Month: December 2022

A Tetradentate Phosphonate Ligand-based Ni-MOF as a Support for Designing High-performance Proton-conducting Materials was written by Chakraborty, Debabrata;Ghorai, Arijit;Chowdhury, Avik;Banerjee, Susanta;Bhaumik, Asim. And the article was included in Chemistry – An Asian Journal in 2021.Application In Synthesis of 1-Dodecylpyridin-1-ium bromide This article mentions the following:

Developing a robust (MOF) which facilitates proton hopping along the pore channels is very demanding in the context of fabricating an efficient proton-conducting membrane for fuel cells. Herein, we report the synthesis of a novel tetradentate aromatic phosphonate ligand H8L (L=tetraphenylethylene tetraphosphonic acid) based Ni-MOF, whose crystal structure has been solved from single-crystal X-ray diffraction. Ni-MOF [Ni₂(H₄L)(H₂O)₉(C₂H₇SO)(C₂H₇NCO)] displays a monoclinic crystal structure with a space group of P 2₁/c, a=11.887 Å, b=34.148 Å, c=11.131 Å, α = γ =90°, γ =103.374°, where a nickel-hexahydrate moiety located inside the void space of the framework through several H-bonding interactions. Upon treatment of the Ni-MOF in different pH media as well as solvents, the framework remained unaltered, suggesting the presence of strong H-bonding interactions in the framework. High framework stability of Ni-MOF bearing H-bonding interactions motivated us to explore this metal-organic framework material as proton-conducting medium after external proton doping. Due to the presence of a large number of H-bonding interactions and the presence of water mols. in the framework we have carried out the doping of organic p-toluenesulfonic acid (PTSA) and inorganic sulfuric acid (SA) in this Ni-MOF and observed high proton conductivity of 5.28×10^-2 S cm^-1 at 90 °C and 98% relative humidity for the SA-doped material. Enhancement of proton conductivity by proton doping under humid conditions suggested a very promising feature of this Ni-MOF. In the experiment, the researchers used many compounds, for example, 1-Dodecylpyridin-1-ium bromide (cas: 104-73-4Application In Synthesis of 1-Dodecylpyridin-1-ium bromide).

1-Dodecylpyridin-1-ium bromide (cas: 104-73-4) belongs to pyridine derivatives. The pyridine ring occurs in many important compounds, including agrochemicals, pharmaceuticals, and vitamins. One of the examples of pyridines is the well-known alkaloid lithoprimidine, which is an A3 adenosine receptor antagonist and N,N-dimethylaminopyridine (DMAP) analog, commonly used in organic synthesis.Application In Synthesis of 1-Dodecylpyridin-1-ium bromide

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

A Trefoil Knotted Polymer Produced through Ring Expansion was written by Cao, Peng-Fei;Mangadlao, Joey;Advincula, Rigoberto. And the article was included in Angewandte Chemie, International Edition in 2015.Reference of 628-13-7 This article mentions the following:

A synthetic strategy is reported for the production of a trefoil knotted polymer from a copper(I)-templated helical knot precursor through ring expansion. The expected changes in the properties of the knotted polymer compared to a linear analog, for example, reduced hydrodynamic radius and lower intrinsic viscosity, together with an at. force microscopy (AFM) image of individual mol. knots, confirmed the formation of the resulting trefoil knotted polymer. The strategies employed here could be utilized to enrich the variety of available polymers with new architectures. In the experiment, the researchers used many compounds, for example, Pyridinehydrochloride (cas: 628-13-7Reference of 628-13-7).

Pyridinehydrochloride (cas: 628-13-7) belongs to pyridine derivatives. Pyridines are an important class of heterocycles and occur in polysubstituted forms in many naturally occurring biologically active compounds, drug molecules and chiral ligands. Halopyridines are particularly attractive synthetic building blocks in a variety of cross-coupling methods, including the Suzuki-Miyaura cross-coupling reaction.Reference of 628-13-7

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Oxygen nucleophiles as reaction partners in photoinduced, copper-catalyzed cross-couplings: O-arylations of phenols at room temperature was written by Tan, Yichen;Munoz-Molina, Jose Maria;Fu, Gregory C.;Peters, Jonas C.. And the article was included in Chemical Science in 2014.COA of Formula: C11H9NO This article mentions the following:

A wide array of phenols and aryl iodides with a variety of functional groups were coupled to generate diaryl ethers under mild conditions (room temperature) in the presence of light and an inexpensive copper pre-catalyst (CuI). These studies indicated that a Cu(I)-phenoxide complex was a viable intermediate in photoinduced C-O bond-formation. In the experiment, the researchers used many compounds, for example, 2-Phenoxypyridine (cas: 4783-68-0COA of Formula: C11H9NO).

2-Phenoxypyridine (cas: 4783-68-0) belongs to pyridine derivatives. The ring atoms in the pyridine molecule are sp2-hybridized. The nitrogen is involved in the π-bonding aromatic system using its unhybridized p orbital. The lone pair is in an sp2 orbital, projecting outward from the ring in the same plane as the σ bonds. Pyridine groups exist in countless molecules, and their applications include catalysis, drug design, molecular recognition, and natural product synthesis.COA of Formula: C11H9NO

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Organocatalytic decarboxylative alkylation of N-hydroxy-phthalimide esters enabled by pyridine-boryl radicals was written by Gao, Liuzhou;Wang, Guoqiang;Cao, Jia;Yuan, Dandan;Xu, Cheng;Guo, Xuewen;Li, Shuhua. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2018.Synthetic Route of C7H6ClNO2 This article mentions the following:

Synthesis of substituted tetrahydropyrans derivatives I [R¹ = Me, Ph, 2-pyridyl, etc.; R² = Me, CF₃, 2-thienyl, etc.] and compounds, e.g., II via decarboxylative alkylation of N-hydroxyphthalimide (NHPI) based reactive esters with olefins using organocatalytic strategy was described. Control experiments and d. functional theory calculations suggested that these reactions involved a boryl-radical mediated decarboxylation pathway, which was different than the single electron transfer involved in decarboxylative alkylation reactions reported previously. This metal-free decarboxylative alkylation reaction features good functional compatibility, and broad substrate scope illustrated by the transformations of both the alkyl and aryl carboxylic acid derivatives In the experiment, the researchers used many compounds, for example, 2-(6-Chloropyridin-2-yl)acetic acid (cas: 885267-14-1Synthetic Route of C7H6ClNO2).

2-(6-Chloropyridin-2-yl)acetic acid (cas: 885267-14-1) belongs to pyridine derivatives. Pyridines are an important class of heterocycles and occur in polysubstituted forms in many naturally occurring biologically active compounds, drug molecules and chiral ligands. Reduced pyridines, namely tetrahydropyridines, dihydropyridines and piperidines, are found in numerous natural and synthetic compounds. The synthesis and reactivity of these compounds have often been driven by the fact many of these compounds have interesting and unique pharmacological properties. Synthetic Route of C7H6ClNO2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Organic functional group analysis at the micromole level. I. Determination of the N-oxide function by differential pulse polarography was written by Ma, T. S.;Hackman, M. R.;Brooks, M. A.. And the article was included in Mikrochimica Acta in 1975.SDS of cas: 3718-65-8 This article mentions the following:

Pyridine N-oxides (≥0.5 μg/ml) can be determined by differential pulse polarog. in 1.0M phosphate buffer (pH 3.0) in 2.5% MeOH. The peak potentials were -1.100 ± 0.150 V vs. SCE for the reduction of the N-oxide function in pyridine 1-oxide, 2-picoline 1-oxide, 3-picoline 1-oxide, 4-picoline 1-oxide, 2-cyanopyridine 1-oxide, 2-benzylpyridine 1-oxide, 4-chloropyridine 1-oxide, 4-nitropyridine 1-oxide, 3,5-lutidine 1-oxide, and 2,6-dibromopyridine 1-oxide. The calibration curve was linear for ∼3-30 μM 2-benzylpyridine 1-oxide. In the experiment, the researchers used many compounds, for example, 3,5-Dimethylpyridine 1-oxide (cas: 3718-65-8SDS of cas: 3718-65-8).

3,5-Dimethylpyridine 1-oxide (cas: 3718-65-8) belongs to pyridine derivatives. Pyridine is diamagnetic and has a diamagnetic susceptibility of −48.7 × 10−6 cm3·mol−1.The molecular electric dipole moment is 2.2 debyes. The standard enthalpy of formation is 100.2 kJ·mol−1 in the liquid phase and 140.4 kJ·mol−1 in the gas phase. Halopyridines are particularly attractive synthetic building blocks in a variety of cross-coupling methods, including the Suzuki-Miyaura cross-coupling reaction.SDS of cas: 3718-65-8

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Catalyst- and Solvent-Free Hydrophosphorylation of Ketones with Secondary Phosphine Oxides: Green Synthesis of Tertiary α-Hydroxyphosphine Oxides was written by Gusarova, Nina K.;Ivanova, Nina I.;Khrapova, Kseniya O.;Volkov, Pavel A.;Telezhkin, Anton A.;Larina, Lyudmila I.;Afonin, Andrei V.;Pavlov, Dmitry V.;Trofimov, Boris A.. And the article was included in Synthesis in 2020.Related Products of 91-02-1 This article mentions the following:

Tertiary α-hydroxyphosphine oxides were synthesized via the catalyst- and solvent-free reaction between available secondary phosphine oxides and aliphatic, aromatic and heteroaromatic ketones at 20-62° in near to 96-98% yield. The developed method meets the requirements of green chem. and the PASE (pot, atom, step economy) paradigm. According to quantum-chem. calculations at the B3LYP/6-311++G(d,p) level, the synthesized hydroxyphosphine oxides feature a weak (≈3 kcal·mol ^-1) O-H···O:P intramol. H bond. In the experiment, the researchers used many compounds, for example, Phenyl(pyridin-2-yl)methanone (cas: 91-02-1Related Products of 91-02-1).

Phenyl(pyridin-2-yl)methanone (cas: 91-02-1) belongs to pyridine derivatives. Pyridine has a dipole moment and a weaker resonant stabilization than benzene (resonance energy 117 kJ·mol−1 in pyridine vs. 150 kJ·mol−1 in benzene). Many analogues of pyridine are known where N is replaced by other heteroatoms . Substitution of one C–H in pyridine with a second N gives rise to the diazine heterocycles (C4H4N2), with the names pyridazine, pyrimidine, and pyrazine.Related Products of 91-02-1

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Fe-Catalyzed Amination of (Hetero)Arenes with a Redox-Active Aminating Reagent under Mild Conditions was written by Liu, Jianzhong;Wu, Kai;Shen, Tao;Liang, Yujie;Zou, Miancheng;Zhu, Yuchao;Li, Xinwei;Li, Xinyao;Jiao, Ning. And the article was included in Chemistry – A European Journal in 2017.Quality Control of 3-Amino-2,6-dimethoxypyridine This article mentions the following:

A novel and efficient Fe-catalyzed direct C-H amination (NH₂) of arenes is reported using a new redox-active aminating reagent. The reaction is simple, and can be performed under air, mild, and redox-neutral conditions. This protocol has a broad substrate scope and could be used in the late-stage modification of bioactive compounds Mechanistic studies demonstrate that a radical pathway could be involved in this transformation. In the experiment, the researchers used many compounds, for example, 3-Amino-2,6-dimethoxypyridine (cas: 28020-37-3Quality Control of 3-Amino-2,6-dimethoxypyridine).

3-Amino-2,6-dimethoxypyridine (cas: 28020-37-3) belongs to pyridine derivatives. The ring atoms in the pyridine molecule are sp2-hybridized. The nitrogen is involved in the π-bonding aromatic system using its unhybridized p orbital. The lone pair is in an sp2 orbital, projecting outward from the ring in the same plane as the σ bonds. Halopyridines are particularly attractive synthetic building blocks in a variety of cross-coupling methods, including the Suzuki-Miyaura cross-coupling reaction.Quality Control of 3-Amino-2,6-dimethoxypyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

A Green Alternative for the Conversion of Arylboronic Acids/Esters into Phenols Promoted by a Reducing Agent, Sodium Sulfite was written by Castro-Godoy, Willber D.;Schmidt, Luciana C.;Argueello, Juan E.. And the article was included in European Journal of Organic Chemistry in 2019.Name: Pyridin-4-ol This article mentions the following:

Hydroxylation of arylboronic acids and arylboronic esters using sodium sulfite and oxygen as the source of ultimate oxidant proceeds rapidly in water under transition metal-free conditions. This remarkable mild and environmentally benign protocol represents a green alternative to synthesize phenols using inexpensive starting materials in a simple methodol. This new application for sodium sulfite shows a wide tolerance of functional groups, and it is compatible with oxidizable functionalities. In the experiment, the researchers used many compounds, for example, Pyridin-4-ol (cas: 626-64-2Name: Pyridin-4-ol).

Pyridin-4-ol (cas: 626-64-2) belongs to pyridine derivatives. Pyridine has a dipole moment and a weaker resonant stabilization than benzene (resonance energy 117 kJ·mol−1 in pyridine vs. 150 kJ·mol−1 in benzene). Many analogues of pyridine are known where N is replaced by other heteroatoms . Substitution of one C–H in pyridine with a second N gives rise to the diazine heterocycles (C4H4N2), with the names pyridazine, pyrimidine, and pyrazine.Name: Pyridin-4-ol

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Rhodium(II)-Catalyzed Formal [4+1]-Cycloaddition of Pyridotriazoles and Propargyl Alcohols: Synthesis of 2,5-Dihydrofurans was written by Lv, Xinxin;Yang, Haijian;Shi, Taoda;Xing, Dong;Xu, Xinfang;Hu, Wenhao. And the article was included in Advanced Synthesis & Catalysis in 2019.Quality Control of Methyl 2-(5-bromopyridin-2-yl)acetate This article mentions the following:

A rhodium-catalyzed formal [4+1]-cycloaddition of pyridotriazoles, e.g., I and aryl propargyl alcs. ArCCCH₂OH (Ar = 4-methylphenyl, naphth-1-yl, 2-bromophenyl, etc.) is reported, providing an effective access to 2-pyridyl-substituted 2,5-dihydrofuran derivatives II (R = Me, Et, t-Bu; Ar¹ = 6-chloropyridin-2-yl, 4,5-diphenyloxazol-2-yl, 3-bromopyridin-2-yl, etc.) in moderate to high yields. Mechanistically, the proposed oxonium ylide intermediate in this catalytic alkyne carbocyclization transformation is verified by an interception experiment for the first time. In the experiment, the researchers used many compounds, for example, Methyl 2-(5-bromopyridin-2-yl)acetate (cas: 917023-06-4Quality Control of Methyl 2-(5-bromopyridin-2-yl)acetate).

Methyl 2-(5-bromopyridin-2-yl)acetate (cas: 917023-06-4) belongs to pyridine derivatives. The pyridine ring occurs in many important compounds, including agrochemicals, pharmaceuticals, and vitamins. Many analogues of pyridine are known where N is replaced by other heteroatoms . Substitution of one C–H in pyridine with a second N gives rise to the diazine heterocycles (C4H4N2), with the names pyridazine, pyrimidine, and pyrazine.Quality Control of Methyl 2-(5-bromopyridin-2-yl)acetate

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Cycloparaffins fused with heterocyclic rings. Part XXXII. A convenient synthesis of 2- or 3-alkyl- and 2,3-dialkylpyridines and cycloalkeno[b]pyridines was written by Epsztajn, Jan;Bieniek, Adam;Brzezinski, Jacek Z.. And the article was included in Polish Journal of Chemistry in 1980.Reference of 644-98-4 This article mentions the following:

Pyridines I [R = CHMe₂, Ph, H, Et, Pr; R¹ = H, Et, CH₂Ph, Me; RR¹ = (CH₂)_3-6] were prepared by treating R¹CH:CRR² (R² = NMe₂, morpholino) with CH₂:CHCHO to give 33-70% RCOCHR¹CH₂CH₂CHO, which were treated with NH₂OH.HCl in EtOH to give 15-74% I. In the experiment, the researchers used many compounds, for example, 2-Isopropylpyridine (cas: 644-98-4Reference of 644-98-4).

2-Isopropylpyridine (cas: 644-98-4) belongs to pyridine derivatives. In contrast to benzene, Pyridine’s electron density is not evenly distributed over the ring, reflecting the negative inductive effect of the nitrogen atom. Pyridine, its benzo and pyridine-based compounds play diverse roles in organic chemistry. Pyridine-based materials are valued for their optical and physical properties as well as their medical potential. Reference of 644-98-4

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem