Tag: M.W=100-150

Bartoszewicz, Agnieszka published the artcileEnantioconvergent Alkylations of Amines by Alkyl Electrophiles: Copper-Catalyzed Nucleophilic Substitutions of Racemic α-Halolactams by Indoles, SDS of cas: 19444-84-9, the publication is Journal of the American Chemical Society (2019), 141(37), 14864-14869, database is CAplus and MEDLINE.

Transition-metal catalysis has the potential to address shortcomings in the classic S_N2 reaction of an amine with an alkyl electrophile, both with respect to reactivity and to enantioselectivity. The authors describe the development of a user-friendly method (reaction at room temperature, with com. available catalyst components) for the enantioconvergent nucleophilic substitution of racemic secondary alkyl halides (α-iodolactams) by indoles. Mechanistic studies are consistent with the formation of a copper(I)-indolyl complex that reacts at different rates with the two enantiomers of the electrophile, which interconvert under the reaction conditions (dynamic kinetic resolution). This study complements earlier work on photoinduced enantioconvergent N-alkylation, supporting the premise that this important challenge can be addressed by a range of strategies.

Journal of the American Chemical Society published new progress about 19444-84-9. 19444-84-9 belongs to tetrahydrofurans, auxiliary class Tetrahydrofuran,Ester,Alcohol, name is 3-Hydroxydihydrofuran-2(3H)-one, and the molecular formula is C4H6O3, SDS of cas: 19444-84-9.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydrofuran,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Yamaguchi, Sho published the artcileMechanistic Studies on the Cascade Conversion of 1,3-Dihydroxyacetone and Formaldehyde into α-Hydroxy-γ-butyrolactone, Product Details of C4H6O3, the publication is ChemSusChem (2015), 8(5), 853-860, database is CAplus and MEDLINE.

The chem. synthesis of com. and industrially important products from biomass-derived sugars is absolutely vital to establish biomass utilization as a sustainable alternative source of chem. starting materials. α-Hydroxy-γ-butyrolactone is a useful synthetic intermediate in pharmaceutical chem., and so novel biomass-related routes for its production may help to validate this eco-friendly methodol. Herein, we report the specific catalytic activity of homogeneous tin halides to convert the biomass-derived triose sugar 1,3-dihydroxyacetone and formaldehyde into α-hydroxy-γ-butyrolactone. A detailed screening of catalysts showed the suitability of tin catalysts for this reaction system, and isotope experiments using [D₂]paraformaldehyde, substrate screening, and time profile measurements allowed us to propose a detailed reaction pathway. In addition, to elucidate the activated species in this cascade reaction, the effect of addnl. water and the influence of addnl. Bronsted acids on the reaction preferences for the formation of α-hydroxy-γ-butyrolactone, lactic acid, and vinyl glycolate were investigated. The active form of the Sn catalyst was investigated by ¹¹⁹Sn NMR spectroscopy.

ChemSusChem published new progress about 19444-84-9. 19444-84-9 belongs to tetrahydrofurans, auxiliary class Tetrahydrofuran,Ester,Alcohol, name is 3-Hydroxydihydrofuran-2(3H)-one, and the molecular formula is C12H10FeO4, Product Details of C4H6O3.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydrofuran,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Yamaguchi, Sho published the artcileInfluence of the interaction between a tin catalyst and an accelerator on the formose-inspired synthesis of α-hydroxy-γ-butyrolactone, Recommanded Product: 3-Hydroxydihydrofuran-2(3H)-one, the publication is ChemCatChem (2016), 8(7), 1386-1391, database is CAplus.

In this study, the authors focused on the tin-catalyzed transformation of formaldehyde into α-hydroxy-γ-butyrolactone (HBL) in the presence of an α-hydroxy carbonyl compound as the accelerator. The screening of various accelerators aided in clarifying the structural prerequisites of the accelerator for the formose-inspired synthesis of HBL. To investigate the influence of the interactions between the tin metal and the accelerator on the catalytic activity, the authors performed a deuterium-exchange experiment with α-hydroxyacetophenone followed by in situ ¹¹⁹Sn NMR spectroscopy and X-ray absorption fine structure measurements. On the basis of the exptl. results, the authors proposed a reaction mechanism to obtain HBL.

ChemCatChem published new progress about 19444-84-9. 19444-84-9 belongs to tetrahydrofurans, auxiliary class Tetrahydrofuran,Ester,Alcohol, name is 3-Hydroxydihydrofuran-2(3H)-one, and the molecular formula is C17H14F3N3O2S, Recommanded Product: 3-Hydroxydihydrofuran-2(3H)-one.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydrofuran,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Yamaguchi, Sho published the artcileMechanistic Insight into a Sugar-Accelerated Tin-Catalyzed Cascade Synthesis of α-Hydroxy-γ-butyrolactone from Formaldehyde, Category: tetrahydrofurans, the publication is ChemSusChem (2015), 8(21), 3661-3667, database is CAplus and MEDLINE.

Applications of the formose reaction, which involves the formation of sugars from formaldehyde, have previously been confined to the selective synthesis of unprotected sugars. Herein, it is demonstrated that α-hydroxy-γ-butyrolactone (HBL), which is one of the most important intermediates in pharmaceutical syntheses, can be produced from paraformaldehyde. In the developed reaction system, homogeneous tin chloride exhibits high catalytic activity and the addition of mono- and disaccharides accelerates the formation of HBL. These observations suggest that the formose reaction may serve as a feasible pathway for the synthesis of important chems.

ChemSusChem published new progress about 19444-84-9. 19444-84-9 belongs to tetrahydrofurans, auxiliary class Tetrahydrofuran,Ester,Alcohol, name is 3-Hydroxydihydrofuran-2(3H)-one, and the molecular formula is C13H14N2O, Category: tetrahydrofurans.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydrofuran,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Tolborg, Soren published the artcileShape-selective Valorization of Biomass-derived Glycolaldehyde using Tin-containing Zeolites, Safety of 3-Hydroxydihydrofuran-2(3H)-one, the publication is ChemSusChem (2016), 9(21), 3054-3061, database is CAplus and MEDLINE.

A highly selective self-condensation of glycolaldehyde to different C₄ mols. has been achieved using Lewis acidic stannosilicate catalysts in water at moderate temperatures (40-100 °C). The medium-sized zeolite pores (10-membered ring framework) in Sn-MFI facilitate the formation of tetrose sugars while hindering consecutive aldol reactions leading to hexose sugars. High yields of tetrose sugars (74 %) with minor amounts of vinyl glycolic acid (VGA), an α-hydroxyacid, are obtained using Sn-MFI with selectivities towards C₄ products reaching 97 %. Tin catalysts having large pores or no pore structure (Sn-Beta, Sn-MCM-41, Sn-SBA-15, tin chloride) led to lower selectivities for C₄ sugars due to formation of hexose sugars. In the case of Sn-Beta, VGA is the main product (30 %), illustrating differences in selectivity of the Sn sites in the different frameworks. Under optimized conditions, GA can undergo further conversion, leading to yields of up to 44 % of VGA using Sn-MFI in water. The use of Sn-MFI offers multiple possibilities for valorization of biomass-derived GA in water under mild conditions selectively producing C₄ mols.

ChemSusChem published new progress about 19444-84-9. 19444-84-9 belongs to tetrahydrofurans, auxiliary class Tetrahydrofuran,Ester,Alcohol, name is 3-Hydroxydihydrofuran-2(3H)-one, and the molecular formula is C5H6BNO2, Safety of 3-Hydroxydihydrofuran-2(3H)-one.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydrofuran,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Polina, I. N. published the artcileInvestigation of the component composition of the oxidative thermal degradation products of fuel pellets from the Heracleum sosnowskyi Manden biomass by chromatography-mass-spectrometry, COA of Formula: C4H6O3, the publication is Izvestiya Vysshikh Uchebnykh Zavedenii, Khimiya i Khimicheskaya Tekhnologiya (2022), 65(5), 68-76, database is CAplus.

The component composition of oxidative thermal degradation products of Heracleum sosnowskyi Manden biomass was studied by chromatog.-mass-spectrometry. The hogweed Sosnovskyi biomass was collected on the territory of the village of Vylgort in the Komi Republic, dried to an atm.-dry state, crushed to dm < 0.25 mm and pressed with a force of 10 kN. Fuel pellets were burned in the special device. The products of oxidative thermal degradation were captured and analyzed on a gas-liquid chromatog. with a mass-selective detector. As a result of mass spectrums anal., 39 low-mol.-weight products with a retention time of 6 to 79 min and a percentage content of 0.4 to 12% were identified from 47 captured compounds Qual. and quant. anal. of the component composition of the degradation products showed that their formation is directly related to the component composition of the biomass and is determined by the content of cellulose, hemicellulose and lignin. Anal. of data on retention time of the degradation products showed that cellulose and hemicellulose of the biomass sample are degraded priority, while lignin is thermally more stable due to its aromatic nature. Anal. of data on products of oxidative thermal degradation showed that in mass terms, polysaccharides and lignin are formed as a percentage 45 and 49 resp., while the composition of the products of destruction of polysaccharides is more diverse (23 and 16 names). It is shown that the list of products of oxidative thermal degradation of the Heracleum sosnowskyi Manden biomass is comparable to the products of thermal decomposition of lignocellulosic materials of other botanical origin. The results of the presented study can be used in the calculation of processes and installations for burning fuel pellets from the biomass of the Heracleum sosnowskyi Manden or a combined composition fuel pellets. As well as the results can be used to assess the complex environmental impact of the technol. of the energy use of the biomass of the hogweed Sosnowskyi on the atm. air.

Izvestiya Vysshikh Uchebnykh Zavedenii, Khimiya i Khimicheskaya Tekhnologiya published new progress about 19444-84-9. 19444-84-9 belongs to tetrahydrofurans, auxiliary class Tetrahydrofuran,Ester,Alcohol, name is 3-Hydroxydihydrofuran-2(3H)-one, and the molecular formula is C4H6O3, COA of Formula: C4H6O3.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydrofuran,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Moity, Laurianne published the artcileIn silico design of bio-based commodity chemicals: application to itaconic acid based solvents, COA of Formula: C4H6O3, the publication is Green Chemistry (2014), 16(1), 146-160, database is CAplus.

Global issues are deeply changing the face of the chem. industry. Both the feedstock – biomass vs. oil – and the chem. transformations used are now chosen to comply with a sustainable development. In this work, a computer-assisted organic synthesis program, named GRASS (GeneratoR of Agro-based Sustainable Solvents), is proposed to help in the design of sustainable solvents from biomass feedstock. A careful selection of industrially relevant chem. transformations was performed to propose a set that allows obtaining in a few steps (1 to 3) a large number of commodity chems. from a chosen set of bio-based building-blocks. Emphasis was put on solvents since this type of compound is undergoing a deep renewal due to more stringent regulatory constraints, but the same approach may be extended to other commodity chems. This methodol. was exemplified starting from itaconic acid, a multifunctional bio-based building block. We checked a posteriori that all itaconic acid based-solvents reported in the literature do indeed belong to the set of virtual solvents generated by GRASS, along with an extended list of new derivatives that could be of potential interest.

Green Chemistry published new progress about 19444-84-9. 19444-84-9 belongs to tetrahydrofurans, auxiliary class Tetrahydrofuran,Ester,Alcohol, name is 3-Hydroxydihydrofuran-2(3H)-one, and the molecular formula is C4H6O3, COA of Formula: C4H6O3.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydrofuran,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Yamaguchi, Sho published the artcileTin-catalyzed conversion of biomass-derived triose sugar and formaldehyde to α-hydroxy-γ-butyrolactone, Category: tetrahydrofurans, the publication is Chemical Communications (Cambridge, United Kingdom) (2014), 50(35), 4600-4602, database is CAplus and MEDLINE.

The direct conversion of biomass-derived 1,3-dihydroxyacetone (DHA) and formaldehyde to α-hydroxy-γ-butyrolactone (HBL) was achieved through the use of tin(iv) chloride and a small amount of water and the yield reached up to 70%. The reaction mechanism was also investigated by incorporating d₂-formaldehyde into the reaction mixtures

Chemical Communications (Cambridge, United Kingdom) published new progress about 19444-84-9. 19444-84-9 belongs to tetrahydrofurans, auxiliary class Tetrahydrofuran,Ester,Alcohol, name is 3-Hydroxydihydrofuran-2(3H)-one, and the molecular formula is C14H10O4S2, Category: tetrahydrofurans.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydrofuran,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Van de Vyver, Stijn published the artcileSolid Lewis Acids Catalyze the Carbon-Carbon Coupling between Carbohydrates and Formaldehyde, Name: 3-Hydroxydihydrofuran-2(3H)-one, the publication is ACS Catalysis (2015), 5(2), 972-977, database is CAplus.

The development of catalytic C-C bond formation schemes based on renewable substrates is important for defining sustainable paradigms for chem. manufacturing With a few exceptions, aldol condensation reactions between biomass-derived platform chems. have received little attention so far. Here the C-C coupling between 1,3-dihydroxyacetone (DHA) and formaldehyde into α-hydroxy-γ-butyrolactone (HBL) using Sn-Beta is demonstrated. Reactivity studies, coupled with spectroscopic and computational analyses, show that the formation of HBL proceeds by soft enolization of DHA followed by an aldol addition of formaldehyde to the Sn-enolate intermediate, generating erythrulose as an intermediate species. Isotopic labeling is used to reveal the position where formaldehyde is incorporated into HBL, providing further support for our proposed mechanism. Finally, combining the C-C coupling reaction with transfer hydrogenation of formaldehyde has allowed us to expand the substrate scope to include polyols glycerol and ethylene glycol.

ACS Catalysis published new progress about 19444-84-9. 19444-84-9 belongs to tetrahydrofurans, auxiliary class Tetrahydrofuran,Ester,Alcohol, name is 3-Hydroxydihydrofuran-2(3H)-one, and the molecular formula is C21H26Br4S2, Name: 3-Hydroxydihydrofuran-2(3H)-one.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydrofuran,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Groenewold, Gary S. published the artcilePyrolysis Two-Dimensional GC-MS of Miscanthus Biomass: Quantitative Measurement Using an Internal Standard Method, Safety of 3-Hydroxydihydrofuran-2(3H)-one, the publication is Energy & Fuels (2017), 31(2), 1620-1630, database is CAplus.

Accurate measurement of biomass pyrolysis products can provide valuable guidance for thermal processing. However, pyrolysis generates large numbers of compounds in varying concentrations, factors that can make compound identification and quantitation difficult. In this study, Miscanthus biomass samples were analyzed using pyrolysis/two-dimensional gas chromatog./mass spectrometry (Py-GCxGC-MS), which provided a more comprehensive chromatog. separation and mass spectral compound identification. Quant. measurement was performed for 34 calibrated pyrolysis compounds using an internal standard method. Pyrolysis efficiency was measured as a function of sample mass, pyrolysis temperature, and pyrolysis temperature ramp rate. For most of the calibrated pyrolysis products, production efficiency decreased with sample mass, increased with pyrolysis temperature, and decreased with pyrolysis temperature ramp rate. Significantly, the temperature profiles of the different pyrolysis products were variable, notably acetic acid and the vinyl and formyl derivatives of phenol and guaiacol, which were produced at lower temperatures compared to other compounds such as the syringyl derivatives and levoglucosan. Lignol ratios were compared with those generated using ¹H/¹³C heteronuclear single quantum coherence (HSQC) NMR spectroscopy (NMR). Lower fractions of syringyl- and guaiacyl-lignols and higher fractions of the phenol-lignols were generated by Py-GCxGC-MS compared to HSQC-NMR.

Energy & Fuels published new progress about 19444-84-9. 19444-84-9 belongs to tetrahydrofurans, auxiliary class Tetrahydrofuran,Ester,Alcohol, name is 3-Hydroxydihydrofuran-2(3H)-one, and the molecular formula is C4H6O3, Safety of 3-Hydroxydihydrofuran-2(3H)-one.

Referemce:
https://en.wikipedia.org/wiki/Tetrahydrofuran,
Tetrahydrofuran | (CH2)3CH2O – PubChem