Category: 3510-66-5

《Aryl-Nickel-Catalyzed Benzylic Dehydrogenation of Electron-Deficient Heteroarenes》 was published in Journal of the American Chemical Society in 2020. These research results belong to Zhang, Pengpeng; Huang, David; Newhouse, Timothy R.. Recommanded Product: 2-Bromo-5-methylpyridine The article mentions the following:

This manuscript describes the first practical benzylic dehydrogenation of electron-deficient heteroarenes, including pyridines, pyrazines, pyrimidines, pyridazines, and triazines. This transformation allows for the efficient benzylic oxidation of heteroarenes to afford heterocyclic styrenes by the action of nickel catalysis paired with an unconventional bromothiophene oxidant. The experimental part of the paper was very detailed, including the reaction process of 2-Bromo-5-methylpyridine(cas: 3510-66-5Recommanded Product: 2-Bromo-5-methylpyridine)

2-Bromo-5-methylpyridine(cas: 3510-66-5) 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.Recommanded Product: 2-Bromo-5-methylpyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Wagener, Tobias; Lueckemeier, Lukas; Daniliuc, Constantin G.; Glorius, Frank published their research in Angewandte Chemie, International Edition in 2021. The article was titled 《Interrupted pyridine hydrogenation: Asymmetric synthesis of δ-lactams》.Name: 2-Bromo-5-methylpyridine The article contains the following contents:

Metal-catalyzed hydrogenation is an effective method to transform readily available arenes into saturated motifs, however, current hydrogenation strategies are limited to the formation of C-H and N-H bonds. The stepwise addition of hydrogen yields reactive unsaturated intermediates that are rapidly reduced. In contrast, the interruption of complete hydrogenation by further functionalization of unsaturated intermediates offers great potential for increasing chem. complexity in a single reaction step. Overcoming the tenet of full reduction in arene hydrogenation has been seldom demonstrated. In this work the authors report the synthesis of sought-after, enantioenriched δ-lactams from oxazolidinone-substituted pyridines and water by an interrupted hydrogenation mechanism. The experimental process involved the reaction of 2-Bromo-5-methylpyridine(cas: 3510-66-5Name: 2-Bromo-5-methylpyridine)

2-Bromo-5-methylpyridine(cas: 3510-66-5) 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. Name: 2-Bromo-5-methylpyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Huang, Huan-Ming; Bellotti, Peter; Erchinger, Johannes E.; Paulisch, Tiffany O.; Glorius, Frank published an article in 2022. The article was titled 《Radical Carbonyl Umpolung Arylation via Dual Catalysis》, and you may find the article in Journal of the American Chemical Society.Computed Properties of C6H6BrN The information in the text is summarized as follows:

A series of aryl benzoates I [R = iPr, tBu, cyclohexyl, etc.; R1 = 4-NCC6H4, 2-NCC6H4, 2-pyridyl, etc.] via dual nickel and photoredox catalyzed radical carbonyl umpolung arylation of aldehydes and aryl bromides was reported. This redox-neutral approach provided a complementary method to construct Grignard-type products from (hetero)aryl bromides and aliphatic aldehydes, without the need for prefunctionalization. Sequential activation, hydrogen atom transfer and halogen atom transfer process could directly converted aldehydes to the corresponding ketyl radicals, which further react with aryl-nickel intermediates in an overall polarity-reversal process. This radical strategy tolerated-among others-acidic functional groups, heteroaryl motifs and sterically hindered substrates and was applied in the late-stage modification of drugs and natural products. In the experiment, the researchers used 2-Bromo-5-methylpyridine(cas: 3510-66-5Computed Properties of C6H6BrN)

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.Computed Properties of C6H6BrN

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Name: 2-Bromo-5-methylpyridineIn 2019 ,《Anti-Markovnikov Hydroamination of Unactivated Alkenes with Primary Alkyl Amines》 was published in Journal of the American Chemical Society. The article was written by Miller, David C.; Ganley, Jacob M.; Musacchio, Andrew J.; Sherwood, Trevor C.; Ewing, William R.; Knowles, Robert R.. The article contains the following contents:

