Solubility and Thermodynamic Parameters of H2S/CH4 in Ionic Liquids Determined by 1H NMR.

Natural gas remains an important global source of energy. Usually, sour gas from the well or refinery stream contains H2S among other contaminants that should be removed to fulfill permissible standards of use. Despite the use of different gas-liquid sour gas upgrading technologies, ionic liquids (ILs) have been recognized as promising materials to remove H2S from sour gas. However, data concerned with thermodynamic solution functions of H2S in ILs have scarcely been reported in the literature. In this work, solution 1H NMR spectroscopy was employed for quantifying H2S soluble in [BMIM][Cl] and for gaining a better understanding of the H2S-IL interaction. Experiments were carried out in a Young-Tap NMR tube containing a saturated solution of H2S/CH4/[BMIM][Cl] and recording spectra from 298 to 333 K. The thermodynamic solution functions, determined from the Van't Hoff equation, showed that solubility of the H2S in the [BMIM][Cl] is an exothermic gas-liquid physisorption process (ΔsolH° = -66.13 kJmol-1) with a negative entropy change (ΔsolS° = -168.19 JK-1 mol-1). 1H NMR spectra of the H2S/[BMIM][Cl] solution show a feature of strong solute-solvent interactions. However, solubility enthalpy is a fifth of the H-S bond energy value. Results from 1H NMR spectroscopy also agree with those from the bench dynamic experiments.

Antifungal Activity of 2-Allylphenol Derivatives on the Botrytis cinerea Strain: Assessment of Possible Action Mechanism.

Botrytis cinerea is a phytopathogenic fungus that causes serious damage to the agricultural industry by infecting various important crops. 2-allylphenol has been used in China as a fungicide for more than a decade, and it has been shown that is a respiration inhibitor. A series of derivatives of 2-allylphenol were synthesized and their activity against B. cinerea was evaluated by measuring mycelial growth inhibition. Results indicate that small changes in the chemical structure or the addition of substituent groups in the aromatic ring induce important variations in activity. For example, changing the hydroxyl group by methoxy or acetyl groups produces dramatic increases in mycelial growth inhibition, i.e., the IC50 value of 2-allylphenol decreases from 68 to 2 and 1 µg mL-1. In addition, it was found that the most active derivatives induce the inhibition of Bcaox expression in the early stages of B. cinerea conidia germination. This gene is associated with the activation of the alternative oxidase enzyme (AOX), which allows fungus respiration to continue in the presence of respiratory inhibitors. Thus, it seems that 2-allylphenol derivatives can inhibit the normal and alternative respiratory pathway of B. cinerea. Therefore, we believe that these compounds are a very attractive platform for the development of antifungal agents against B. cinerea.

Reassignment of crispatene, isolation and chemical characterization of stachydrine, isolated from the marine mollusk Elysia crispata.

The molluscan genus Elysia Risso, 1818 (Sacoglossa) is composed of shell-less herbivore sea slugs. From these marine organisms, polyketides such as polypropynates have been isolated and showed cytotoxic, antibiotic, and antifungal, and antiviral properties. In this work, we reported the isolation, and structure elucidation of two compounds isolated from marine mollusk E. crispata. Both compounds isolated, crispatene (1) and stachydrine (2), were purified by HPLC. The chemical structure of compound (1) was reassigned through 1D and 2D NMR experiments and high-resolution electrospray ionization mass spectrometry (HRESIMS). On the other hand, this is the first time that compound (2) has been found in this species of mollusk or the marine environment, previously, (2) has only been found in terrestrial plants or bacteria in symbiosis with plants.

Assessment of the tautomeric population of benzimidazole derivatives in solution: a simple and versatile theoretical-experimental approach.

Herein, we present a simple and versatile theoretical-experimental approach to assess the tautomeric distribution on 5(6)-aminobenzimidazole (5(6)-ABZ) derivatives in solution via one-photon absorption. The method is based on the optimized weighted sum of the theoretical spectra of the corresponding tautomers. In this article we show how the choice of exchange-correlation functional (XCF) employed in the calculations becomes crucial for the success of the approach. After the systematic analysis of XCFs with different amounts of exact-exchange we found a better performance for B3LYP and PBE0. The direct test of the proposed method on omeprazole, a well-known 5(6)-benzimidazole based pharmacotherapeutic, demonstrate its broader applicability. The proposed approach is expected to find direct applications on the tautomeric analysis of other molecular systems exhibiting similar tautomeric equilibria.

Preparation of functionalized porous nano-γ-Al2O3 powders employing colophony extract.

This study reports the synthesis of porous nano alumina employing carboxylato-alumoxanes [Al(O) x (OH) y (O2CR) z ] n as precursors for controlling the pore size, pore size distribution and porosity of the alumina, using a new process ecofriendly. The carboxylato-alumoxanes was prepared by the reaction of boehmite with carboxylic acids. The boehmite was obtained by the hydrolysis of aluminum alkoxide in an aqueous solution. The colophony extract is employed as a source of carboxylic acids. The materials were characterized, using XRD, TGA, N2 physical adsorption, SEM, TEM, NMR and FTIR. A mechanism was proposed for the formation of the synthesized structures. TEM measurements confirmed particle size ranged from 5 to 8 nm.

1-(4-Chloro-phen-yl)-3-(2-meth-oxy-anilino)propan-1-one.

In the title compound, C(16)H(16)ClNO(2), the mol-ecule adopts a bowed conformation, with a dihedral angle of 39.9 (2)° between the aromatic rings. In the crystal, mol-ecules are linked by C-H⋯O hydrogen bonds, generating C(6) chains propagating in [010]. Very weak aromatic π-π stacking is also observed [centroid-centroid distance = 4.040 (2) Å].

8-Meth-oxy-4-(4-methoxy-phen-yl)quinoline.

In the title compound, C(17)H(15)NO(2), the dihedral angle between the quinoline and benzene ring systems is 62.17 (1)°. In the crystal, zigzag chains propagating in c are linked by C-H⋯O hydrogen bonds, and weak C-H⋯π inter-actions link the chains.