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The propagation speeds of premixed n-butane–air mixtures (2.0–5.7 vol%) were investigated under various initial conditions (pressures of 0.4–1.2 bar; temperatures of 289–500 K). The study consists of both, experimental measurements using two different enclosures (a sphere and a cylinder) and kinetic modeling via a dedicated computing program. The propagation speeds of premixed n-butane–air mixtures were obtained via the adiabatic model of flame propagation, which allows us to obtain these important parameters using the normal burning velocities and expansion coefficients. The expansion coefficients were calculated using thermodynamic data as the ratio of burnt to unburnt gas densities, assuming that an equilibrium was established in the flame front. The propagation speeds obtained based on the experimental burning velocities were analyzed for comparison with the computed velocities. Finally, the dependence of the propagation speed on the initial pressure and temperature was discussed.

The absence of catalytic asymmetric methods for synthesizing chiral (hetero)bicyclo[n.1.1]alkanes has hindered their application in new drug discovery. Here we demonstrate the achievability of an asymmetric polar cycloaddition of bicyclo[1.1.0]butane using a chiral Lewis acid catalyst and a bidentate chelating bicyclo[1.1.0]butane substrate, as exemplified by the current enantioselective formal (3 + 3) cycloaddition of bicyclo[1.1.0]butanes with nitrones. In addition to the diverse bicyclo[1.1.0]butanes incorporating an acyl imidazole group or an acyl pyrazole moiety, a wide array of nitrones are compatible with this Lewis acid catalysis, successfully assembling two congested quaternary carbon centers and a chiral aza-trisubstituted carbon center in the pharmaceutically important hetero-bicyclo[3.1.1]heptane product with up to 99% yield and >99% ee . The absence of catalytic asymmetric methods for synthesizing chiral (hetero)bicyclo[n.1.1]alkanes has hindered their application in new drug discovery. Herein the authors report an enantioselective formal (3 + 3) cycloaddition of bicyclobutanes with nitrones using a chiral Lewis acid catalyst for the synthesis of hetero-bicyclo[3.1.1]heptane.

For more than one century, photochemical [2+2]-cycloadditions have been used by synthetic chemists to make cyclobutanes, four-membered carbon-based rings. In this reaction, typically two olefin subunits (two π -electrons per olefin) cyclize to form two new C–C σ -bonds. Although the development of photochemical [2+2]-cycloadditions has made enormous progress within the last century, research has been focused on such [2 π +2 π ]-systems, in which two π -bonds are converted into two new σ -bonds 1 , 2 . Here we report an intermolecular [2+2]-photocycloaddition that uses bicyclo[1.1.0]butanes as 2 σ -electron reactants 3 – 7 . This strain-release-driven [2 π +2 σ ]-photocycloaddition reaction was realized by visible-light-mediated triplet energy transfer catalysis 8 , 9 . A simple, modular and diastereoselective synthesis of bicyclo[2.1.1]hexanes from heterocyclic olefin coupling partners, namely coumarins, flavones and indoles, is disclosed. Given the increasing importance of bicyclo[2.1.1]hexanes as bioisosteres—groups that convey similar biological properties to those they replace—in pharmaceutical research and considering their limited access 10 , 11 , there remains a need for new synthetic methodologies. Applying this strategy enabled us to extend the intermolecular [2+2]-photocycloadditions to σ -bonds and provides previously inaccessible structural motifs. A strain-release approach, realized by visible-light-mediated triplet energy transfer catalysis, enabled an intermolecular [2 π +2 σ ]-photocycloaddition.

Therapeutic cannabis administration is increasingly used in Western countries due to its positive role in several pathologies. Dronabinol or tetrahydrocannabinol (THC) pills, ethanolic cannabis tinctures, oromucosal sprays or table vaporizing devices are available but other cannabinoids forms can be used. Inspired by the illegal practice of dabbing of butane hashish oil (BHO), cannabinoids from cannabis were extracted with butane gas and the resulting concentrate (BHO) was atomized with specific vaporizing devices. The efficiency of “cannavaping,” defined as the “vaping” of liquid refills for e-cigarettes enriched with cannabinoids, including BHO, was studied as an alternative route of administration for therapeutic cannabinoids. The results showed that illegal cannavaping would be subjected to marginal development due to the poor solubility of BHO in commercial liquid refills (especially those with high glycerin content). This prevents the manufacture of liquid refills with high BHO concentrations adopted by most recreational users of cannabis to feel the psychoactive effects more rapidly and extensively. Conversely, “therapeutic cannavaping” could be an efficient route for cannabinoids administration because less concentrated cannabinoids-enriched liquid refills are required. However, the electronic device marketed for therapeutic cannavaping should be carefully designed to minimize potential overheating and contaminant generation.

Soil pollution is one of the most serious environmental problems globally due to the weak self-purification ability, long degradation time, and high cost of cleaning soil pollution. The pollutants in the soil can be transported into the human body through water or dust, causing adverse effects on human health. The latest research has shown that the clean-up of soil pollutants through microbial consortium is a very promising method. This review provides an in-depth discussion on the efficient removal, bio-adsorption, or carbonated precipitation of organic and inorganic pollutants by the microbial consortium, including PAHs, BPS, BPF, crude oil, pyrene, DBP, DOP, TPHP, PHs, butane, DON, TC, Mn, and Cd. In view of the good degradation ability of the consortium compared to single strains, six different synergistic mechanisms and corresponding microorganisms are summarized. The microbial consortium obtains such activities through enhancing synergistic degradation, reducing the accumulation of intermediate products, generating the crude enzyme, and self-regulating, etc. Furthermore, the degradation efficiency of pollutants can be greatly improved by adding chemical materials such as the surfactants Tween 20, Tween 80, and SDS. This review provides insightful information regarding the application of microbial consortia for soil pollutant removal.

Anaerobic microorganisms are thought to play a critical role in regulating the flux of short-chain gaseous alkanes (SCGAs; including ethane, propane and butane) from terrestrial and aquatic ecosystems to the atmosphere. Sulfate has been confirmed to act as electron acceptor supporting microbial anaerobic oxidation of SCGAs, yet several other energetically more favourable acceptors co-exist with these gases in anaerobic environments. Here, we show that a bioreactor seeded with biomass from a wastewater treatment facility can perform anaerobic propane oxidation coupled to nitrate reduction to dinitrogen gas and ammonium. The bioreactor was operated for more than 1000 days, and we used 13 C- and 15 N-labelling experiments, metagenomic, metatranscriptomic, metaproteomic and metabolite analyses to characterize the microbial community and the metabolic processes. The data collectively suggest that a species representing a novel order within the bacterial class Symbiobacteriia is responsible for the observed nitrate-dependent propane oxidation. The closed genome of this organism, which we designate as ‘ Candidatus Alkanivorans nitratireducens’, encodes pathways for oxidation of propane to CO 2 via fumarate addition, and for nitrate reduction, with all the key genes expressed during nitrate-dependent propane oxidation. Our results suggest that nitrate is a relevant electron sink for SCGA oxidation in anaerobic environments, constituting a new microbially-mediated link between the carbon and nitrogen cycles. Anaerobic microorganisms can oxidize short-chain gaseous alkanes such as ethane, propane and butane using sulfate as electron acceptor. Here, the authors show that a bioreactor enrichment of a wastewater microbial community can perform anaerobic propane oxidation coupled to nitrate reduction.

The short-chain gaseous alkanes (ethane, propane, and butane; SCGAs) are important components of natural gas, yet their fate in environmental systems is poorly understood. Microbially mediated anaerobic oxidation of SCGAs coupled to nitrate reduction has been demonstrated for propane, but is yet to be shown for ethane or butane—despite being energetically feasible. Here we report two independent bacterial enrichments performing anaerobic ethane and butane oxidation, respectively, coupled to nitrate reduction to dinitrogen gas and ammonium. Isotopic 13C- and 15N-labelling experiments, mass and electron balance tests, and metabolite and meta-omics analyses collectively reveal that the recently described propane-oxidizing “Candidatus Alkanivorans nitratireducens” was also responsible for nitrate-dependent anaerobic oxidation of the SCGAs in both these enrichments. The complete genome of this species encodes alkylsuccinate synthase genes for the activation of ethane/butane via fumarate addition. Further substrate range tests confirm that “Ca. A. nitratireducens” is metabolically versatile, being able to degrade ethane, propane, and butane under anoxic conditions. Moreover, our study proves nitrate as an additional electron sink for ethane and butane in anaerobic environments, and for the first time demonstrates the use of the fumarate addition pathway in anaerobic ethane oxidation. These findings contribute to our understanding of microbial metabolism of SCGAs in anaerobic environments.

In this study, a zeolitic imidazolate framework-8 (ZIF-8) and its copper-doped variants (Cu-doped ZIF-8) were synthesized using a rapid microwave technique. The products were characterized by XRD, NanoSEM, FTIR, Raman spectra, TGA, XPS, and EDX. The gas adsorption properties of samples were performed using C3 and C4 hydrocarbons including propane, propylene, isobutane, and n-butane gases at 25 °C. Both equilibrium adsorption and kinetics were studied. It was found that ZIF-8 and Cu-doped ZIF-8 samples open their nanogates (i.e., six-membered rings) at some threshold pressures when adsorbing different gases, which it is denotes later as the gate-opening pressure (p0). The p0 value for each ZIF toward each gas was evaluated by fitting equilibrium adsorption data against a modified version of the Langmuir adsorption isotherm model. It was observed that the value of p0 differs significantly for each gas utilized, and with different extents for ZIF samples. The overall mass transfer coefficient values of adsorption process were estimated. Therefore, it is possible that the distinct values of p0 afford a unique chance to separate and purify these gases at mass production, and the best-studied adsorbent to for this purpose was Cu30%/ZIF-8.

The substitution of an aromatic ring with a C( sp 3 )-rich bicyclic hydrocarbon, known as bioisosteric replacement, plays a crucial role in modern drug discovery. Substituted bicyclo[1.1.1]pentanes (BCPs) are particularly noteworthy owing to their uniquely three-dimensional stereochemical complexity. 1,3-Difunctionalized BCPs have been widely used as bioisosteres for para -substituted phenyl rings, and they have been incorporated into numerous lead pharmaceutical candidates. 2-Substituted BCPs (substituted at the bridge position) can function as alternatives to ortho - or meta -substituted arene rings; however, the general and efficient construction of these scaffolds remains challenging, particularly if performed in an enantioselective manner. Here we present an approach for synthesizing enantioenriched 2-substituted BCPs by a nitrogen-atom insertion-and-deletion strategy, involving a chiral Brønsted acid-catalytic enantioselective cycloaddition of bicyclo[1.1.0]butanes with imines and nitrogen deletion of resulting aza-bicyclo[2.1.1]hexanes (aza-BCHs) with generally good enantiopurity retention. Mechanistic experiments verify the radical pathway. Chiral BCPs have been readily incorporated into medicinally relevant molecules, and a drug analogue has been successfully prepared enantioselectively. Substituted bicyclo[1.1.1]pentanes (BCPs) are widely used as bioisosteres for para -substituted phenyl rings, providing improved pharmacological profiles for drug candidates, but strategies for the preparation of chiral BCPs remain limited. Now a route to chiral bridge-substituted BCPs has been developed via a nitrogen-atom insertion-and-deletion strategy, enabling a practical avenue towards chiral BCP bioisosteres of lomitapide.