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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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Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

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Adsorptive desulfurization of diesel on activated carbon and nickel supported systems

Adsorptive desulfurization (ADS) process was studied for the refractory sulfur compounds viz., dibenzothiophene (DBT), 4-methylbenzothiophene (4MDBT) and 4,6-dimethyl-dibenzothiophene (4,6-DMDBT) present in diesel fuel (Gas oil). Two commercially available activated carbons A and B and modified forms of the same by HNO3 treatment and Ni supported systems were used for the adsorption studies. The modified activated carbon samples A and B showed better adsorption capacity when compared with that of as received activated carbon samples and metal supported systems.

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Prediction of gas chromatographic retention times and indices of sulfur compounds in light cycle oil

Ninety sulfur compounds consisting of mercaptans, sulfides and thiophenes, were identified in a fluid-catalytic-cracking light cycle oil using gas chromatography with atomic emission detection. Their retention times and indices were correlated with molecular descriptors generated from their molecular structures. The best seven- and eight-parameter multi-linear regression models showed good predictive ability. The descriptors involved in the models reflect the geometrical, topological, and electronic properties of the molecules, related to the interactions between the solute and the stationary phase. For the 34 thiophenic sulfur compounds (benzothiophenes and dibenzothiophenes) of most interest in petroleum processing, another two five-parameter multi-linear models were developed for retention times and indices with standard errors s = 0.61 and 1.63, respectively. Such models for retention times and/or indices can be used for identification of unknown chromatographic peaks by matching their retention times or indices with those of sulfur compounds of known molecular structure when the corresponding chemical standards are unavailable.

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In homogeneous catalysis, the catalyst is in the same phase as the reactant. The number of collisions between reactants and catalyst is at a maximum.In a patent, 14315-11-8, name is 4-Methylbenzo[b]thiophene, introducing its new discovery. HPLC of Formula: C9H8S

Advances toward new antidepressants beyond SSRIs: 1-aryloxy-3-piperidinylpropan-2-ols with dual 5-HT1A receptor antagonism/SSRI activities. Part 1

A series of 1-aryloxy-3-piperidinylpropan-2-ols possessing potent dual 5-HT1A receptor antagonism and serotonin reuptake inhibition was discovered. 1-(1H-Indol-4-yloxy)-3-(4-benzo[b]thiophen-2-ylpiperidinyl)propan-2-ols exhibited selective and high affinity at the 5-HT1A receptor and serotonin reuptake inhibition at nanomolar concentrations for dual activities.

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Synthesis and S(N)V Reactions of 2-(Haloethenyl)benzothiophene 1,1-Dioxides

The synthesis of a variety of 2-(haloethenyl)benzothiophenes from both substituted and unsubstituted benzothiophenes is described.Their corresponding 1,1-dioxides exhibited versatile reactivity via addition/conjugated elimination and direct substitution mechanisms with amine,thio, and alkoxy nucleophiles in good yield

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Boosting aerobic oxidative desulfurization performance in fuel oil via strong metal-edge interactions between Pt and h-BN

Platinum nanoparticles (Pt NPs) have long been regarded as efficient catalysts for numerous catalytic process, including catalytic oxidation, hydrogenation, etc. For Pt catalysis, tuning the electronic structure for a boosted catalytic performance and exploring a proper strategy for stabilization of the nanoparticles are the two central issues. In this work, we constructed strong metal-edge interactions (SMEI) between well-dispersed Pt NPs and hexagonal boron nitride (h-BN) support. The charge transfer between h-BN and Pt NPs was carefully studied, and it was found that the charge transfers from B atoms in h-BN to Pt NPs and from Pt NPs to N atoms in h-BN. The SMEI makes the Pt NPs positively charged for a boosted aerobic catalytic desulfurization activity with sulfur removals of 98.3%, 96.5%, 93.7% and 85.9% to dibenzothiophene, 4, 6-dimethyldibenzothiophene, 4-methylbenzothiophene, and benzothiophene, respectively. Additionally, the aerobic oxidative desulfurization system showed an excellent resistance performance to olefins and aromatic hydrocarbons. The SMEI also gives rise to an excellent stabilization of the Pt NPs without agglomeration after the reaction. Moreover, the catalyst can be recycled 5 times without a significant decrease in catalytic activity. Additionally, both the geometric structure and the SMEI were well investigated to illuminate the structure-activity relationship.

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Application of toxicity-based fractionation techniques and structure- activity relationship models for the identification of phototoxic polycyclic aromatic hydrocarbons in sediment pore water

Recent studies conducted at our laboratory have shown that sediments contaminated with complex mixtures of polycyclic aromatic hydrocarbons (PAHs) can exhibit enhanced toxicity (lethality) to a variety of aquatic species when the samples are tested under ultraviolet (UV) light designed to mimic the wavelengths present in sunlight. However, because these contaminated sediments can contain literally thousands of chemicals, it is difficult to use conventional analytical techniques to identify those compounds responsible for photo-induced toxicity. The purpose of this study was to adapt existing toxicity identification evaluation methods to attempt to identify those compounds contributing to the phototoxicity observed in our sediment samples. Pore water obtained from sediments collected near an oil refinery discharge was toxic to Lumbriculus variegatus following exposure to UV light, while organisms exposed to the same pore water, but without subsequent UV treatment, showed no toxic effect. Solid-phase extraction disks and high-performance liquid chromatography were used, in conjunction with toxicity tests with L. variegatus, to extract and fractionate phototoxic chemicals from the pore water. Phototoxic fractions analyzed by gas chromatography-mass spectrometry revealed the presence of a number of aliphatic hydrocarbons, substituted PAHs, and PAHs containing heteroatoms. Chemicals were screened for their phototoxic potential based on empirical data and predictive models. A refined list of PAHs was then evaluated on the basis of their phototoxic potency as defined by a recently developed quantitative structure-activity relationship model and estimates of their bioaccumulation potential. Based on the model predictions of potency and bioaccumulation, nine likely phototoxic chemicals were identified.

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Detectors and basic data analysis

This chapter is focused on the combination of comprehensive two-dimensional gas chromatography (GC¡ÁGC) with ?information-poor? (at different levels) forms of detection, such as flame ionization detection, electron capture detection, etc., and with ?information-rich? ones, namely mass spectrometry (MS) in its various forms and vacuum ultraviolet detection. Apart from basic principles related to the different forms of detection, several examples highlighting the power and opportunities, in particular of the three-dimensional technology GC¡ÁGC-MS, will be illustrated and discussed. Basic details on data analysis are also given.

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Benzothiophene – Wikipedia,
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HIGH-TEMPERATURE ORGANIC SYNTHESIS. XLII. REACTION OF HALOGENOARENES AND 2-CHLOROTHIOPHENE WITH HYDROGEN SULFIDE IN THE PRESENCE OF ACETYLENE

Benzothiophenes are formed with yields of more than 77percent in a single preparative stage during the gas-phase reaction of halogenoarenes with hydrogen sulfide and acetylene (600-700 deg C).It is suggested that arylthiyl radicals (ArS-radical), which are effectively captured by the acetylene, participate in the process.The effect of the structure of the halogenoarene on the selectivity of the process is discussed.The gas-phase reaction of 2-chlorothiophene with hydrogen sulfide in the presence of acetylene leads to the formation of thieno<2,3-b>thiophene.

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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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Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem