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An improved synthesis of benzo[b]thiophene and its derivatives using modified montmorillonite clay catalysts

Methods for the preparation of benzothiophene (3) and its derivatives by cyclization of phenylthioacetals (1) over ZnCl2-promoted montmorillonite clay are described. Reactions in solution resulted in only moderate (ca. 50%) yields of 3 and the formation of diphenyl disulfide (4) and uncharacterized products. The production of 4 was explained by coordination of 1 via its oxygen atom to active sites of the catalyst and subsequent bimolecular processes. Good to excellent yields (67-98%) of 3 and its derivatives were obtained using vapor phase techniques at 200-300C to promote the desired intramolecular cyclizations.

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Reference£º
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

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Catalysts allow a reaction to proceed via a pathway that has a lower activation energy than the uncatalyzed reaction. In heterogeneous catalysis, catalysts provide a surface to which reactants bind in a process of adsorption. 14315-11-8, name is 4-Methylbenzo[b]thiophene. In an article£¬Which mentioned a new discovery about 14315-11-8, HPLC of Formula: C9H8S.

The Synthesis of All of the Dimethyldibenzothiophenes and Monoethyldibenzothiophenes

The synthesis of all four isomers of the monoethyldibenzothiophenes and all of the sixteen isomers of the dimethyldibenzothiophenes has been accomplished.

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Reference£º
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

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A liquid chromatography?atmospheric pressure photoionization tandem mass spectrometric method for the determination of organosulfur compounds in petroleum asphalt cements

We present a sensitive liquid chromatography?atmospheric pressure photoionization tandem mass spectrometric (UHPLC-APPI-MS/MS) method for the determination of selected organosulfur compounds in Brazilian asphalt cements. It was possible to detect 14 organosulfur compounds of different classes where sulfoxides and sulfones presented higher sensibility in ionization than thiophenes and aromatic sulfides. A dopant-assisted APPI method was also tested, however, when chromatographic flow rate was optimized a decrease in signal was observed for all compounds. PAHs were tested and ruled out as possible interfering compounds and the matrix effect of asphalt cements was within an acceptable range for the quantification of organosulfur compounds. The proposed method was found to have satisfactory linearity and accuracy with recoveries between 83.85 and 110.28% for thianaphthene and 3-methylbenzothiophene, respectively. Therefore, the method allowed the characterization of organosulfur compounds in Brazilian asphalt cements and demonstrated changes in the amount quantified in asphaltenic and maltenic fractions after the RTFOT?+?SUNTEST aging process.

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Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

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N-ALKOXYALKYL-N,N-DIALKYLAMINE DERIVATIVES OR SALTS THEREOF, AND REMEDIES FOR NERVE DEGENERATION DISEASES CONTAINING THE SAME

An N-alkoxyalkyl-N,N-dialkylamine derivative represented by the following general formula [1]:wherein the ring D represents a 5- or 6-membered heterocyclic ring or hydrocarbon ring; R3and R4, which are the same or different, represent an unsubstituted or substituted alkyl, cycloalkyl or aralkyl group; and R1, R2, R5, R6, R7, R8, m and n are as defined in the specification, or a salt thereof has an anti-hypoxic activity, a nerve-protecting activity and a nerve regeneration promoting activity and is useful for the treatment of neurodegenerative diseases.

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Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

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Thermolysis of Thiophenedicarboxylic Acid Anhydrides as a Route to Five-Membered Hetarynes

Flow vacuum thermolysis (FVT) of the anhydrides of thiophene-2,3- (5) and -3,4-dicarboxylic acid (6) and of thianaphthene-2,3-dicarboxylic acid (7) in the presence of thiophene, 1,3-cyclohexadiene, or benzene gave thianthrene (15a), presumably by aromatization of an intermadiate Diels-Alder adduct of the diene traps and the aryne 2,3-didehydrothiophene (8).A similar rationale explains the formation of dibenzothiophene from 7 and thiophene, the four monomethylthianaphthenes 22-25 from 5 and cyclopentadiene, 5,6-dimethylthianaphthene (15f) from 5 and 2,3-dimethylbutadiene, and a mixture of hydroxythianaphthenes (15d) from 5 and furan.The latter reaction also produces a mixture of isomeric cyclopentanothiophenes (19) which probably arise by decarbonylation of 15d.An FVT reaction of 5 with propyne as the trap gave a mixture of allenyl-(28) and propynylthiophenes 29 which probably arise by an ene reaction of the trap and the aryne 8.Decomposition of the anhydrides 5 and 6 in molten anthracene led only to Friedel-Crafts products such as thienylanthracenes 33 and quinones 34 from 5 and 39 and 40 from 6.The diene reactivity of thiophene 13a in the gas phase was demonstrated by the formation of naphthalene from its reaction with benzyne generated from the thermolysis of indanetrione and by the formation of indene from 13a plus cyclopentadiene.Possible, but improbable, interpretations of the FVT results without invoking a five-membered hetaryne intermediate are considered.

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Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

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Oxidation mechanism of dibenzothiophene compounds: A computational study

The potential energy surfaces of the oxidation of three model heterocyclic organic sulfides dibenzothiophene (DBT), 4-methylbenzothiophene (MDBT) and 4,6-dimethyldibenzothiophene (2MDBT) were examined using HCO3H as oxidants adopting MP2, omegaB97X-D, M06-2X and B3LYP methods at 6-311+G (d,p) level. The stationary points on the potential energy surfaces for the first and second oxidation reaction were fully optimized and characterized. The natural orbital population analysis (NPA) was also performed to understand the charge distribution. The calculated results may contribute to understanding the reaction mechanism of the ODS of refractory DBT sulfides.

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Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

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Adsorption structures of heterocyclic sulfur compounds on Cu(I)Y zeolite: a first principle study

The adsorption configurations of benzothiophene (BT), dibenzothiophene (DBT) molecules and their derivatives, 4-methylbenzothiophene (4-MBT) and 4,6-dimethyl dibenzothiophene (4,6-DMDBT), on a Cu(I)Y zeolite were studied by using a density functional theory (DFT) method. The eta2 adsorption mode through the C=C bond of the thiophenic ring on the zeolite has been found to be energetically preferred for the BTs, abundant in gasoline, while for the DBTs, mainly available in diesel fuel, the eta1S adsorption mode is the most preferential one, implying that the competitive adsorption of aromatics over S-compounds is stronger in gasoline than that in diesel fuels. These results can be ascribed to the difference in the aromaticity and the molecular features of the heterocyclic sulfur compounds.

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Reference£º
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

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Degradation of the petroleum component’s monomethylbenzothiophenes on exposure to light

The photochemical degradation of monomethylated benzo[b]thiophenes in aqueous solution was studied to elucidate the fate of crude oil components after an oil spill. One principal reaction pathway involves oxidation of the methyl group(s) to the carboxylic acids via aldehydes. Another pathway leads via oxidation of the thiophene ring to the quinone and then, after ring opening, to 2-sulfobenzoic acids as the ultimate products for all compounds. Opening of the benzo ring is also seen in which case thiophene aldehydes or ketones are formed.

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Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

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Sometimes chemists are able to propose two or more mechanisms that are consistent with the available data. COA of Formula: C9H8S, If a proposed mechanism predicts the wrong experimental rate law, however, the mechanism must be incorrect.Welcome to check out more blogs about 14315-11-8, in my other articles.

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The Synthesis of All of the Dimethyldibenzothiophenes and Monoethyldibenzothiophenes

The synthesis of all four isomers of the monoethyldibenzothiophenes and all of the sixteen isomers of the dimethyldibenzothiophenes has been accomplished.

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Reference£º
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

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NMR Studies of Bond Orders in Heteroaromatic Systems

Fifty-seven for the ortho-benzylic coupling constant 4JMe-C=C-H (henceforth denoted as 4JOB) were obtained for a variety of heteroaromatic systems.It was shown that a good correlation exists between 4JOB when the methyl group is not alpha to the heteroatom and the SCF-MO bond order.This method can therefore be used as experimental means of determining bond orders in heteroaromatic systems.An examination of bond alternation in thirteen heteroaromatic systems has given a measure of relative “degree of aromaticity” for a larger number of systems than previously r eported by any single method.

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Reference£º
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem