Month: October 2022

Synthetic Route of C12H10Cl2N2On September 19, 2000 ,《Synthesis of Thermochromic Iron(II) Tris(bipyridine)-Centered Star-Shaped Polyoxazolines and Their Bipyridine-Centered Macroligand Counterparts》 was published in Macromolecules. The article was written by McAlvin, John E.; Scott, Sarah B.; Fraser, Cassandra L.. The article contains the following contents:

Iron tris(bipyridine) complexes [Fe{4,4′-bis(chloromethyl)-2,2′-bipyridine}3], I, and the corresponding iodide analog generated in situ using NaI, II, were used as initiators for the polymerization of a series of 2-R-2-oxazoline monomers (R = Et, EtOX; Me, MeOX; Ph, PhOX; and undecyl, UnOX). The resulting labile core, red-violet Fe-centered star polymers fragment during mol. weight anal. by gel permeation chromatog. (GPC). Thus, samples were subjected to chem. cleavage in aqueous K2CO3 to generate metal-free bipyridine-centered polyoxazolines, bpyPROX2. When combined with ferrous ammonium sulfate, these bpyPROX2 macroligands chelate to Fe(II), regenerating the [Fe(bipyridine)3]2+ chromophores. Both preparative and anal. kinetics experiments generally produce polymers with reasonably narrow mol. weight distribution (∼1.1 – 1.5). Mol. weight vs. percent monomer conversion plots with either the iodide or chloride initiating system were nearly linear for all monomers ; however, only PEOX and PUOX products show good correlation with Mn(calculated) based on monomer/initiator loading. For most monomers, reactions with iodide initiators are faster than the chlorides, and linear first-order kinetics plots were observed Polymerization of oxazolines with 4,4′-bis(halomethyl)-2,2′-bipyridines produced polymers with narrow mol. weight distribution but with mol. weight higher than targeted based on monomer loading. The 1H NMR data indicate that termination with dipropylamine is efficient for EtOX polymerizations Thermal anal. by DSC and TGA reveal few differences between Fe-centered stars and their bpy-centered PROX macroligand counterparts. Variable-temperature UV/vis data of Fe-centered PEOX thin film illustrate the bleaching of the metal to ligand charge transfer band at about 535 nm of an Fe-centered PEOX film heated under N; cooling and reheating revealed that this process is at least partially reversible for all [Fe-(bpyPROX2)3]2+. In the experiment, the researchers used 4,4′-Bis(chloromethyl)-2,2′-bipyridine(cas: 138219-98-4Synthetic Route of C12H10Cl2N2)

4,4′-Bis(chloromethyl)-2,2′-bipyridine(cas: 138219-98-4) 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. Synthetic Route of C12H10Cl2N2 Pyridine has a conjugated system of six π electrons that are delocalized over the ring.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Dogan, Sengul Dilem; Demirpolat, Eren; Yerer Aycan, Mukerrem Betul; Balci, Metin published an article on January 14 ,2015. The article was titled 《Synthesis of new 4-aza-indoles via acyl azides》, and you may find the article in Tetrahedron.COA of Formula: C9H12N2O2 The information in the text is summarized as follows:

The authors hereby report the preparation of new azaindole derivatives starting from 2-(2-ethoxy-2-oxoethyl)nicotinic acid. Conversion of a half ester into acyl azide followed by Curtius rearrangement gave the corresponding isocyanate. Trapping of the isocyanate with different nucleophiles produced urea and urethane derivatives Intramol. cyclization reactions gave the target compounds In addition to this study using Ethyl 2-(3-aminopyridin-2-yl)acetate, there are many other studies that have used Ethyl 2-(3-aminopyridin-2-yl)acetate(cas: 295327-27-4COA of Formula: C9H12N2O2) was used in this study.

Ethyl 2-(3-aminopyridin-2-yl)acetate(cas: 295327-27-4) belongs to anime. To avoid the problem of multiple alkylation, methods have been devised for “blocking” substitution so that only one alkyl group is introduced. The Gabriel synthesis is one such method; it utilizes phthalimide, C6H4(CO)2NH, whose one acidic hydrogen atom has been removed upon the addition of a base such as KOH to form a salt.COA of Formula: C9H12N2O2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2017,Li, Zhao; Gelbaum, Carol; Campbell, Zachary S.; Gould, Paul C.; Fisk, Jason S.; Holden, Bruce; Jaganathan, Arvind; Whiteker, Gregory T.; Pollet, Pamela; Liotta, Charles L. published 《Pd-Catalyzed Suzuki coupling reactions of aryl halides containing basic nitrogen centers with arylboronic acids in water in the absence of added base》.New Journal of Chemistry published the findings.Synthetic Route of C5H5BrN2 The information in the text is summarized as follows:

The Pd-catalyzed Suzuki coupling reactions of a series of aryl chlorides and aryl bromides containing basic nitrogen centers with arylboronic acids in water in the absence of added base were reported. The reactions proceeded either partially or entirely under acidic conditions. After surveying twenty-two phosphorus ligands, high yields of products were obtained with aryl chlorides only when a bulky ligand, 2-(di-tert-butyl-phosphino)-1-phenyl-1H-pyrrole (cataCXiumPtB) was used. In contrast, aryl bromides produced high yields of products in the absence of both added base and added ligand. In order to explore the Suzuki coupling process entirely under acidic conditions, a series of reactions were conducted in buffered acidic media using several model substrates. 4-Chlorobenzylamine, in the presence of cataCXiumPtB, produced high yields of product at buffered pH 6.0; the yields dropped off precipitously at buffered pH 5.0 and lower. The fall-off in yield was attributed to the decomposition of the Pd-ligand complex due to the protonation of the ligand in the more acidic aqueous media. In contrast, in the absence of an added ligand, 4-amino-2-chloropyridine produced quant. yields at buffered pH 3.5 and 4.5 while 4-amino-2-bromopyridine produced quant. yields in a series of buffered media ranging from pH 4.5 to 1.5. These substrates were only partially protonated in acidic media and could behave as active Pd ligands in the Suzuki catalytic cycle.6-Bromopyridin-3-amine(cas: 13534-97-9Synthetic Route of C5H5BrN2) was used in this study.

6-Bromopyridin-3-amine(cas: 13534-97-9) belongs to anime. Amines characteristically form salts with acids; a hydrogen ion, H+, adds to the nitrogen. With the strong mineral acids (e.g., H2SO4, HNO3, and HCl), the reaction is vigorous. Salt formation is instantly reversed by strong bases such as NaOH. Neutral electrophiles (compounds attracted to regions of negative charge) also react with amines; alkyl halides (R′X) and analogous alkylating agents are important examples of electrophilic reagents.Synthetic Route of C5H5BrN2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2017,Hayashi, Minoru; Nishimura, Yasunobu; Watanabe, Yutaka published 《Syntheses of 3-oxo-λ5-benzophospholes by an intramolecular cyclization of phosphorus-ylide》.Chemistry Letters published the findings.Product Details of 31106-82-8 The information in the text is summarized as follows:

Three synthetic procedures were developed for a new class of P ylide containing conjugate heterocycles, 3-oxo-λ5-benzophospholes. The key to the formation of the heterocycle is unusual intramol. acylation of a P ylide forming an endocyclic ylide. Several types of 2-substituted benzophospholes were synthesized, some of which show fluorescence. After reading the article, we found that the author used 2-(Bromomethyl)pyridine hydrobromide(cas: 31106-82-8Product Details of 31106-82-8)

2-(Bromomethyl)pyridine hydrobromide(cas: 31106-82-8) belongs to pyridine. Pyridine is very deactivated towards electrophilic substitution with respect to benzene. For this reason classical formylation, using methods such as the Gattermann or Vilsmeier reactions, are not generally successful. Product Details of 31106-82-8

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2017,Yuan, Yan-Qiu; Yuan, Feng-Ling; Li, Fei-Long; Hao, Zhi-Min; Guo, Jun; Young, David J.; Zhang, Wen-Hua; Lang, Jian-Ping published 《A cuboidal [Ni4O4] cluster as a precursor for recyclable, carbon-supported nickel nanoparticle reduction catalysts》.Dalton Transactions published the findings.SDS of cas: 29682-15-3 The information in the text is summarized as follows:

Cuboidal [Ni4O4] clusters supported by a pyridine alkoxide ligand have been developed. One of these clusters was selected as a precursor for carbon-hosted Ni nanoparticles (NiNPs/C) which were efficient catalysts for the conversion of 4-nitrophenol (4-NP) to 4-aminophenol (4-AP) at room temperature In the experiment, the researchers used many compounds, for example, Methyl 5-bromopicolinate(cas: 29682-15-3SDS of cas: 29682-15-3)

Methyl 5-bromopicolinate(cas: 29682-15-3) belongs to pyridine. Pyridine is very deactivated towards electrophilic substitution with respect to benzene. For this reason classical formylation, using methods such as the Gattermann or Vilsmeier reactions, are not generally successful. SDS of cas: 29682-15-3

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2017,Mohammad, Akbar; Chandra, Prakash; Ghosh, Topi; Carraro, Mauro; Mobin, Shaikh M. published 《Facile Access to Amides from Oxygenated or Unsaturated Organic Compounds by Metal Oxide Nanocatalysts Derived from Single-Source Molecular Precursors》.Inorganic Chemistry published the findings.SDS of cas: 103-74-2 The information in the text is summarized as follows:

Oxidative amidation is a valuable process for the transformation of oxygenated organic compounds to valuable amides. However, the reaction is severely limited using an expensive catalyst and limited substrate scope. To circumvent these limitations, designing a transition-metal-based nanocatalyst via more straightforward and economical methodol. with superior catalytic performances with broad substrate scope is desirable. To resolve the aforementioned issues, the authors report a facile method for the synthesis of nanocatalysts NiO and CuO by the sol-gel-assisted thermal decomposition of [Ni(hep-H)(H2O)4]SO4 (SSMP-1) and [Cu(μ-hep)(BA)]2 (SSMP-2) [hep-H = 2-(2-hydroxylethyl)pyridine; BA = HOBz] as single-source mol. precursors (SSMPs) for the oxidative amidation of benzyl alc., benzaldehyde, and BA by using DMF as the solvent and as an amine source, in the presence of tert-butylhydroperoxide (TBHP) as the oxidant, at T = 80°. In addition to nanocatalysts NiO and CuO, the authors’ previously reported Co/CoO nanocatalyst (CoNC), derived from [CoII(hep-H)(H2O)4]SO4 (A) as an SSMP, was also explored for the aforementioned reaction. Also, the authors have carefully studied the difference in the catalytic performance of Co-, Ni-, and Cu-based nanoparticles synthesized from the SSMP for the conversion of various oxygenated and unsaturated organic compounds to their resp. amides. CuO showed an optimum catalytic performance for the oxidative amidation of various oxygenated and unsaturated organic compounds with a broad reaction scope. Finally, CuO can be recovered unaltered and reused for several (six times) recycles without any loss in catalytic activity. In the experimental materials used by the author, we found 2-(2-Hydroxyethyl)pyridine(cas: 103-74-2SDS of cas: 103-74-2)

2-(2-Hydroxyethyl)pyridine(cas: 103-74-2) belongs to pyridine. When pyridine is adsorbed on oxide surfaces or in porous materials, the following species are commonly observed: (i) pyridine coordinated to Lewis acid sites, (ii) pyridine H-bonded to weakly acidic hydroxyls, and (iii) protonated pyridine. At high coverage, physisorbed pyridine and protonated dimers can also be observed.SDS of cas: 103-74-2

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2019,ACS Omega included an article by Oppong-Quaicoe, Anita A.; DeBoef, Brenton. Formula: C6H6BrN. The article was titled 《FeCl2-Mediated Rearrangement of Allylic Alcohols》. The information in the text is summarized as follows:

Aryllithium reagents underwent one-pot regioselective addition and rearrangement reactions with cyclic α,β-unsaturated ketones and an acyclic diaryl-α,β,γ,δ-dienone in the presence of FeCl2 to yield cyclic secondary β-arylallylic alcs. Addition of an arylithium to an α’-methyl-α,β-enone followed by FeCl2-mediated rearrangement of the mixture of diastereomers indicated that the rearrangement is stereoselective.2-Bromo-5-methylpyridine(cas: 3510-66-5Formula: C6H6BrN) was used in this study.

2-Bromo-5-methylpyridine(cas: 3510-66-5) belongs to pyridine. In industry and in the lab, pyridine is used as a reaction solvent, particularly when its basicity is useful, and as a starting material for synthesizing some herbicides, fungicides, and antiseptics.Formula: C6H6BrN

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2019,New Journal of Chemistry included an article by Das, Suman; Bhattacharjee, Jayeeta; Panda, Tarun K.. SDS of cas: 100-48-1. The article was titled 《An imidazolin-2-iminato ligand organozinc complex as a catalyst for hydroboration of organic nitriles》. The information in the text is summarized as follows:

The reaction of diethylzinc with imidazolin-2-imines (ImRNH, R = Dipp (2,6-diisopropylphenyl)), Mes (2,4,6-trimethylphenyl), and tBu (tert-butyl) afforded the corresponding dimeric Zn(II) imidazolin-2-iminato complexes [{(ImRN)ZnEt}2] (R = Dipp, 1a; R = Mes, 1b; R = tBu, 1c). The Zn complexes were characterized using spectroscopic techniques and the mol. structure of complex 1b was established by single-crystal x-ray diffraction anal. Complex 1c was used as a catalyst for the chemoselective hydroboration of organic nitriles with pinacolborane (HBpin) at ambient temperature to obtain diborylamines of a broad substrate scope in high yield. Zn complex 1c exhibits a versatile substrate scope and good functional group tolerance for catalytic hydroboration reactions. A most plausible mechanism is proposed from the kinetic study. In the experiment, the researchers used many compounds, for example, 4-Cyanopyridine(cas: 100-48-1SDS of cas: 100-48-1)

4-Cyanopyridine(cas: 100-48-1) belongs to pyridine. Pyridine’s structure is isoelectronic with that of benzene, but its properties are quite different. Pyridine is completely miscible with water, whereas benzene is only slightly soluble. Like all hydrocarbons, benzene is neutral (in the acid–base sense), but because of its nitrogen atom, pyridine is a weak base.SDS of cas: 100-48-1

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2019,Science China: Chemistry included an article by Miao, Meng; Liao, Li-Li; Cao, Guang-Mei; Zhou, Wen-Jun; Yu, Da-Gang. Recommanded Product: 100-48-1. The article was titled 《Visible-light-mediated external-reductant-free reductive cross coupling of benzylammonium salts with (hetero)aryl nitriles》. The information in the text is summarized as follows:

A novel visible-light-mediated external reductant-free reductive cross coupling for the construction of C sp2-C sp3 bonds was reported. A variety of benzylammonium salts RCH(R1)N+(CH3)3O-S(O)2CF3 (R = naphthalen-2-yl, 1-benzothiophen-3-yl, 4-tert-butylphenyl, etc.; R1 = H, Me, n-Pr) and 1,2,3,4-tetrahydro-N,N,N-trimethyl-1-naphthalenaminium 1,1,1-trifluoromethanesulfonate underwent selective coupling with (hetero)aryl nitriles R2CN (R2 = 4-cyano-3-methylphenyl, 2-phenylpyridin-4-yl, isoquinolin-1-yl, etc.) to deliver important diarylmethanes RCH(R1)R2 and 4-(1,2,3,4-tetrahydronaphthalen-1-yl)benzonitrile under mild reaction conditions. Importantly, photocatalysts can be omitted for many cases, which might involve the electron donor acceptor (EDA) complex. Mechanistic studies indicated that benzylic radicals might be involved as the key intermediates. Moreover, the in situ NMe3 generated via cleavage of C-N bond in ammonium salts acts as the electron donor, thus avoiding the use of external-reductant. In the experimental materials used by the author, we found 4-Cyanopyridine(cas: 100-48-1Recommanded Product: 100-48-1)

4-Cyanopyridine(cas: 100-48-1) belongs to pyridine. Pyridine is very deactivated towards electrophilic substitution with respect to benzene. For this reason classical formylation, using methods such as the Gattermann or Vilsmeier reactions, are not generally successful. Recommanded Product: 100-48-1

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The author of 《Molecular-level design of Fe-N-C catalysts derived from Fe-dual pyridine coordination complexes for highly efficient oxygen reduction》 were Zhang, Xiaoran; Mollamahale, Yaser Bahari; Lyu, Dandan; Liang, Lizhe; Yu, Feng; Qing, Ming; Du, Yonghua; Zhang, Xinyi; Tian, Zhi Qun; Shen, Pei Kang. And the article was published in Journal of Catalysis in 2019. Reference of 2,6-Diaminopyridine The author mentioned the following in the article:

Iron-nitrogen-carbon (Fe-N-C) materials as the most promising non-precious metal catalysts for oxygen reduction reaction (ORR) to replace Pt-based catalysts are in high demand for large scale application of fuel cells. However, their activity and durability are still critical issues. Development of Fe/N/C-containing precursors is a straightforward strategy for obtaining advanced Fe-N-C ORR catalysts to address these issues. Herein, we report an advanced Fe-N-C catalyst with a hybrid structure of single Fe atom sites (Fe-Nx moieties) and exposed Fe carbides/nitrides nanodots with diameters <2 nm embedded onto highly graphitic N-doped carbon matrix. The catalyst is synthesized by pyrolysis of a new kind of Fe-dual pyridine coordinated complex as the precursor. This facile chem. route results in a non-conventional Fe-N-C catalyst with encapsulated Fe-metallic phase nanoparticles or Fe-Nx moieties. The catalyst exhibits excellent ORR activity and remarkable durability in both acidic and alk. media. Its onset and half-wave potentials are 1.08 V and 0.88 V vs. (RHE) in 0.1 M KOH, resp., and 0.95 V and 0.81 V vs. RHE, resp., in 0.5 M H2SO4. Furthermore, a single proton exchange membrane (PEM) fuel cell fabricated by our catalyst generates the output power of 0.65 W cm-2, which indicates great potential of our hybrid structured Fe-N-C catalyst for the practical application in fuel cells. In the experiment, the researchers used many compounds, for example, 2,6-Diaminopyridine(cas: 141-86-6Reference of 2,6-Diaminopyridine)

2,6-Diaminopyridine(cas: 141-86-6) belongs to pyridine. Pyridine and its simple derivatives are stable and relatively unreactive liquids, with strong penetrating odours that are unpleasant.Reference of 2,6-Diaminopyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem