Tag: 200-300

《Asymmetric syntheses of potential anti-malarial drugs designed from Fieser’s 2-hydroxy-3-(2-methyloctyl)naphthalene-1,4-dione》 was written by Fisher, Louise M.; Kim, Eliana E.; Moskalev, Nicolai V.; Gribble, Gordon W.. Application In Synthesis of 8-Bromooctanoic acid And the article was included in ARKIVOC (Gainesville, FL, United States) in 2020. The article conveys some information:

Asym. syntheses of the potential anti-malarial drugs (S)-2-(8-fluoro-2-methyloctyl)-3- hydroxynaphthalene-1,4-dione, (S)-2-hydroxy-3-(8-trifluoromethyl-2-methyloctyl)-3-hydroxynaphthalene-1,4-dione, and (S)-2-hydroxy-3-(2-methyloctyl)naphthalene-1,4-dione, which are patterned after Fieser’s ”10576”, known to be active against the mosquito borne parasite Plasmodium falciparum were described. In addition to this study using 8-Bromooctanoic acid, there are many other studies that have used 8-Bromooctanoic acid(cas: 17696-11-6Application In Synthesis of 8-Bromooctanoic acid) was used in this study.

8-Bromooctanoic acid(cas: 17696-11-6) acid is used in the synthesis of 8-(N-Methyl-4,4′-bipyridinyl)- octanoic acid. 8-Mercaptooctanoic acid was prepared from 8-bromooctanoic acid. And 8-Bromooctanoic Acid is a useful compound for sonodynamic therapy.Application In Synthesis of 8-Bromooctanoic acid

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Ligand-Controlled Product Selectivity in Electrochemical Carbon Dioxide Reduction Using Manganese Bipyridine Catalysts》 was written by Roenne, Magnus H.; Cho, Dasol; Madsen, Monica R.; Jakobsen, Joakim B.; Eom, Seunghwan; Escoude, Emile; Hammershoej, Hans Christian D.; Nielsen, Dennis U.; Pedersen, Steen U.; Baik, Mu-Hyun; Skrydstrup, Troels; Daasbjerg, Kim. Recommanded Product: Bromopentacarbonylmanganese(I) And the article was included in Journal of the American Chemical Society in 2020. The article conveys some information:

Electrocatalysis is a promising tool for using CO2 as a feedstock in the chem. industry. However, controlling the selectivity for different CO2 reduction products remains a major challenge. The authors report Mn carbonyl complexes with elaborated bipyridine or phenanthroline ligands that can reduce CO2 to either formic acid, if the ligand structure contains strategically positioned tertiary amines, or CO, if the amine groups are absent in the ligand or are placed far from the metal center. The amine-modified complexes are benchmarked to be among the most active catalysts for reducing CO2 to formic acid, with a maximum turnover frequency of up to 5500 s-1 at an overpotential of 630 mV. The conversion even works at overpotentials ≥300 mV, although through an alternative mechanism. Mechanistically, the formation of a Mn-hydride species aided by in situ protonated amine groups is a key intermediate by cyclic voltammetry, 1H NMR, DFT calculations, and IR spectroelectrochem. The experimental part of the paper was very detailed, including the reaction process of Bromopentacarbonylmanganese(I)(cas: 14516-54-2Recommanded Product: Bromopentacarbonylmanganese(I))

Bromopentacarbonylmanganese(I)(cas: 14516-54-2) has many other uses. It is used in the formation of (eta6-arene)tricarbonylmanganese(I) by reacting with arene (arene= hexamethyl benzene, 1,2,4,5-tetramethyl benzene, mesitylene, p-xylene and toluene) in the presence silver salt.Recommanded Product: Bromopentacarbonylmanganese(I)

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

The author of 《Synthesis and ring-opening metathesis polymerization of a new norbornene dicarboximide with a pendant carbazole moiety》 were Pragliola, Stefania; Botta, Antonio; Troiano, Rubina; Paradiso, Veronica; Grisi, Fabia. And the article was published in International Journal of Polymer Science in 2019. Recommanded Product: 623-24-5 The author mentioned the following in the article:

A new norbornene dicarboximide presenting a pendant carbazole moiety linked by a p-methylene benzyl spacer is synthesized. This carbazole-functionalized monomer is polymerized via ring-opening metathesis polymerization using Grubbs third-generation catalyst. Microstructural anal. of resulting polymers performed by NMR shows that they are stereoirregular. Wide-angle X-ray diffraction (WAXD) and thermal (DSC) anal. indicate that polymers are also amorphous. With respect to the fluorescence anal., both solution and film polymer samples exhibit only “”normal structured”” carbazole fluorescence, while excimer formation by overlap of carbazole groups is not detected. In the experiment, the researchers used many compounds, for example, 1,4-Bis(bromomethyl)benzene(cas: 623-24-5Recommanded Product: 623-24-5)

1,4-Bis(bromomethyl)benzene(cas: 623-24-5) 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. Moreover, several studies demonstrate that the average proportion of bromine in drugs is significantly higher than that in natural products. Recommanded Product: 623-24-5

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

The author of 《Thermal behavior analysis as a valuable tool for comparing ionic liquids of different classes》 were Mezzetta, Andrea; Perillo, Vincenzo; Guazzelli, Lorenzo; Chiappe, Cinzia. And the article was published in Journal of Thermal Analysis and Calorimetry in 2019. Synthetic Route of C6H12Br2 The author mentioned the following in the article:

The thermal behavior of I [R = H, Br; X = Br, NTf2; n = 2, 6; m = 1, 4] and II ILs, belonging to two structurally related families with either bromide or Tf2N as counteranion, was analyzed. For bromide mono- I and dicationic ionic liquids II (DILs), thermal gravimetric anal. showed similar decomposition events, with only small gain in stability for a few members of the latter class. Conversely, all Tf2N DILs displayed higher stabilities (up to 34 K) than the corresponding monocations, thus highlighting the different role played by the two counteranions. Mono- and dicationic ILs bearing a reactive group on the imidazolium substituent resulted instead the least stable ILs studied. Differential scanning calorimetry anal. of most of the (D)ILs only showed glass transition temperatures, a behavior in agreement with the broad liquid range of ILs. The impact of the cationic structure and/or of the type of anion on the above-mentioned transition temperatures were studied. The apparent activation energy (Ea) and the fragility index (m) for some (D)ILs had also been obtained. Finally, a few bromide (D)ILs presented peculiar thermal events. In the experiment, the researchers used many compounds, for example, 1,6-Dibromohexane(cas: 629-03-8Synthetic Route of C6H12Br2)

1,6-Dibromohexane(cas: 629-03-8) is generally used to introduce C6 spacer in the molecular architecture. Some of the examples are: synthesis of solvent processable and conductive polyfluorene ionomers for alkaline fuel cell applications; synthesis of cross-linkable regioregular poly(3-(5-hexenyl)thiophene) (P3HNT) for stabilizing the film morphology in polymer photovoltaic cells.Synthetic Route of C6H12Br2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

O’Connor, Thomas J.; Mai, Binh Khanh; Nafie, Jordan; Liu, Peng; Toste, F. Dean published their research in Journal of the American Chemical Society in 2021. The article was titled 《Generation of Axially Chiral Fluoroallenes through a Copper-Catalyzed Enantioselective β-Fluoride Elimination》.Recommanded Product: 1-Bromo-3,4,5-trimethoxybenzene The article contains the following contents:

Herein we report the copper-catalyzed silylation of propargylic difluorides to generate axially chiral, tetrasubstituted monofluoroallenes in both good yields (27 examples >80%) and enantioselectivities (82-98% ee). Compared to previously reported synthetic routes to axially chiral allenes (ACAs) from prochiral substrates, a mechanistically distinct reaction has been developed: the enantiodiscrimination between enantiotopic fluorides to set an axial stereocenter. DFT calculations and vibrational CD (VCD) suggest that β-fluoride elimination from an alkenyl copper intermediate likely proceeds through a syn-β-fluoride elimination pathway rather than an anti-elimination pathway. The effects of the C1-sym. Josiphos-derived ligand on reactivity and enantioselectivity were investigated. Not only does this report showcase that alkenyl copper species (like their alkyl counterparts) can undergo β-fluoride elimination, but this elimination can be achieved in an enantioselective fashion. The results came from multiple reactions, including the reaction of 1-Bromo-3,4,5-trimethoxybenzene(cas: 2675-79-8Recommanded Product: 1-Bromo-3,4,5-trimethoxybenzene)

1-Bromo-3,4,5-trimethoxybenzene(cas: 2675-79-8) is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff.Recommanded Product: 1-Bromo-3,4,5-trimethoxybenzene1-Bromo-3,4,5-trimethoxybenzene can be used to synthesize symmetric 3,3′,4,4′,5,5′-hexamethoxydiphenylacetylene via Stille-type coupling with bis-(tributylstannyl)acetylene.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Delcaillau, Tristan; Boehm, Philip; Morandi, Bill published their research in Journal of the American Chemical Society in 2021. The article was titled 《Nickel-Catalyzed Reversible Functional Group Metathesis Between Aryl Nitriles And Aryl Thioethers》.Application In Synthesis of 5-Bromobenzo[d][1,3]dioxole The article contains the following contents:

A new functional group metathesis between aryl nitriles and aryl thioethers via nickel/dcype catalysis to achieve fully reversible transformation to afford aryl nitriles R-CN [R = 4-tBuC6H4, 3-FC6H4, 2-naphthyl, etc.] and aryl thioethers R1-SMe [R1 = 4-NCC6H4, 2-pyridyl, 4-F3CC6H4, etc.] in good to excellent yields was reported. Furthermore, the cyanide and thiol-free reaction showed high functional-group tolerance and great efficiency for late-stage derivatization of com. mols. Finally, synthetic applications demonstrated its versatility and utility in multistep synthesis. In the experimental materials used by the author, we found 5-Bromobenzo[d][1,3]dioxole(cas: 2635-13-4Application In Synthesis of 5-Bromobenzo[d][1,3]dioxole)

Furthermore, the coupling of 5-Bromobenzo[d][1,3]dioxole(cas: 2635-13-4) with β-methallyl alcohol was catalyzed by Pd(OAc)2 in combination with P(t-Bu)3.Application In Synthesis of 5-Bromobenzo[d][1,3]dioxole

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Dhungana, Roshan K.; Sapkota, Rishi R.; Wickham, Laura M.; Niroula, Doleshwar; Shrestha, Bijay; Giri, Ramesh published their research in Angewandte Chemie, International Edition in 2021. The article was titled 《Ni-Catalyzed Arylbenzylation of Alkenylarenes: Kinetic Studies Reveal Autocatalysis by ZnX2》.Category: bromides-buliding-blocks The article contains the following contents:

We report a Ni-catalyzed regioselective arylbenzylation of alkenylarenes with benzyl halides and arylzinc reagents. The reaction furnishes differently substituted 1,1,3-triarylpropyl structures that are reminiscent of the cores of oligoresveratrol natural products. The reaction is also compatible for the coupling of internal alkenes, secondary benzyl halides and variously substituted arylzinc reagents. Kinetic studies reveal that the reaction proceeds with a rate-limiting single-electron-transfer process and is autocatalyzed by in-situ-generated ZnX2. The reaction rate is amplified by a factor of three through autocatalysis upon addition of ZnX2. The experimental part of the paper was very detailed, including the reaction process of Methyl 3-(bromomethyl)benzoate(cas: 1129-28-8Category: bromides-buliding-blocks)

Methyl 3-(bromomethyl)benzoate(cas: 1129-28-8) belongs to organobromine compounds.The reactivity of organobromine compounds resembles but is intermediate between the reactivity of organochlorine and organoiodine compounds. Dehydrobromination, Grignard reactions, reductive coupling, Wittig reaction, and several nucleophilic substitution reactions are some of the principal reactions which involve organic bromides.Category: bromides-buliding-blocks

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Evidence for lactone formation during infrared multiple photon dissociation spectroscopy of bromoalkanoate doped salt clusters》 was written by Bersenkowitsch, Nina K.; Oncak, Milan; Heller, Jakob; Pascher, Tobias F.; van der Linde, Christian; Beyer, Martin K.. Category: bromides-buliding-blocks And the article was included in Physical Chemistry Chemical Physics in 2020. The article conveys some information:

Reaction mechanisms of organic mols. in a salt environment are of fundamental interest and are potentially relevant for atm. chem., in particular sea-salt aerosols. Here, the authors found evidence for lactone formation upon IR multiple photon dissociation (IRMPD) of noncovalent bromoalkanoate complexes as well as bromoalkanoate embedded in sodium iodide clusters. The mechanism of lactone formation from bromoalkanoates of different chain lengths was studied in the gas phase with and without salt environment by a combination of IRMPD and quantum chem. calculations IRMPD spectra are recorded in the 833-3846 cm-1 range by irradiating the clusters with tunable laser systems while they are stored in the cell of a Fourier transform ICR (FT-ICR) mass spectrometer. The measurements of the binary complex Br(CH2)mCOOH·Br(CH2)mCOO- for m = 4 indicate valerolactone formation without salt environment while lactone formation is hindered for longer chain lengths. When embedded in sodium iodide clusters, butyrolactone formation from 4-bromobutyrate seems to take place already during formation of the doped clusters in the electrospray process, evidenced by the IR signature of the lactone. In contrast, IRMPD spectra of sodium iodide clusters containing 5-bromovalerate contain signatures for both valerate as well as valerolactone. In both cases, however, a neutral fragment corresponding to the mass of valerolactone is eliminated, indicating that ring formation can be activated by IR light in the salt cluster. Quantum chem. calculations show that already complexation with one sodium ion significantly increases the barrier for lactone formation for all chain lengths. IRMPD of sodium iodide clusters doped with neutral bromoalkanoic acid mols. proceeds by elimination of HI or desorption of the intact acid mol. from the cluster. After reading the article, we found that the author used 8-Bromooctanoic acid(cas: 17696-11-6Category: bromides-buliding-blocks)

8-Bromooctanoic acid(cas: 17696-11-6) acid is used in the synthesis of 8-(N-Methyl-4,4′-bipyridinyl)- octanoic acid. 8-Mercaptooctanoic acid was prepared from 8-bromooctanoic acid. And 8-Bromooctanoic Acid is a useful compound for sonodynamic therapy.Category: bromides-buliding-blocks

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Ni-catalyzed regioselective 1,2-dialkylation of alkenes enabled by the formation of two C(sp3)-C(sp3) bonds》 was published in Journal of the American Chemical Society in 2020. These research results belong to Dhungana, Roshan K.; Sapkota, Rishi R.; Wickham, Laura M.; Niroula, Doleshwar; Giri, Ramesh. Safety of Methyl 3-(bromomethyl)benzoate The article mentions the following:

The authors disclosed a Ni-catalyzed vicinal difunctionalization of alkenes with benzyl halides and alkylzinc reagents, which produces products with two new alkyl-alkyl bonds. This alkene dialkylation is effective in combining secondary benzyl halides and secondary alkylzinc reagents with internal alkenes, which furnishes products with three contiguous all-carbon secondary stereocenters. The products can be readily elaborated to access complex tetraene, benzosuberene, and bicyclodecene cores. The reaction also features as the most efficient alkene difunctionalization process to date with catalyst loadings down to 500 ppm and the catalytic turnover number (TON) and turnover frequency (TOF) registering up to 2 x 103 and 165 h-1 at rt, resp. In the experiment, the researchers used Methyl 3-(bromomethyl)benzoate(cas: 1129-28-8Safety of Methyl 3-(bromomethyl)benzoate)

Methyl 3-(bromomethyl)benzoate(cas: 1129-28-8) belongs to organobromine compounds. A variety of minor organobromine compounds are found in nature, but none are biosynthesized or required by mammals. The most pervasive is the naturally produced bromomethane.Safety of Methyl 3-(bromomethyl)benzoate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

The author of 《Catalyst-Controlled 1,2- and 1,1-Arylboration of α-Alkyl Alkenyl Arenes》 were Bergmann, Allison M.; Dorn, Stanna K.; Smith, Kevin B.; Logan, Kaitlyn M.; Brown, M. Kevin. And the article was published in Angewandte Chemie, International Edition in 2019. Product Details of 402-43-7 The author mentioned the following in the article:

Two methods are reported for the 1,2- and 1,1-arylboration of α-Me vinyl arenes. In the case of 1,2-arylboration, the formation of a quaternary center occurred through a rare cross-coupling reaction of a tertiary organometallic complex. 1,1-Arylboration was enabled by catalyst optimization and occurred through a β-hydride elimination/reinsertion cascade. Enantioselective variants of both processes are presented as well as mechanistic investigations.1-Bromo-4-(trifluoromethyl)benzene(cas: 402-43-7Product Details of 402-43-7) was used in this study.

1-Bromo-4-(trifluoromethyl)benzene(cas: 402-43-7) belongs to organobromine compounds.The reactivity of organobromine compounds resembles but is intermediate between the reactivity of organochlorine and organoiodine compounds. Product Details of 402-43-7 Dehydrobromination, Grignard reactions, reductive coupling, Wittig reaction, and several nucleophilic substitution reactions are some of the principal reactions which involve organic bromides.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary