Extracurricular laboratory:new discovery of 2-Methylbenzofuran

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Pyrolysis-gas chromatography-mass spectrometry (Py-GC-MS) was used to investigate the chemical structures of eight black carbon (BC) materials: hexane soot, gasoline soot, diesel soot, coal soot, grass soot, wood soot, grass charcoal and wood charcoal. Py-GC-MS data revealed that the pyrolytic products of the eight BC samples were all dominated in aromatic compounds, followed by smaller amounts of aliphatic compounds. O-containing pyrolytic products were also present in all eight BC samples. The data suggest that the structures of eight BCs were composed of highly aromatic structures that were cross-linked by aliphatic chain-like bridges and/or O-containing polar functional groups. Owing to the different fuel precursors and combustion conditions, the eight BC materials also differed in many respects. The pyrolytic products from soot BCs contained higher amounts of N-containing compounds, reflecting the combustion conditions. S-containing compounds were only present in pyrolytic products from three fossil-fuel soots, and can be used as a marker for soot from fossil fuels. Charcoal BCs can retain some plant structure, containing significant amounts of typical lignin-derived phenolic compounds. The results may be useful for interpretation of Py-GC-MS data for complicated BCs isolated from soils, sediments and aerosols.

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H279O – PubChem

Extracurricular laboratory:new discovery of 2-Methylbenzofuran

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The possibility and feasibility of using pyrolysis oil from printed circuit board (PCB) waste as a precursor for advanced carbonaceous materials is presented. The PCB waste was first pyrolyzed in a laboratory scale fixed bed reactor at 600C to prepare pyrolysis oil. The analysis of pyrolysis oil by gas chromatography-mass spectroscopy indicated that it contained a very high proportion of phenol and phenol derivatives. It was then polymerized in formaldehyde solution to synthesize pyrolysis oil-based resin which was used as a precursor to prepare carbon nanotubes (CNTs) and porous carbons. Scanning electron microscopy and transmission microscopy investigation showed that the resulting CNTs had hollow cores with outer diameter of ?338nm and wall thickness of ?86nm and most of them were filled with metal nanoparticles or nanorods. X-ray diffraction reveals that CNTs have an amorphous structure. Nitrogen adsorption isotherm analysis indicated the prepared porous carbons had a Brunauer-Emmett-Teller surface area of 1214m2/g. The mechanism of the formation of the CNTs and porous carbons was discussed.

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Benzofuran – Wikipedia,
Benzofuran | C8H246O – PubChem

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A method for the direct methylation of aryl, heteroaryl, and vinyl boronate esters is reported, involving the reaction of iodomethane with aryl-, heteroaryl-, and vinylboronate esters catalyzed by palladium and PtBu2Me. This transformation occurs with a remarkably broad scope and is suitable for late-stage derivatization of biologically active compounds via the boronate esters. The unique capabilities of this method are demonstrated by combining carbon-boron bond-forming reactions with palladium-catalyzed methylation in a tandem transformation.

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H128O – PubChem

Discovery of 2-Methylbenzofuran

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Biomass gasification based electricity generation systems are emerging as an important component of the decentralised energy supply systems in rural India. Each type of gasifier has different reaction conditions, temperature, residence time, pressure, feedstock, reactor design, and therefore the tar and particulate matter (PM) compositions and concentrations are found to vary. A field study was conducted on a 35 kWe downdraft gasifier to measure and characterize the tar in producer gas using GC-MS, for rice husk and pine needles as the two biomass feeds. Use of water-based scrubbers for removal of tar and PM is prevalent, however it is often the case that such clean-up is not adequate for meeting the engine manufacturers? requirements for the quality of intake gas. Limited attempts have been reported for the use of organic solvent based gas cleaning in small scale downdraft gasifiers in the range 15?50 kWe. In the present work, toluene, naphthalene and phenol were selected as representative compounds of tar, and methyl oleate was selected to represent biodiesel as an organic solvent. A bench scale packed bed scrubber was designed for 95% removal of toluene. An 86?97% removal of toluene from the gas stream was achieved, and similar results were obtained for phenol and naphthalene. Further experiments were carried out with actual producer gas from a 1 kWe downdraft wood gasifier. Pongamia pinnata based biodiesel was used as the solvent, and 88?92% of the tar removal from the producer gas stream was achievable.

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H194O – PubChem

Brief introduction of 2-Methylbenzofuran

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Background: Benzofurans are very important structural motifs found in a great number of natural products and biologically active compounds. Many commercially available drugs, including citalopram, dronedarone, saprisartan, darifenacin, and galantamine are derived from benzofuran core entities. Due to the diversity of benzofuran derivatives in the therapeutic response profile, developing novel and truly efficient methods for their synthesis from low-cost and easily accessible starting materials in one-step has been the subject of number of papers in recent years. Objective: Propargylic ethers are one of the most specific class of heteroatom-containing alkynes showing a large application as intermediates in organic synthesis. These compounds were successfully transformed into various organic compounds, including chromenes, carbazoles, cyclopentanones, 1, 2-dihydropyridines, alpha, beta-unsaturated ketones, alcohols, allenes and many more. Synthesis of benzofurans via intramolecular cyclization of aryl propargyl ethers has become one of the most popular applications of theses versatile compounds. In this review we will highlight the recent discoveries and advances in this interesting research arena. Method: The review is divided into two major sections. The first will discuss cyclization of ortho-halo aryl propargylic ethers, while the second focuses exclusively on cyclization of ortho-unsubstituted aryl propargyl ethers. It is should be mentioned that special emphasis is placed on the mechanistic aspects of these reactions. Conclusion: Synthesis of benzofuran derivatives via intramolecular cyclization of corresponding aryl propargyl ethers have witnessed rapid and comprehensive development in recent years. The main advantages of this synthetic strategy include the use of simple, inexpensive, non-toxic, and readily accessible starting materials, and its pot, atom, and step economy.

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Benzofuran – Wikipedia,
Benzofuran | C8H142O – PubChem

Extended knowledge of 2-Methylbenzofuran

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Sixteen Orthic Chernozemic surface soil samples, one half from virgin prairie and one half from adjacent cultivated prairie (cultivated for 31 to 94 years), were collected from eight sites throughout Southern Saskatchewan, Canada. Samples were analyzed for total organic C and a number of other chemical and physical properties. The virgin and cultivated soils at site No. 4 were selected for more detailed analysis by CP-MAS 13C NMR, Curie-point-pyrolysis-gas chromatography/mass spectrometry (Cp-Py-GC/MS), and by pyrolysis-field ionization mass spectrometry (Py-FIMS). Long-term cultivation resulted in large significant decreases in total SOM (soil organic matter), as represented by total soil organic C. There were significant increases in aromaticity of the SOM as a result of long-term cultivation as indicated by CP-MAS 13C NMR spectroscopy. This was mainly attributable to the result of cultivation-enhanced degradation of aliphatic C relative to aromatic C. Organic compounds identified in the Cp-Py-GC/MS spectra of the virgin and cultivated soils at site No. 4 consisted of n-alkanes (ranging from C 11 to C22) and alkenes (ranging from C7:1 to C21:1), with the virgin soil being richer in alkenes than the cultivated soil. Other components identified were cyclic aromatics, carbocyclics, N-containing aromatics, N-heterocyclics, benzene and substituted benzenes, phenols and substituted phenols and substituted furans. The compounds identified appeared to originate from long-chain aliphatics, lignins, polyphenols, aromatics, polysaccharides, and N-containing compounds in the two soils. While qualitatively similar compounds were identified by Py-FIMS in the two soils, the total ion intensity (TII) of the virgin soil was almost 2.5 times as high as that of the cultivated soil. This suggests that cultivation made the organic matter less volatile, either by favouring the formation of higher molecular weight organic matter or by promoting the formation of non-volatile metal-organic matter complexes. The Py-FIMS spectra showed that the virgin soil contained relatively more lignin dimers, lipids, sterols, and n-C16 to n-C34 fatty acids than the cultivated soil. Thus, conversely, the cultivated soil was richer in carbohydrates, phenols and lignin monomers, alkyl aromatics and N-containing compounds, including peptides, than the virgin soil.

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H267O – PubChem

New explortion of 2-Methylbenzofuran

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A family of N-heterocyclic carbene (NHC)-stabilized Ru nanoparticles has been synthesized by using various NHC ligands, including a chiral one. The surface reactivity of the so-obtained RuNHC nanoparticles has been explored after reacting them with CO with the aim to probe the nature and availability of surface metal sites. Hydrogenation catalytic tests were also performed with the RuNHC NPs stabilized by a chiral ligand in order to evaluate their ability in enantioselective catalysis.

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H169O – PubChem

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In the present work, a cold solvent trapping (CST) and solid-phase adsorption (SPA) methods for determining concentration of tar compounds have been chosen for comparison. When the cold solvent trapping method is used, the producer gas flows through a series of impingers containing 2-propanol, whereas in a solid-phase adsorption method it passes through two adsorbent cartridges loaded with 500 mg of aminopropyl-bonded silica, and 100 mg of activated coconut charcoal. During the experiment, 52 compounds were identified by the cold solvent trapping method and 48 compounds by the solid-phase adsorption method. The SPA method is more accurate than those using impingers, especially for determining such volatile organic compounds as benzene, toluene, and xylenes, due to the use of a second sorbent, activated coconut charcoal. By contrast, the CST method proves to be more accurate for determining components of heavy tar due to a much larger volume of the sampled gas.

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H234O – PubChem

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In this paper, two typical Chinese lignites, Shengli lignite (SL) and Xiaolongtan lignite (XL), with different geologic ages were firstly thermal dissolved in sub- and supercritical benzene and ethanol, then soluble organic species were analyzed with Fourier transform infrared spectroscopy (FTIR), gas chromatograph/mass spectrometer (GC/MS) and atmospheric solids analysis probe/time of flight mass spectrometer (ASAP/TOF-MS). The soluble organic species yield of XL in benzene is close to that of SL in the temperature investigated, whereas the soluble organic species yield of XL in ethanol is obviously higher than that of SL at high temperature region. Obvious difference exists in the molecular composition of the soluble organic species between SL and XL. The soluble organic species of XL contain more free aliphatics but less arenes than those of SL. The arenes in the soluble organic species of XL are mainly composed of the derivatives of benzene and naphthalene, while those from SL are dominated with condensed arenes and polycyclic biphenyls. Furthermore, the free oxygen-containing organic species in SL and XL are dominated with ketones and phenols, respectively. Additionally, ASAP/TOF-MS analysis indicates that the molecular weight of soluble organic species from SL is higher than that from XL.

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H353O – PubChem

Extracurricular laboratory:new discovery of 2-Methylbenzofuran

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Several series of benzofurans, benzothiophenes, and benzothiazoles, all featuring the thioamide group, were synthesized and tested as novel K ATP channel openers in artificial cell systems: CHO cells transfected with SUR1/Kir6.2, and HEK 293 cells transfected with SUR2B/Kir6.1; these served as model systems for insulin-secreting pancreatic beta cells and smooth muscle cells, respectively. All compounds were investigated with respect to their binding affinity for the SUR2B-type KATP channels using [ 3H]P1075 as radioligand. Selected compounds were also tested as agonists in intact cells using DiBAC4(3) and DyeB (R7260) as membrane potential dyes. Remarkable affinity for SUR2B/Kir6.1 channels in the single-digit micromolar range was observed. In addition, benzothiazole-derived thioamides with sterically demanding, lipophilic substituents showed >100-fold selectivity in favor of SUR2B/Kir6.1. A one-carbon spacer between the heterocyclic skeleton and the thioamide moiety was observed to be crucial for affinity and selectivity. Two of the most potent and selective compounds were studied by crystal structure analyses.

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H101O – PubChem