Day: January 6, 2023

Nitrogen-containing compounds in black pepper oil (Piper nigrum L.) was written by Clery, Robin A.;Hammond, Christopher J.;Wright, Anthony C.. And the article was included in Journal of Essential Oil Research in 2006.Formula: C8H11N This article mentions the following:

An investigation of nitrogen-containing compounds in black pepper oil, by capillary GC, GC/MS and HPLC techniques, revealed 20 previously unreported pyrazines, pyridines and piperidines. These species were found to be present at levels ranging from 150 ppb to 30 ppm. Odor assessment revealed that 2-ethyl-3,5-dimethylpyrazine (1.5 ppm) and 3-ethyl-2,5-dimethylpyrazine (490 ppb) contributed most significantly to the overall odor. In the experiment, the researchers used many compounds, for example, 2-Isopropylpyridine (cas: 644-98-4Formula: C8H11N).

2-Isopropylpyridine (cas: 644-98-4) 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. Several pyridine derivatives play important roles in biological systems. While its biosynthesis is not fully understood, nicotinic acid (vitamin B3) occurs in some bacteria, fungi, and mammals.Formula: C8H11N

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Coumarin Based Highly Selective “off-on-off” Type Novel Fluorescent Sensor for Cu²⁺ and S^2- in Aqueous Solution was written by Karuk Elmas, Sukriye Nihan;Ozen, Furkan;Koran, Kenan;Yilmaz, Ibrahim;Gorgulu, Ahmet Orhan;Erdemir, Serkan. And the article was included in Journal of Fluorescence in 2017.Electric Literature of C5H6ClN This article mentions the following:

Solvent-free synthesis of 6,7-dihydroxy-3-(3-chlorophenyl) coumarin (CFHC) was designed and obtained by the interaction of 2-(2,4,5-trimethoxyphenyl)-1-(3-chlorophenyl)acrylonitrile with pyridinium hydrochloride in the presence of silica gel by using microwave irradiation The characterization of CFHC was confirmed by FT-IR, ¹H, ¹³C, ¹³C-APT and 2D HETCOR spectroscopy methods. The optical behavior of CFHC towards metal ions was investigated by UV-visible and fluorescence spectroscopy. CFHC showed “on-off” type fluorescence response towards Cu²⁺ with high selectivity in aqueous solution (CH₃CN/H₂O, 9/1, volume/volume). Once binding with Cu²⁺, CFHC-Cu²⁺ complex also displayed high selectivity for sulfide, resulting in “off-on” type sensing of sulfide anion. In the experiment, the researchers used many compounds, for example, Pyridinehydrochloride (cas: 628-13-7Electric Literature of C5H6ClN).

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. 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. Electric Literature of C5H6ClN

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Influence of Ionic Liquid on Hydrolyzed Cellulose Material: FT-IR Spectroscopy and TG-DTG-DSC Analysis was written by Bodirlau, Ruxanda;Teaca, Carmen-Alice;Spiridon, Iuliana. And the article was included in International Journal of Polymer Analysis and Characterization in 2010.Recommanded Product: 1-Butyl-3-methylpyridinium Chloride This article mentions the following:

Three different ionic liquids (IL), 1-butyl-3-methylimidazolium chloride ([BMIM]Cl), 1-ethyl-3-methylimidazolium chloride ([EMIM]Cl), and 1-butyl-3-methylpyridinium chloride ([BMP]Cl), were used as reaction media in hydrolysis reaction of poplar seed floss (as cellulose material) with cellulase. Hydrolysis kinetics of the IL-treated cellulose material was significantly enhanced. The initial hydrolysis rates for IL-treated cellulose material were greater than that of non-treated cellulose material. This behavior seems to be due to synergetic effects of ionic liquid and cellulase upon cellulose material. Structural modifications were investigated by Fourier transform-IR spectroscopy (FT-IR). Thermal properties of poplar seeds floss were also evaluated by TG-DTG-DSC simultaneous anal. In the experiment, the researchers used many compounds, for example, 1-Butyl-3-methylpyridinium Chloride (cas: 125652-55-3Recommanded Product: 1-Butyl-3-methylpyridinium Chloride).

1-Butyl-3-methylpyridinium Chloride (cas: 125652-55-3) belongs to pyridine derivatives. Pyridine has a conjugated system of six π electrons that are delocalized over the ring. The molecule is planar and, thus, follows the Hückel criteria for aromatic systems. Several pyridine derivatives play important roles in biological systems. While its biosynthesis is not fully understood, nicotinic acid (vitamin B3) occurs in some bacteria, fungi, and mammals.Recommanded Product: 1-Butyl-3-methylpyridinium Chloride

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Syntheses, structures and coordination modes of acetatopalladium(II) complexes with 1,3-bis(2-arylimino)isoindoline ligands of different steric influence was written by Broering, Martin;Kleeberg, Christian;Tejero, Esther Consul. And the article was included in European Journal of Inorganic Chemistry in 2007.Recommanded Product: 3,6-Dimethyl-2-pyridinamine This article mentions the following:

Acetatopalladium(II) chelate complexes I (12 X = C, R¹ = R² = R³ = H; 14 X = C, R¹ = R³ = Me, R² = H; 15 X = N, R³ absent, R¹ = H, R² = Me) and tetranuclear palladacycles II (13) of 1,3-bis(2-arylimino)isoindoline (bai) ligands (4–7; L¹-L⁴) with different degrees of steric congestion were prepared and characterized by NMR and XRD with respect to nuclearity and coordination mode. In particular, the propensity for heteroaryl ring rotation and C-H activation was investigated. Palladium(II) ions bind to bai ligands in different coordination modes, either as classical Werner-type N,N,N bonded complexes or as carbometalated C,N,N chelates after pyridyl ring rotation and C-H activation. In the latter case two (bai*)-Pd(OAc) subunits form acetato-bridged dimeric structure in the complex 13. These stable and electroneutral tetranuclear species are of low solubility in non-donor solvents, but break up into soluble dinuclear species of unknown composition upon the addition of DMSO, azide or cyanide. Attempts to activate C-C bonds by this strategy were not successful. Surprisingly, the exchange of the terminal pyridines by pyrimidines does not result in the formation of oligonuclear or oligomeric species. Besides the degree of steric hindrance, three more factors, specifically, solubility of the products, stoichiometry of metal precursor and charge compensation, were identified to govern the outcome of the metalation of these bai ligands. In the experiment, the researchers used many compounds, for example, 3,6-Dimethyl-2-pyridinamine (cas: 823-61-0Recommanded Product: 3,6-Dimethyl-2-pyridinamine).

3,6-Dimethyl-2-pyridinamine (cas: 823-61-0) 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. Halopyridines are particularly attractive synthetic building blocks in a variety of cross-coupling methods, including the Suzuki-Miyaura cross-coupling reaction.Recommanded Product: 3,6-Dimethyl-2-pyridinamine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

A Copper-Containing Polyoxometalate-Based Metal-Organic Framework as an Efficient Catalyst for Selective Catalytic Oxidation of Alkylbenzenes was written by Xu, Baijie;Xu, Qian;Wang, Quanzhong;Liu, Zhen;Zhao, Ruikun;Li, Dandan;Ma, Pengtao;Wang, Jingping;Niu, Jingyang. And the article was included in Inorganic Chemistry in 2021.Application of 91-02-1 This article mentions the following:

A copper-containing polyoxometalate-based metal-organic framework (POMOF), Cu^I12Cl₂(trz)₈[HPW₁₂O₄₀] (HENU-7, HENU = Henan University; trz = 1,2,4-triazole), has been successfully synthesized and well-characterized. In addition, the excellent catalytic ability of HENU-7 has been proved by the selective oxidation of diphenylmethane. Under the optimal conditions, the diphenylmethane conversion obtained over HENU-7 is 96%, while the selectivity to benzophenone is 99%, which outperforms most noble-metal-free POM-based catalysts. Moreover, HENU-7 is stable to reuse for five runs without an obvious loss in activity and also can catalyze the oxidation of different benzylic C-H with satisfactory conversions and selectivities, which implied the significant catalytic activity and recyclability. In the experiment, the researchers used many compounds, for example, Phenyl(pyridin-2-yl)methanone (cas: 91-02-1Application of 91-02-1).

Phenyl(pyridin-2-yl)methanone (cas: 91-02-1) belongs to pyridine derivatives. Pyridine’s the lone pair does not contribute to the aromatic system but importantly influences the chemical properties of pyridine, as it easily supports bond formation via an electrophilic attack. Several pyridine derivatives play important roles in biological systems. While its biosynthesis is not fully understood, nicotinic acid (vitamin B3) occurs in some bacteria, fungi, and mammals.Application of 91-02-1

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Merging C-H Vinylation with Switchable 6π-Electrocyclizations for Divergent Heterocycle Synthesis was written by Jiang, Xunjin;Zeng, Zhixiong;Hua, Yuhui;Xu, Beibei;Shen, Yang;Xiong, Jing;Qiu, Huijuan;Wu, Yifan;Hu, Tianhui;Zhang, Yandong. And the article was included in Journal of the American Chemical Society in 2020.SDS of cas: 4373-61-9 This article mentions the following:

Pyridinium-containing polyheterocycles exhibit distinctive biol. properties and interesting electrochem. and optical properties and thus are widely used as drugs, functional materials, and photocatalysts. Here, we describe a unified two-step strategy by merging Rh-catalyzed C-H vinylation with two switchable electrocyclizations, including aza-6π-electrocyclization and all-carbon-6π-electrocyclization, for rapid and divergent access to dihydropyridoisoquinoliniums and dihydrobenzoquinolines. Through computation, the high selectivity of aza-electrocyclization in the presence of an appropriate “HCl” source under either thermal conditions or photochem. conditions is shown to result from the favorable kinetics and symmetries of frontier orbitals. We further demonstrated the value of this protocol by the synthesis of several complex pyridinium-containing polyheterocycles, including the two alkaloids berberine and chelerythrine. In the experiment, the researchers used many compounds, for example, 2-(m-Tolyl)pyridine (cas: 4373-61-9SDS of cas: 4373-61-9).

2-(m-Tolyl)pyridine (cas: 4373-61-9) 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.SDS of cas: 4373-61-9

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electrochemical reduction of dodecylpyridinium bromide in aprotic solvents: mechanistic studies was written by Hromadova, Magdalena;Pospisil, Lubomir;Sokolova, Romana;Kolivoska, Viliam. And the article was included in Collection of Czechoslovak Chemical Communications in 2011.Category: pyridine-derivatives This article mentions the following:

Reduction mechanism of 1-dodecylpyridin-1-ium bromide (DPBr) in dimethylsulfoxide was studied on Hg electrode. Based on the classical polarog. methods as well as on the use of a.c. techniques it was shown that DPBr is reduced in a reversible one electron transfer step followed by dimerization of the corresponding radical species. Reduction process is accompanied by the adsorption phenomena even in the non-aqueous solvents. Possible modes of DPBr adsorption were studied by the ex situ scanning tunnelling microscopy (STM) imaging of these mols. on highly oriented pyrolytic graphite. In the experiment, the researchers used many compounds, for example, 1-Dodecylpyridin-1-ium bromide (cas: 104-73-4Category: pyridine-derivatives).

1-Dodecylpyridin-1-ium bromide (cas: 104-73-4) belongs to pyridine derivatives. Pyridine’s the lone pair does not contribute to the aromatic system but importantly influences the chemical properties of pyridine, as it easily supports bond formation via an electrophilic attack. Halopyridines are particularly attractive synthetic building blocks in a variety of cross-coupling methods, including the Suzuki-Miyaura cross-coupling reaction.Category: pyridine-derivatives

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthesis of carbinoxamine via α-C(sp³)-H 2-pyridylation of O, S or N-containing compounds enabled by non-D-A-type super organoreductants and sulfoxide- or sulfide HAT reagents was written by Cui, Xian-Chao;Zhang, Hu;Wang, Yi-Ping;Qu, Jian-Ping;Kang, Yan-Biao. And the article was included in Chemical Science in 2022.SDS of cas: 1620-76-4 This article mentions the following:

In this work, the discovery of a non-donor-acceptor (D-A) type organic photoreductant CBZ6 and sulfoxide/sulfide synergistically catalyzed general α-C(sp³)-H arylation of ethers, thioethers and amines to gave compounds R¹R²CHXR³ [R¹ = 2-pyridyl, 4-pyridyl, 3-methyl-2-pyridyl, etc.; R² = Ph, 4-ClC₆H₄, 4-MeOC₆H₄, 2-MeC₆H₄, etc.; R³ = H, Bn, Me, n-Bu, etc.; X = O, S, N, NH, NCH₃] was reported. By using as low as 1 mol% of CBZ6 as a recyclable organic photoreductant and sulfoxides or sulfides as a new type of HAT reagent, the 2- or 4-pyridylation of O, N, or S-containing compounds had been accomplished. This was the first base-free version of α-C-H 2-/4-pyridylation of O, N, or S-containing compounds It was the first example of sulfoxides or sulfides working as HAT reagents. It was also the first general method for photocatalytic HAT 2-pyridylation of various ethers, amines or thioethers. In the experiment, the researchers used many compounds, for example, 4-Methylpicolinonitrile (cas: 1620-76-4SDS of cas: 1620-76-4).

4-Methylpicolinonitrile (cas: 1620-76-4) 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. 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. SDS of cas: 1620-76-4

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Convenient synthesis of 2-aryl-1-haloindolizines from pyridinium salts and 2-aryl-1,1-dihaloalk-1-enes was written by Yang, Yiwen;Kuang, Chunxiang;Jin, Hui;Yang, Qing. And the article was included in Synthesis in 2011.Category: pyridine-derivatives This article mentions the following:

2-Aryl-1-haloindolizines were synthesized from pyridinium salts and 2-aryl-1,1-dihaloalk-1-enes using a DBU/THF system. 2-Aryl-1,1-dihaloalk-1-enes containing electron-withdrawing or -donating groups were efficiently converted into the corresponding 2-aryl-1-haloindolizines in moderate to excellent yields. In the experiment, the researchers used many compounds, for example, 1-(Cyanomethyl)pyridin-1-ium chloride (cas: 17281-59-3Category: pyridine-derivatives).

1-(Cyanomethyl)pyridin-1-ium chloride (cas: 17281-59-3) 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). Halopyridines are particularly attractive synthetic building blocks in a variety of cross-coupling methods, including the Suzuki-Miyaura cross-coupling reaction.Category: pyridine-derivatives

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthesis of 3-amino-2-pyridinecarboxaldehyde thiosemicarbazone (3-AP) was written by Niu, Chuansheng;Li, Jun;Doyle, Terrence W.;Chen, Shu-Hui. And the article was included in Tetrahedron in 1998.Reference of 209798-48-1 This article mentions the following:

Palladium-catalyzed cross-coupling of methylboronic acid with 2-chloro-3-nitropyridine produced 2-methyl-3-nitropyridine in one step in high yield. Oxidation of the latter with selenium dioxide gave an aldehyde. Alternatively, condensation of 2-methyl-3-nitropyridine with DMFDMA followed by oxidation gave 3-nitro-2-pyridinecarboxaldehyde in a two step higher yielding conversion. Subsequent direct coupling of 3-nitro-2-pyridinecarboxaldehyde with thiosemicarbazide followed by reduction of the nitro group using stannous chloride or sodium sulfide provided 3-AP. Reduction with sodium hydrosulfite gave 3-HAP. Finally a route which avoids the reduction of a nitro function was devised. Thus direct coupling of styrene with 2-chloro-3-aminopyridine under Heck reaction conditions gave a product which was converted to an aldehyde and converted to 3-AP with in situ deblocking of the BOC functionality. In the experiment, the researchers used many compounds, for example, (2-Chloro-pyridin-3-yl)-carbamic acid tert-butyl ester (cas: 209798-48-1Reference of 209798-48-1).

(2-Chloro-pyridin-3-yl)-carbamic acid tert-butyl ester (cas: 209798-48-1) belongs to pyridine derivatives. Pyridine has a conjugated system of six π electrons that are delocalized over the ring. The molecule is planar and, thus, follows the Hückel criteria for aromatic systems. 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 209798-48-1

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem