15-Sep News Archives for Chemistry Experiments of C16H30SSn

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A Comprehensive Study about the Role of Crosslink Density on the Tribological Behavior of DLC Coated Rubber

The friction and wear behavior of coated rubber components is strongly dependent on the substrate properties. This work deals with the impact of the crosslink density, i.e., the hardness of the rubber substrate on the tribological performance of uncoated and coated rubber. The hardness of nitrile butadiene rubber (NBR) is varied altering the sulfur content. Both the uncoated and coated rubber samples are characterized in terms of surface and mechanical properties. Tribological tests comprise the examination of the macroscopic contact area and the temperature in the contact zone. It was found that the functional layer enhances the wear resistance significantly. Apparently, the wear and friction behavior of the coated rubber correlates with the hardness and the bulk properties of the substrate material.

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Reference:
Pyrroline – Wikipedia,
,1-Pyrroline | C4H7N – PubChem

14/9/2021 News More research is needed about C16H30SSn

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A slow relaxing species for molecular spin devices: EPR characterization of static and dynamic magnetic properties of a nitronyl nitroxide radical

Nitronyl nitroxides (NitR) are a family of persistent radicals widely used in molecular magnetism and recently suggested as potential candidates for spintronic applications. In this paper we characterize by X-and W-band Electron Paramagnetic Resonance (EPR) spectroscopy the new radical S-4-(nitronyl nitroxide) benzyl ethanethioate (NitSAc) designed for assembling on Au surfaces. We determined the radical magnetic tensors and studied by X-band pulse EPR its spin relaxation behaviour in fluid and glassy solutions of toluene. A comparison with the well known nitroxide 3-carbamoyl-2,2,5,5-tetramethyl-3-pyrrolin-1-oxyl (CTPO) is afforded. The advantages of using NitSAc in technological applications are discussed on the basis of the slow spin relaxation demonstrated by this study.

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Pyrroline – Wikipedia,
,1-Pyrroline | C4H7N – PubChem

03/9/2021 News You Should Know Something about C16H30SSn

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Synthesis of 4-substituted azopyridine-functionalized Ni(II)-porphyrins as molecular spin switches

We present the synthesis and the spin switching efficiencies of Ni(II)-porphyrins substituted with azopyridines as covalently attached photoswitchable ligands. The molecules are designed in such a way that the azopyridines coordinate to the Ni ion if the azo unit is in cis configuration. For steric reasons no intramolecular coordination is possible if the azopyridine unit adopts the trans configuration. Photoisomerization of the azo unit between cis and trans is achieved upon irradiation with 505 nm (trans -> cis) and 435 nm (cis -> trans). Concurrently with the isomerization and coordination/decoordination, the spin state of the Ni ion switches between singlet (low-spin) and triplet (high-spin). Previous studies have shown that the spin switching efficiency is strongly dependent on the solvent and on the substituent at the 4-position of the pyridine unit. We now introduced thiol, disulfide, thioethers, nitrile and carboxylic acid groups and investigated their spin switching efficiency.

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Reference:
Pyrroline – Wikipedia,
,1-Pyrroline | C4H7N – PubChem

2 Sep 2021 News You Should Know Something about C16H30SSn

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Assessing the Effect of Hofmeister Anions on the Hydrogen-Bonding Strength of Water via Nitrile Stretching Frequency Shift

The temperature dependence of the peak frequency (nu(max)) of the C equivalent to N stretching vibrational spectrum of a hydrogen-bonded C equivalent to N species is known to be a qualitative measure of its hydrogen-bonding strength. Herein, we show that within a two-state framework, this dependence can be analyzed in a more quantitative manner to yield the enthalpy and entropy changes (Delta H-HB and Delta S-HB) for the corresponding hydrogen-bonding interactions. Using this method, we examine the effect of ten common anions on the strength of the hydrogen-bond(s) formed between water and the C equivalent to N group of an unnatural amino acid, p-cyanophenylalanine (Phe(CN)). We find that based on the Delta H-HB values, these anions can be arranged in the following order: HPO42- > OAc- > F- > SO42- approximate to Cl- approximate to (H2O) approximate to ClO4- approximate to NO3- > Br- > SCN- approximate to I-, which differs from the corresponding Hofmeister series. Because PheCN has a relatively small size, the finding that anions having very different charge densities (e.g., SO42- and ClO4-) act similarly suggests that this ranking order is likely the result of specific ion effects. Since proteins contain different backbone and side-chain units, our results highlight the need to assess their individual contributions toward the overall Hofmeister effect in order to achieve a microscopic understanding of how ions affect the physical and chemical properties of such macromolecules. In addition, the analytical method described in the present study is applicable for analyzing the spectral evolution of any vibrational spectra composed of two highly overlapping bands.

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Reference:
Pyrroline – Wikipedia,
,1-Pyrroline | C4H7N – PubChem

Never Underestimate The Influence Of Tributyl(thiophen-2-yl)stannane

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The reticent tautomer: exploiting the interesting multisite and multitype reactivity of 4-pyrrolin-2-ones

4-Pyrrolin-2-ones are a lesser known tautomeric relative of the 3-pyrrolin-2-ones. Despite their infrequent appearance in the literature, they are very interesting and useful compounds. They have highly controllable, multisite and multitype reactivities which are covered in this review. The applications of these transformations show how the 4-pyrrolin-2-ones make excellent intermediates en-route to a range of key alkaloids. Innovative, fast and adaptable syntheses of the 4-pyrrolin-2-ones and their onward use via cascade reaction sequences are also presented to complete the case for commending these compounds as highly versatile and valuable synthetic building blocks.

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Pyrroline – Wikipedia,
,1-Pyrroline | C4H7N – PubChem

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Triethyloxonium Tetrafluoroborate/1,2-Dimethoxyethane – a Versatile Substitute for Trimethyloxonium Tetrafluoroborate in O-Methylation Reactions

The triethyloxonium tetrafluoroborate/1,2-dimethoxyethane (TEO/DME) mixture is a versatile and cheap Substitute for trimethyloxinium tetrafluoroborate in O-methylations of pyrrolin-2-ones, quinolones, acridones, and 1-oxo-beta-carbolines. Undesired O-ethylation Can be avoided by pre-incubation of triethyloxonium tetrafluoroborate and 1,2-dimethoxyethane for 1 h, prior to addition of the substrate. In the course of these investigations it was found that the structures assigned to the alkaloids taraxacine A and B are erroneous.

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Reference:
Pyrroline – Wikipedia,
,1-Pyrroline | C4H7N – PubChem

Some scientific research about C16H30SSn

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Effect of Particle Wettability and Particle Concentration on the Enzymatic Dehydration of n-Octanaloxime in Pickering Emulsions

Pickering emulsion systems have emerged as platforms for the synthesis of organic molecules in biphasic biocatalysis. Herein, the catalytic performance was evaluated for biotransformation using whole cells exemplified for the dehydration of n-octanaloxime to n-octanenitrile catalysed by an aldoxime dehydratase (OxdB) overexpressed in E. coli. This study was carried out in Pickering emulsions stabilised solely with silica particles of different hydrophobicity. We correlate, for the first time, the properties of the emulsions with the conversion of the reaction, thus gaining an insight into the impact of the particle wettability and particle concentration. When comparing two emulsions of different type with similar stability and droplet diameter, the oil-in-water (o/w) system displayed a higher conversion than the water-in-oil (w/o) system, despite the conversion in both cases being higher than that in a classic two-phase system. Furthermore, an increase in particle concentration prior to emulsification resulted in an increase of the interfacial area and hence a higher conversion.

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Pyrroline – Wikipedia,
,1-Pyrroline | C4H7N – PubChem

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Cross-linking of proteins by 3-(trifluoromethyl)-2,5-hexanedione. Model studies implicate an unexpected amine-dependent defluorinative substitution pathway competing with pyrrole formation

Protein modification by the neurotoxic gamma-diketone 3-methyl-2,5-hexanedione (3-MHD) and its analogue 3-(trifluoromethyl)-2,5-hexanedione (3-TFMHD) was examined. Unlike 3-MHD, which forms lysine-based pyrroles that lead to autoxidation-dependent protein cross-linking, 3-TFMHD forms an autoxidatively inert pyrrole. The surprising finding that 3-TFMHD was nonetheless as effective as 3-MHD in cross-linking ribonuclease A suggested that protein lysine condensation with 3-TFMHD could take an alternate course competing with pyrrole formation. Model studies using neopentylamine led to the isolation of the expected 1-(2,2-dimethylpropyl)-2,5-dimethyl-3-(trifluoromethyl)pyrrole as well as the neopentylamine-3-TFMHD 2:1 adducts N,N’-bis(2,2-dimethylpropyl)2-amino-3-acetyl-5-methylpyrrole (major) and N,N’-bis(2,2-dimethylpropyl)-3-(l-aminoethylidene)5-methyl-4-pyrrolin-2-one (minor). The formation of these 2:1 adducts, the lysine analogues of which are believed to be mainly responsible for the observed protein cross-linking, is proposed to proceed via Schiff base formation, enamine fluoride elimination, second amine condensation, and hydrolysis.

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Pyrroline – Wikipedia,
,1-Pyrroline | C4H7N – PubChem

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alpha-(N-carbamoyl)alkylcuprate chemistry in the synthesis of nitrogen heterocycles

The conjugate adducts obtained via coupling of alpha-(N-carbamoyl)alkylcuprates with alpha,beta-ynoates, alpha-allenyl esters, or alpha,beta-enoates or enimides undergo N-Boc deprotection and cyclization onto the ester functionality upon treatment with PhOH/TMSCl, catecholboron bromide, or trimethylsilyl triflate. This two-pot sequence provides synthetic routes to 4-alkylidinepyrrolidine-2-ones, 4-alkylidinepyrrolizidin-2-ones, and 4-alkylidineindolizidin-2-ones via allenyl esters; pyrrolin-2-ones, tetrahydropyrrolizin-2-ones, and tetrahydroindolizin-2-ones via alpha,beta-ynoates; pyrrolidin-2-ones, pyrrolizidin-2-ones, and indolizidin-2-ones via alpha,beta-enoates or alpha,beta-enimides. The reluctance of gamma-carbamoyl-alpha,beta-enoates to undergo E/Z isomerization requires the use of (Z)-beta-iodo-alpha,beta-enoates readily prepared by the addition of HI to the alkynyl esters for the efficient preparation of pyrrolinones, tetrahydropyrrolizinones, and tetrahydroindolizinones. Utilization of omega-functionalized alpha,beta-ynoates or beta-iodo-alpha,beta-enoates allows for cyclization onto the omega-functionality providing for a synthetic route to quinolizidines.

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Pyrroline – Wikipedia,
,1-Pyrroline | C4H7N – PubChem

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Regioselective synthesis of pyrrolin-3-ones and 2,3,4,5-tetrahydro[1,3]-oxazines from N-vinylic amidines

Achiral and optically active N-vinylic amidines are obtained by simple addition of amidines to acetylenic esters. Thermal intramolecular cyclization of these Substrates containing a carboxylate group in position 3 gives pyrrolin-3-ones. The enaminone character of these compounds towards propargyl bromide, diethyl azodicarboxylate, diethyl acetylenedicarboxylate, ethyl propiolate and phenyl isocyanate is studied and functionalized pyrrolin-3-one derivatives are obtained. The reaction of the pyrrolinones prepared with diethyl ketomalonate leads to new 1,3-oxazine derivatives. (C) 2008 Elsevier Ltd. All rights reserved.

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Reference:
Pyrroline – Wikipedia,
,1-Pyrroline | C4H7N – PubChem