A photocatalytic method for the intermol. anti-Markovnikov hydroamination of unactivated olefins with primary alkyl amines to selectively furnish secondary amine products is reported. These reactions proceed through aminium radical cation (ARC) intermediates and occur at room temperature under visible light irradiation in the presence of an iridium photocatalyst and an aryl thiol hydrogen atom donor. Despite the presence of excess olefin, high selectivities are observed for secondary over tertiary amine products, even though the secondary amines are established substrates for ARC-based olefin amination under similar conditions.2-Bromo-5-methylpyridine(cas: 3510-66-5Name: 2-Bromo-5-methylpyridine) was used in this study.

2-Bromo-5-methylpyridine(cas: 3510-66-5) belongs to pyridine. Pyridine and pyridine-derived structures are privileged pharmacophores in medicinal chemistry and an essential functionality for organic chemists. As the prototypical π-deficient heterocycle, pyridine illustrates distinctive chemistry as both substrate and reagent. Name: 2-Bromo-5-methylpyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

《Enantioconvergent Cu-Catalyzed Intramolecular C-C Coupling at Boron-Bound C(sp3) Atoms of α-Aminoalkylboronates Using a C1-Symmetrical 2,2′-Bipyridyl Ligand Attached to a Helically Chiral Macromolecular Scaffold》 was published in Journal of the American Chemical Society in 2020. These research results belong to Yoshinaga, Yukako; Yamamoto, Takeshi; Suginome, Michinori. Formula: C6H6BrN The article mentions the following:

Enantioconvergent intramol. coupling of α-(2-bromobenzoylamino)benzylboronic esters was achieved using a copper catalyst having helically chiral macromol. bipyridyl ligand, PQXbpy. Racemic α-(2-bromobenzoylamino)benzylboronic esters were converted into (R)-configured 3-arylisoindolinones with high enantiopurity using right-handed helical PQXbpy as a chiral ligand in a toluene/CHCl3 mixed solvent. When enantiopure (R)- and (S)-configured boronates were sep. reacted under the same reaction conditions, both afforded (R)-configured products through formal stereoinvertive and stereoretentive processes, resp. From these results, a mechanism involving deracemization of organocopper intermediates in the presence of PQXbpy is assumed. PQXbpy switched its helical sense to left-handed when a toluene/1,1,2-trichloroethane mixed solvent was used, resulting in the formation of the corresponding (S)-products from the racemic starting material. In the part of experimental materials, we found many familiar compounds, such as 2-Bromo-5-methylpyridine(cas: 3510-66-5Formula: C6H6BrN)

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

Nakamura, Takashi; Yonemura, Sota; Akatsuka, Shunya; Nabeshima, Tatsuya published their research in Angewandte Chemie, International Edition in 2021. The article was titled 《Synthesis of Single Isomeric Complexes with Dissymmetric Structures Using Macrocyclic Homooligomers》.Application of 3510-66-5 The article contains the following contents:

Bottom-up chem. synthesis to construct intricate mols. is a profound challenge. An effective approach is to use organic ligands and metal ions, but the formation of a single product among other possible candidates proved difficult for dissym. structures. The authors now report the synthesis of single isomeric complexes with dissym. structures using the mismatch in the coordination valences of macrocyclic homooligomers and metal ions. Amide-cyclodextrin derivatives possessing multiple 2,2′-bipyridyl (bpy) groups forms mononuclear complexes whose specific three bpy groups are linked in the fac-Λ configuration. The intermol. coordination of the β-cyclodextrin metal complex produces a dissym. cyclodextrin trimer as a single isomer, whose initially equivalent 21 (7×3) bipyridylamide-pyranose units are placed in different environments. Also, the authors realize chiral recognition of amino acid anions using the distinctive amide groups arranged on the unsym. fixed scaffold. The results came from multiple reactions, including the reaction of 2-Bromo-5-methylpyridine(cas: 3510-66-5Application of 3510-66-5)

2-Bromo-5-methylpyridine(cas: 3510-66-5) belongs to pyridine. Pyridines are often used as catalysts or reagents; particular notice has been paid recently to how pyridine coordinates to metal centers enabling a wide range of valuable reactions. Application of 3510-66-5

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 2-Bromo-5-methylpyridineIn 2022 ,《Potassium tert-butoxide promoted regioselective deuteration of pyridines》 appeared in Chemical Communications (Cambridge, United Kingdom). The author of the article were Li, Yan; Zheng, Chenxu; Jiang, Zhi-Jiang; Tang, Jianbo; Tang, Bencan; Gao, Zhanghua. The article conveys some information:

A regioselective deuteration at the β- and γ-position of pyridines was reported. Efficient deuteration occurred with a combination of KOtBu and DMSO-d6, replenishing the prevailing α-deuteration of the pyridine systems. Preliminary mechanistic studies suggested that the dimsyl carbanion acts as one of the key intermediates. The experimental part of the paper was very detailed, including the reaction process of 2-Bromo-5-methylpyridine(cas: 3510-66-5Reference of 2-Bromo-5-methylpyridine)

2-Bromo-5-methylpyridine(cas: 3510-66-5) belongs to pyridine. The basicity and metallophilic high donor number of these π-deficient systems has long favored them as ligands in metal catalysis. The last decade saw pyridine assume a stronger role as functional group for directed C–H oxidation/activation.Reference of 2-Bromo-5-methylpyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

《Transition metal-free B(dan)-installing reaction (dan: naphthalene-1,8-diaminato): H-B(dan) as a B(dan) electrophile》 was written by Li, Jialun; Seki, Michinari; Kamio, Shintaro; Yoshida, Hiroto. Related Products of 3510-66-5 And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2020. The article conveys some information:

H-B(dan) was demonstrated to serve as a B(dan) electrophile, despite its highly diminished boron-Lewis acidity, leading to direct and transition metal-free approach to R-B(dan) of high synthetic utility upon treatment with Grignard reagents. Iterative cross-coupling of 5-bromo-2-pyridyl-B(dan), synthesized by the present method, was also achieved. After reading the article, we found that the author used 2-Bromo-5-methylpyridine(cas: 3510-66-5Related Products of 3510-66-5)

2-Bromo-5-methylpyridine(cas: 3510-66-5) 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.Related Products of 3510-66-5

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Harenberg, Johannes H.; Weidmann, Niels; Wiegand, Alexander J.; Hoefer, Carla A.; Annapureddy, Rajasekar Reddy; Knochel, Paul published an article in 2021. The article was titled 《(2-Ethylhexyl)sodium: A Hexane-Soluble Reagent for Br/Na-Exchanges and Directed Metalations in Continuous Flow》, and you may find the article in Angewandte Chemie, International Edition.Application of 3510-66-5 The information in the text is summarized as follows:

We report the on-demand generation of hexane-soluble (2-ethylhexyl)sodium (1) from 3-(chloromethyl)heptane (2) using a sodium-packed-bed reactor under continuous flow conditions. Thus, the resulting solution of 1 is free of elemental sodium and therefore suited for a range of synthetic applications. This new procedure avoids the storage of an alkylsodium and limits the handling of metallic sodium to a min. (2-Ethylhexyl)sodium (1) proved to be a very useful reagent and undergoes in-line Br/Na-exchanges as well as directed sodiations. The resulting arylsodium intermediates are subsequently trapped in batch with various electrophiles such as ketones, aldehydes, Weinreb-amides, imines, allyl bromides, disulfides and alkyl iodides. A reaction scale-up of the Br/Na-exchange using an in-line electrophile quench was also reported. The experimental part of the paper was very detailed, including the reaction process of 2-Bromo-5-methylpyridine(cas: 3510-66-5Application of 3510-66-5)

2-Bromo-5-methylpyridine(cas: 3510-66-5) belongs to pyridine. Pyridines form stable salts with strong acids. Pyridine itself is often used to neutralize acid formed in a reaction and as a basic solvent. Application of 3510-66-5

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In 2022,Kandhasamy, Mohanraj; Shanmugam, Ganesan; Selvaraj, Balamurugan; Kamaraj, Santhosh; Gunasekeran, Ahalya; Sambandam, Anandan published an article in Optical Materials (Amsterdam, Netherlands). The title of the article was 《A locust bean and pectin polymer blend integrated with thio-bridged pyridinyl additive as a novel cobalt and copper gel electrolyte system for dye-sensitized solar cells》.Quality Control of 2-Bromo-5-methylpyridine The author mentioned the following in the article:

An intensive correlation has been attempted on 2-(pyridin-2-yl)-1-(4-(trifluoromethyl)phenyl)-1H-benzo[d]imidazole ligand-coordinated cobalt and copper metal complex electrolytes (Co2+/3+[ptpbi]3 and Cu1+/2+[ptpbi]2) with blend biopolymer electrolyte based on Locust Bean Gum and Pectin (LP) as a host matrix to enhance the performance of organic DPTCY sensitizer (2D-π-D′-A-π-A). Comparatively, the ligand coupled bulky CF3 acceptor on the para position of benzyl moiety-substituted 2-(pyridin-2-yl)-benzimidazole (on the N-H position) [ptpbi]-coordinated copper metal complex shows a higher redox potential (0.62 V vs NHE) compare to Co2+/3+ redox system. The photovoltaic performance of thio-bridged pyridinyl based organic compounds (MPP and DSP) with/without highly electron-donating substituents (Me group) as an additive in QSSE host for dye-sensitized solar cell applications has been employed. A thorough investigation has been made for blending polysaccharide polymer-based electrolytes E1 to E4 through DSC, FTIR, UV-Vis spectroscopic techniques. The anal. of assembled device as [TiO2/DPTCY Dye/Mn+/m + redox/additive/LP blend biopolymer/Pt] has achieved a maximum PCE of 5.97% under 1 sun (100 mW cm-2) condition with 1.5AM. These results signify a record for copper complex with methyl-substituted thio-bridged pyridinyl (MPP) with higher efficiency. These devices had shown a higher chem. capacitance (6.06 x 10-6 F), recombination resistance (25.5 Ω), charge transfer resistance (5.67 Ω), ionic conductivity (1.568 (S cm-1) x 10-3), electron lifetime (48.97 ms), diffusion coefficient (2.63 x 10-7 cm-2 s), dielec. constant (2.76 x 102) and dielec. loss (4.41 x 103) compared with other substitution-based additives. These additives have trapped the diffusion of Cu2+ and Co3+ ion species has resulted in the constraint resistance and enhancement of the catalytic effect of the counter electrode. The higher charge relaxation time and a neg. shift in the Quasi-Fermi level of TiO2 arise by correlating photocurrent and photovoltage in suppression of recombination reaction. In the experiment, the researchers used many compounds, for example, 2-Bromo-5-methylpyridine(cas: 3510-66-5Quality Control of 2-Bromo-5-methylpyridine)

2-Bromo-5-methylpyridine(cas: 3510-66-5) belongs to pyridine. Pyridine is a relatively complex molecule and exhibits a number of different bands in IR spectra. Among others, the bands characterizing the ν8a and ν19b modes have been found to be sensitive to the coordination or protonation of the molecule. Note that the band that is diagnostic for the PyH+ ion at about 1545 cm− 1 (ν19b mode) does not overlap with any of the other bands.Quality Control of 2-Bromo-5-methylpyridine

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem