Tag: 200-300

Heterocyclic systems containing bridgehead nitrogen atom: Part XXXIX. Reaction of 2-mercapto-4-bromo-6-methylbenzimidazole with chloroacetic acid and 1,2-dibromoethane was written by Jain, K. K.;Pujari, H. K.. And the article was included in Indian Journal of Chemistry in 1981.Quality Control of 2-Bromo-4-methyl-6-nitroaniline This article mentions the following:

The thiazolobenzimidazoles I (X = O, S) were synthesized from 2-mercapto-4-bromo-6-methylbenzimidazole (II), which was prepared by the reaction of 3-bromo-5-methyl-1,2-diaminobenzene with CS₂; II on condensation with ClCH₂CO₂H followed by cyclization with Ac₂O gave I (X = O) and not the linear isomer. Reaction of II with 1,2-dibromoethane gave I (X = H₂) and not the linear isomer. In the experiment, the researchers used many compounds, for example, 2-Bromo-4-methyl-6-nitroaniline (cas: 827-24-7Quality Control of 2-Bromo-4-methyl-6-nitroaniline).

2-Bromo-4-methyl-6-nitroaniline (cas: 827-24-7) belongs to organobromine compounds. Bromine is more electronegative than carbon (2.9 vs 2.5). Consequently, the carbon in a carbon–bromine bond is electrophilic, i.e. alkyl bromides are alkylating agents. Bromine-containing agents predominate because not only are they more efficient than similar chlorine-containing species, but also the high atomic weight of bromine ensures that it is present in a high mass fraction within most organobromine compounds.Quality Control of 2-Bromo-4-methyl-6-nitroaniline

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Nickel-Catalyzed Chain-Walking Cross-Electrophile Coupling of Alkyl and Aryl Halides and Olefin Hydroarylation Enabled by Electrochemical Reduction was written by Kumar, Gadde Sathish;Peshkov, Anatoly;Brzozowska, Aleksandra;Nikolaienko, Pavlo;Zhu, Chen;Rueping, Magnus. And the article was included in Angewandte Chemie, International Edition in 2020.Formula: C9H11BrO This article mentions the following:

The first electrochem. approach for nickel-catalyzed cross-electrophile coupling was developed. This method provides a novel route to 1,1-diarylalkane derivatives from simple and readily available alkyl and aryl halides in good yields and excellent regioselectivity under mild conditions. The procedure shows good tolerance for a broad variety of functional groups and both primary and secondary alkyl halides can be used. Furthermore, the reaction was successfully scaled up to the multigram scale, thus indicating potential for industrial application. Mechanistic study suggested the formation of a nickel hydride in the electroreductive chain-walking arylation, which led to the development of a new nickel-catalyzed hydroarylation of styrenes to provide a series of 1,1-diaryl alkanes in good yields under mild reaction conditions. In the experiment, the researchers used many compounds, for example, 1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0Formula: C9H11BrO).

1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0) belongs to organobromine compounds. Most of the natural organobromine compounds are produced by marine organisms, and several brominated metabolites with antibacterial, antitumor, antiviral, and antifungal activity have been isolated from seaweed, sponges, corals, molluscs, and others. Commercially available organobromine pharmaceuticals include the vasodilator nicergoline, the sedative brotizolam, the anticancer agent pipobroman, and the antiseptic merbromin. Formula: C9H11BrO

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Nickel-Catalyzed Electro-Reductive Cross-Coupling of Aliphatic N-Acyl Imides with Alkyl Halides as a Strategy for Dialkyl Ketone Synthesis: Scope and Mechanistic Investigations was written by Kerackian, Taline;Bouyssi, Didier;Pilet, Guillaume;Medebielle, Maurice;Monteiro, Nuno;Vantourout, Julien C.;Amgoune, Abderrahmane. And the article was included in ACS Catalysis in 2022.Electric Literature of C9H11BrO This article mentions the following:

The development and in-depth study of a cross-electrophile coupling of alkyl N-acyl imides with alkyl halides relying on the combination of nickel catalysis and electrochem. are described. This methodol. takes advantages of the stability and simple access of N-acyl imides as coupling partners for the selective synthesis of dissym. dialkyl ketones. Noteworthy, the developed electrochem. protocol affords selective access to linear alkyl ketones when using primary alkyl bromides featuring different chain lengths. Mechanistic studies including cyclic voltammetry, stoichiometric reactions, and isolation of catalytic intermediates provide a set of fundamental insights into monovalent (bpy)nickel-mediated activation of alkyl halides and alkyl N-acyl imides. Alkyl bromides react with electrogenerated (bpy)Ni(I) species via single-electron oxidation to give alkyl radicals. N-Acyl imides are shown to undergo spontaneous C-N bond oxidative addition at both (bpy)Ni(0) and (bpy)Ni(I) species, leading to Ni(II) acyl intermediates. A stable nickel(II) acyl complex has also been isolated and fully characterized, and its catalytic competency is demonstrated. Finally, electrogenerated (bpy)Ni(I)-acyl species are shown to react with both alkyl bromide and alkyl N-acyl imides. Overall, these investigations allowed for a comprehensive mechanistic picture of this selective cross-electrophile coupling to be assembled. In the experiment, the researchers used many compounds, for example, 1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0Electric Literature of C9H11BrO).

1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0) belongs to organobromine compounds. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. Commercially available organobromine pharmaceuticals include the vasodilator nicergoline, the sedative brotizolam, the anticancer agent pipobroman, and the antiseptic merbromin. Electric Literature of C9H11BrO

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Modular and Selective Arylation of Aryl Germanes (C-GeEt₃) over C-Bpin, C-SiR₃ and Halogens Enabled by Light-Activated Gold Catalysis was written by Sherborne, Grant J.;Gevondian, Avetik G.;Funes-Ardoiz, Ignacio;Dahiya, Amit;Fricke, Christoph;Schoenebeck, Franziska. And the article was included in Angewandte Chemie, International Edition in 2020.Recommanded Product: 162258-89-1 This article mentions the following:

Selective Csp2-Csp2 couplings are powerful strategies for the rapid and programmable construction of bi- or multiaryls. To this end, the next frontier of synthetic modularity will likely arise from harnessing the coupling space that is orthogonal to the powerful Pd-catalyzed coupling regime. This report details the realization of this concept and presents the fully selective arylation of aryl germanes (which are inert under Pd⁰/Pd^II catalysis) in the presence of the valuable functionalities C-BPin, C-SiMe₃, C-I, C-Br, C-Cl, which in turn offer versatile opportunities for diversification. The protocol makes use of visible light activation combined with Au catalysis, which facilitates the selective coupling of C-Ge with aryl diazonium salts. Contrary to previous light-/Au-catalyzed couplings of Ar-N₂⁺, which were specialized in Ar-N₂⁺ scope, the authors present conditions to efficiently couple electron-rich, electron-poor, heterocyclic and sterically hindered aryl diazonium salts. The authors’ computational data suggest that while electron-poor Ar-N₂⁺ salts are readily activated by Au under blue-light irradiation, there is a competing dissociative deactivation pathway for excited electron-rich Ar-N₂⁺, which requires an alternative photo-redox approach to enable productive couplings. In the experiment, the researchers used many compounds, for example, 4-Bromo-4′-tert-butylbiphenyl (cas: 162258-89-1Recommanded Product: 162258-89-1).

4-Bromo-4′-tert-butylbiphenyl (cas: 162258-89-1) belongs to organobromine compounds. Bromine is more electronegative than carbon (2.9 vs 2.5). Consequently, the carbon in a carbon–bromine bond is electrophilic, i.e. alkyl bromides are alkylating agents. Many of the alkyl bromine derivatives are excellent alkylating agents since bromides are good leaving groups. Tribromides, like tetrabutylammonium tribromide, are used as a solid source of bromine. N-bromosuccimide (NBS) is used for the selective bromination of allylic bonds.Recommanded Product: 162258-89-1

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Impregnated palladium on magnetite as catalyst for direct arylation of heterocycles was written by Cano, Rafael;Perez, Juana M.;Ramon, Diego J.;McGlacken, Gerard P.. And the article was included in Tetrahedron in 2016.Recommanded Product: 61150-57-0 This article mentions the following:

Palladium impregnated on magnetite is an efficient, cheap and easy to prepare catalyst for the direct arylation of heterocycles. Good yields are afforded under relatively mild conditions and a broad substrate scope is evident. The catalyst is regioselective in many cases, affording arylated products, at the C2- or C3-position (depending of the heterocycle used). The methodol. can be extended to prepare chromenes through an intramol. direct arylation reaction. Some evidence is provided for two catalyst deactivation pathways, which prevents efficient recycling. In the experiment, the researchers used many compounds, for example, 2-Bromo-4-fluorobenzylbromide (cas: 61150-57-0Recommanded Product: 61150-57-0).

2-Bromo-4-fluorobenzylbromide (cas: 61150-57-0) belongs to organobromine compounds. Many of the organo bromine compounds are relatively nonpolar. Bromine is more electronegative than carbon (2.8 vs 2.5) and hence the carbon in a carbon–bromine bond is electrophilic in nature. One prominent application of synthetic organobromine compounds is the use of polybrominated diphenyl ethers as fire-retardants, and in fact fire-retardant manufacture is currently the major industrial use of the element bromine.Recommanded Product: 61150-57-0

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Extended peptoids: a new class of oligomers based on aromatic building blocks was written by Combs, David J.;Lokey, R. Scott. And the article was included in Tetrahedron Letters in 2007.Related Products of 6515-58-8 This article mentions the following:

Peptoids (N-substituted polyglycines) represent a class of bioinspired oligomers that have unique phys. and structural properties. Here, The construction of ‘extended peptoids’ based on aromatic building blocks, in which the N-alkylaminoacetyl group of the peptoid backbone has been replaced by an N-alkylaminomethylbenzoyl spacer, was reported. Both meta- and para-bromomethylbenzoic acids were synthesized, providing access to a class of peptoids. Further, inclusion of hydrophilic side chains confers water solubility to these compounds, showing that, like simple peptoids, extended peptoids add an extra dimension to synthetic poly-amide oligomers with potential application in a variety of biol. contexts. In the experiment, the researchers used many compounds, for example, 3-(Bromomethyl)benzoic acid (cas: 6515-58-8Related Products of 6515-58-8).

3-(Bromomethyl)benzoic acid (cas: 6515-58-8) belongs to organobromine compounds. Most of the natural organobromine compounds are produced by marine organisms, and several brominated metabolites with antibacterial, antitumor, antiviral, and antifungal activity have been isolated from seaweed, sponges, corals, molluscs, and others. In the pharmaceutical industry organo bromine derivatives are used as sedatives, vasodilators, antiseptic agents, and anticancer agents.Related Products of 6515-58-8

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Tailoring the sensing behaviors to Zn²⁺ and AIEE properties of phenanthroline derivatives through isomer engineering was written by Liang, Zuo-Qin;Zou, Zhi-Yang;Ping-Ding;Ye, Chang-Qing;Chen, Shuo-Ran;Zhao, Xin-Jie;Chen, Jun-Hao;Wang, Xiao-Mei;Tao, Xu-Tang. And the article was included in Dyes and Pigments in 2018.Related Products of 22426-14-8 This article mentions the following:

Three isomeric phenanthroline compounds, 2-DP, 3-DP, and 5-DP, are constructed by incorporating 4-(2,2-diphenylvinyl)phenyl unit into 2-, 3-, and 5-positions of phenanthroline. This approach functionalizes these compounds to exhibit different solvatochromism effects and metal-ion sensing abilities. 2-DP shows no obvious sensitivity for proton solvent and metal ions, but it’s quite the opposite for 3-DP and 5-DP. 3-DP possesses higher selectivity and sensitivity to Zn²⁺ than 5-DP to Zn²⁺, with a limit of detection down to 10^-8 M. The d. function theory calculations reveal that their different sensing behaviors are related to their steric hindrance and electronic effects. 2-DP, 3-DP, and 5-DP all exhibit aggregation-induced enhanced emission (AIEE), in which the luminescence (PL) enhancement of 2-DP is the biggest in aggregated state. Probably the mol. torsion degree is responsible for their different AIEE behaviors, which is supported by the x-ray structural anal. The isomer engineering for phenanthroline provides a simple method to enhance the selectivity and sensitivity to metal ions, and to optimize solid-state luminescence properties. In the experiment, the researchers used many compounds, for example, 2-Bromo-1,10-phenanthroline (cas: 22426-14-8Related Products of 22426-14-8).

2-Bromo-1,10-phenanthroline (cas: 22426-14-8) belongs to organobromine compounds. Bromo compounds are employed in a variety of metal-catalyzed coupling reactions. They are also ideal candidates for the synthesis of Grignard reagents that have wide-applicability in organic synthesis. Bromine-containing agents predominate because not only are they more efficient than similar chlorine-containing species, but also the high atomic weight of bromine ensures that it is present in a high mass fraction within most organobromine compounds.Related Products of 22426-14-8

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

1,4-Diphenalkylpiperidines: A new scaffold for the design of potent inhibitors of the vesicular monoamine transporter-2 was written by Nickell, Justin R.;Culver, John P.;Janganati, Venumadhav;Zheng, Guangrong;Dwoskin, Linda P.;Crooks, Peter A.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2016.Recommanded Product: 1-(2-Bromoethyl)-4-methoxybenzene This article mentions the following:

A series of 1,4-diphenalkylpiperidine analogs were synthesized and evaluated for their affinity and inhibitory potency at the [³H]dihydrotetrabenazine (DTBZ) binding site and [³H]dopamine (DA) uptake site on the vesicular monoamine transporter-2 (VMAT2). Results revealed that translocation of the phenethyl side chains of lobelane from C2 and C6 to C1 and C4 around the central piperidine ring slightly reduces affinity and inhibitory potency at VMAT2 with respect to lobelane. However, methoxy and fluoro-substitution of either Ph ring of these 1,4-diphenethyl analogs afforded VMAT2 inhibition comparable or higher (5-fold) affinity at the DTBZ binding and DA uptake sites relative to lobelane, whereas replacement of the 4-phenethyl moiety in these analogs with a 4-phenmethyl moiety markedly reduced affinity for the DTBZ binding and DA uptake sites by 3- and 5-fold, resp. Among the twenty five 1,4-diphenethylpiperidine analogs evaluated, compounds containing a 4-(2-methoxyphenethyl) moiety exhibited the most potent inhibition of DTBZ binding and vesicular DA uptake. From this subgroup, analogs I [R⁴ = OMe, R⁵ =R⁶ = H; R⁵ = OMe, R⁴= R⁶ = H; R⁶ = F, R⁴ = R⁵ =H] exhibited K_i values of 9.3 nM, 13 nM and 13 nM, resp., for inhibition of [³H]DA uptake by VMAT2, and represent some of the most potent inhibitors of VMAT2 function reported thus far. In the experiment, the researchers used many compounds, for example, 1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0Recommanded Product: 1-(2-Bromoethyl)-4-methoxybenzene).

1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0) belongs to organobromine compounds. Bromo compounds are employed in a variety of metal-catalyzed coupling reactions. They are also ideal candidates for the synthesis of Grignard reagents that have wide-applicability in organic synthesis. alpha-Bromoesters are employed in the Reformatsky reaction for the synthesis of beta-hydroxyesters. In the pharmaceutical industry organo bromine derivatives are used as sedatives, vasodilators, antiseptic agents, and anticancer agents.Recommanded Product: 1-(2-Bromoethyl)-4-methoxybenzene

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Rhodium-Catalyzed, Enantioselective Hydroacylation of ortho-Allylbenzaldehydes was written by Johnson, Kirsten F.;Schmidt, Adam C.;Stanley, Levi M.. And the article was included in Organic Letters in 2015.Reference of 61150-57-0 This article mentions the following:

The development of a rhodium catalyst for endo- and enantioselective hydroacylation of ortho-allylbenzaldehydes is reported. A catalyst generated in situ from [Rh(COD)Cl]₂, (R)-DTBM-SEGPHOS, and NaBARF promotes the desired hydroacylation reactions and minimizes the formation of byproducts from competitive alkene isomerization and ene/dehydration pathways [e.g., 2-methallylbenzaldehyde â†?(R)-I (85%, 98% ee)]. These rhodium-catalyzed processes generate the 3,4-dihydronaphthalen-1(2H)-one products in moderate-to-high yields (49-91%) with excellent enantioselectivities (96-99% ee). In the experiment, the researchers used many compounds, for example, 2-Bromo-4-fluorobenzylbromide (cas: 61150-57-0Reference of 61150-57-0).

2-Bromo-4-fluorobenzylbromide (cas: 61150-57-0) belongs to organobromine compounds. Bromine is more electronegative than carbon (2.9 vs 2.5). Consequently, the carbon in a carbon–bromine bond is electrophilic, i.e. alkyl bromides are alkylating agents. Bromine-containing agents predominate because not only are they more efficient than similar chlorine-containing species, but also the high atomic weight of bromine ensures that it is present in a high mass fraction within most organobromine compounds.Reference of 61150-57-0

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Design, synthesis, and characterization of symmetrical bent-core liquid crystalline dimers with diacetylene spacer was written by Zhang, Lan-Ying;Zhang, Qi-Kai;Zhang, Yu-Dong. And the article was included in Liquid Crystals in 2013.Recommanded Product: 3-Bromophenyl acetate This article mentions the following:

Two new sym. bent-core liquid crystalline dimers (B-DA4 and B-DA12) bearing diacetylenes spacer and different terminal alkyl chains were successfully synthesized by a Sonogashira coupling reaction. The mol. structures of these dimers were confirmed by ¹H-NMR (NMR), Fourier transform-IR spectroscopy (FT-IR), Raman spectroscopy, mass spectrometry, elemental anal. Their thermal stability and liquid crystalline properties were characterized by thermogravimetric anal. (TGA), differential scanning calorimetry (DSC), polarized light microscopy (PLM), and small-angle X-ray scattering (SAXS). Results showed that the diacetylene group may undergo thermal polymerized at about 260° far from thermal decomposition The dimers exhibited monotropic phase behavior and typical layered-structure phase with long-range order on a length scale of about 6.3 nm was observed The results mentioned above offer a promising opportunity to design diacetylene nanowires by thermal, UV irradiation or scanning tunneling microscope (STM) tip-induced polymerization The title compound thus formed included a bent-core dimer (I) and related substances. In the experiment, the researchers used many compounds, for example, 3-Bromophenyl acetate (cas: 35065-86-2Recommanded Product: 3-Bromophenyl acetate).

3-Bromophenyl acetate (cas: 35065-86-2) belongs to organobromine compounds. Bromo compounds are employed in a variety of metal-catalyzed coupling reactions. They are also ideal candidates for the synthesis of Grignard reagents that have wide-applicability in organic synthesis. alpha-Bromoesters are employed in the Reformatsky reaction for the synthesis of beta-hydroxyesters. One prominent application of synthetic organobromine compounds is the use of polybrominated diphenyl ethers as fire-retardants, and in fact fire-retardant manufacture is currently the major industrial use of the element bromine.Recommanded Product: 3-Bromophenyl acetate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary