Category: Dioxole

He, Zhi-Tao published the artcileEfficient access to bicyclo[4.3.0]nonanes: copper-catalyzed asymmetric silylative cyclization of cyclohexadienone-tethered allenes, Formula: C38H24F4O4P2, the publication is Angewandte Chemie, International Edition (2015), 54(49), 14815-14818, database is CAplus and MEDLINE.

The creation of three consecutive chiral carbon centers in one step is achieved using Cu-catalyzed asym. silylative cyclization of cyclohexadienone-tethered allenes I (1a–x), in reaction with PhMe₂SiBpin (2), catalyzed by CuCl/L or CuCl/L₂ (L = BINOL phosphoramidite; L₂ = BIPHEP, Segphos, Difluorphos, P-Phos, etc.), giving bicyclic enones II (3a–x; X = O, NBoc, CH₂; R = Me, Cy, PhCH₂, BocNHCH₂CH₂, alkoxy, CH₂:CH, Ph, MeO₂CCH₂, haloalkyl, aryl); the products 3 were obtained with >90% ee, either as pure diastereomer or with (15-20):1 ratio of (3S,3aR,7aR):(3S,3aS,7aS) diastereomers. The requisite allenyl-tethered cyclohexadienones 1a–r were prepared by oxidative etherification of phenols 4-RC₆H₄OH with propargyl alc. CHCCH₂OH to give cyclohexadienone propargyl ethers HCCCH₂O(R)(CH:CH)₂CO with subsequent CuBr-catalyzed formaldehyde addition Through regioselective β-silylation of the allene and subsequent enantioselective 1,4-addition to cyclohexadienone, this tandem reaction could afford cis-hydrobenzofuran, cis-hydroindole, and cis-hydroindene frameworks with excellent yields (80-98%) and enantioselectivities (94-98 % ee) bearing vinylsilane and enone substructures. Meanwhile, this mild transformation is generally compatible with a wide range of functional groups, which allows further conversion of the bicyclic products to bridged and tricyclic ring structures.

Angewandte Chemie, International Edition published new progress about 503538-69-0. 503538-69-0 belongs to dioxole, auxiliary class (Atropisomeric Bisphosphine Ligands, name is (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole, and the molecular formula is C38H24F4O4P2, Formula: C38H24F4O4P2.

Referemce:
https://en.wikipedia.org/wiki/1,3-Benzodioxole,
Dioxole | C3H4O2 – PubChem

Chen, Hanping published the artcileThe new insight about mechanism of the influence of K₂CO₃ on cellulose pyrolysis, Safety of 2,2,4-Trimethyl-1,3-dioxolane, the publication is Fuel (2021), 120617, database is CAplus.

Potassium salt is a nonnegligible inorganic element in biomass, and it has a significant impact on the thermal behavior of biomass. To understand the mechanism of potassium on cellulose pyrolysis in depth, the evolution of functional groups of char combined with the characteristics of volatiles from cellulose pyrolysis with K₂CO₃ between 150 and 600°C was investigated using two-dimensional perturbation correlation IR spectroscopy (2D-PCIS). It was found that the addition of K₂CO₃ changed the decomposition pathway of cellulose, and reduce the initial temperature of cellulose decomposition from 250°C to 150°C. And K₂CO₃ accelerated the deconstruction of hydrogen bonding, and rupture of C5-O, C-C, glycosidic bond of cellulose crystal structure to form light mol. liner aliphatic compounds and CO, CO₂ at lower temperature (150-250°C). At higher temperature (>250°C), it accelerated the generation of phenol C-O of pyrolysis char and inhibited the generation of aliphatic ether.

Fuel published new progress about 1193-11-9. 1193-11-9 belongs to dioxole, auxiliary class Dioxolanes, name is 2,2,4-Trimethyl-1,3-dioxolane, and the molecular formula is C6H12O2, Safety of 2,2,4-Trimethyl-1,3-dioxolane.

Referemce:
https://en.wikipedia.org/wiki/1,3-Benzodioxole,
Dioxole | C3H4O2 – PubChem

Gelas, Jacques published the artcileStudies of cyclic acetals. XXV. Sulfur-containing heterobicycles derived from α-thioglycerol. Synthesis of alkyl-2,8-dioxa-6-thiabicyclo[3.2.1]octanes, Quality Control of 1193-11-9, the publication is Canadian Journal of Chemistry (1983), 61(7), 1487-93, database is CAplus.

I (R, R¹, R² = H, H, H; Me, H, H; Me, H, Me; Me, Me, H; Ph, H, H; H, H, Me; H, H, Ph) and II were prepared by one or more of four methods studied, e.g., cyclization of HOCH₂C(OH)R¹CH₂Cl with RCOCHR²Cl to give III, followed by cyclization with Na₂S.

Canadian Journal of Chemistry published new progress about 1193-11-9. 1193-11-9 belongs to dioxole, auxiliary class Dioxolanes, name is 2,2,4-Trimethyl-1,3-dioxolane, and the molecular formula is C6H12O2, Quality Control of 1193-11-9.

Referemce:
https://en.wikipedia.org/wiki/1,3-Benzodioxole,
Dioxole | C3H4O2 – PubChem

Schnurpfeil, D. published the artcileLiquid-phase oxidation of 1,3-dioxolanes, Quality Control of 1193-11-9, the publication is Journal fuer Praktische Chemie/Chemiker-Zeitung (1994), 336(2), 155-9, database is CAplus.

The oxidation rate and the kind of oxidation products in the oxidation reactions of the 1,3-dioxolanes with mol. oxygen in liquid phase were investigated. The 2-methyl-substituted 1,3-dioxolane has a lower, the 4-methyl-substituted 1,3-dioxolane has a higher oxidation rate than the non-substituted 1,3-dioxolane. The 2,2-disubstituted 1,3-dioxolanes show no oxidation but a hydrolytic reaction. The main-products of the liquid-phase oxidation of the 1,3-dioxolanes are the glycolcarbonic acid monoesters and the 2-oxo-1,3-dioxolanes. Their formation is proved by gas chromatog., GC/MS-coupling, DC and ¹³C-NMR-spectroscopy.

Journal fuer Praktische Chemie/Chemiker-Zeitung published new progress about 1193-11-9. 1193-11-9 belongs to dioxole, auxiliary class Dioxolanes, name is 2,2,4-Trimethyl-1,3-dioxolane, and the molecular formula is C6H12O2, Quality Control of 1193-11-9.

Referemce:
https://en.wikipedia.org/wiki/1,3-Benzodioxole,
Dioxole | C3H4O2 – PubChem

Peng, Anshun published the artcileSynthesis of vanillin propylene glycol acetal using calcium methanesulfonate as catalyst, Application In Synthesis of 68527-74-2, the publication is Huaxue Shijie (2005), 46(12), 752-753, database is CAplus.

Vanillin propylene acetal was synthesized using vanillin and propylene glycol as starting materials and Ca methanesulfonate as catalyst. Factors influencing the yield were examined The optimum conditions were as follows: vanillin: 1,2-propanediol : catalyst : dehydration agent 0.15 mol : 0.225 mol : 1.00 g : 15 mL and refluxing for 3.0 h. The yield was above 87.5% under optimum conditions.

Huaxue Shijie published new progress about 68527-74-2. 68527-74-2 belongs to dioxole, auxiliary class Dioxolane,Benzene,Phenol,Ether, name is 2-Methoxy-4-(4-methyl-1,3-dioxolan-2-yl)phenol, and the molecular formula is C11H14O4, Application In Synthesis of 68527-74-2.

Referemce:
https://en.wikipedia.org/wiki/1,3-Benzodioxole,
Dioxole | C3H4O2 – PubChem

Cheng, Shengxian published the artcileCrystallinity after decarboxylation of a metal-carboxylate framework: indestructible porosity for catalysis, Safety of 1,4-Dioxaspiro[4.5]decane, the publication is Dalton Transactions (2020), 49(34), 11902-11910, database is CAplus and MEDLINE.

We report a curious case study of a Zr(IV)-carboxylate framework, which retains significant crystalline order after cascade thermocyclization of its linker components, and – more notably – after the crucial carboxylate links were severed by heat. Vigorous heat treatment (e.g., 450°C and above) benzannulates the multiple alkyne groups on the linker to generate linked nanographene blocks and to afford real stability. The resultant Zr oxide/nanographene hybrid solid is stable in saturated NaOH and concentrated H₃PO₄, allowing a convenient anchoring of H₃PO₄ into its porous matrix to enable size-selective heterogeneous acid catalysis. The Zr oxide components can also be removed by strong hydrofluoric acid to further enhance the surface area (up to 650 m² g^-1), without collapsing the nanographene scaffold. The crystallinity order and the extensive thermal transformations were characterized by X-ray diffraction, scanning transmission electron microscopy (STEM), IR, solid state NMR and other instrumental methods.

Dalton Transactions published new progress about 177-10-6. 177-10-6 belongs to dioxole, auxiliary class Dioxolane,Spiro, name is 1,4-Dioxaspiro[4.5]decane, and the molecular formula is C8H14O2, Safety of 1,4-Dioxaspiro[4.5]decane.

Referemce:
https://en.wikipedia.org/wiki/1,3-Benzodioxole,
Dioxole | C3H4O2 – PubChem

Matsushita, Kohei published the artcileA 13-week subchronic toxicity study of vanillin propylene glycol acetal in F344 rats, Recommanded Product: 2-Methoxy-4-(4-methyl-1,3-dioxolan-2-yl)phenol, the publication is Food and Chemical Toxicology (2019), 110643, database is CAplus and MEDLINE.

Vanillin propylene glycol acetal (VPGA) has been used as a flavoring agent. Here, we performed a 13-wk subchronic toxicity study of VPGA in F344 rats with oral administration by gavage at doses of 0, 100, 300, and 1000 mg/kg body weight (BW)/day. In the 1000 mg/kg BW group, loss of vigorous activity and listlessness immediately after administration were observed for both sexes throughout the exptl. period. Reduction of body weight gain was noted in both sexes at 1000 mg/kg BW. Serum biochem. demonstrated significant increases in total protein, albumin, total cholesterol, calcium, inorganic phosphorus, and γ-glutamyl transpeptidase in both sexes at 1000 mg/kg BW and increases in the albumin/globulin ratio and urea nitrogen in the male 1000 mg/kg BW group. A significant increase in relative liver weight was detected in both sexes at 1000 mg/kg BW. Histopathol., centrilobular hepatocellular hypertrophy in the liver was observed in both sexes at 1000 mg/kg BW. In addition, the incidence of fatty changes in hepatocytes in the male 1000 mg/kg BW group was decreased compared with that in the control. Based on these results, the no-observed-adverse-effect level for VPGA was evaluated to be 300 mg/kg BW/day for both sexes in the current study.

Food and Chemical Toxicology published new progress about 68527-74-2. 68527-74-2 belongs to dioxole, auxiliary class Dioxolane,Benzene,Phenol,Ether, name is 2-Methoxy-4-(4-methyl-1,3-dioxolan-2-yl)phenol, and the molecular formula is C11H14O4, Recommanded Product: 2-Methoxy-4-(4-methyl-1,3-dioxolan-2-yl)phenol.

Referemce:
https://en.wikipedia.org/wiki/1,3-Benzodioxole,
Dioxole | C3H4O2 – PubChem

Gayubo, A. G. published the artcilePyrolytic lignin removal for the valorization of biomass pyrolysis crude bio-oil by catalytic transformation, Computed Properties of 1193-11-9, the publication is Journal of Chemical Technology and Biotechnology (2010), 85(1), 132-144, database is CAplus.

BACKGROUND: The catalytic processes for valorizing the bio-oil obtained from lignocellulosic biomass pyrolysis face the problem that a great amount of carbonaceous material is deposited on the catalyst due to the polymerization of phenol-derived compounds in the crude bio-oil. This carbonaceous material blocks the catalytic bed and contributes to rapid catalyst deactivation. This paper studies an online two-step process, in which the first one separates the polymerizable material and produces a reproducible material whose valorization is of com. interest. RESULTS: The establishment of a step for pyrolytic lignin deposition at 400 °C avoids the blockage of the online catalytic bed and attenuates the deactivation of a HZSM-5 zeolite based catalyst used for hydrocarbon production The origin of catalyst deactivation is coke deposition, which has two fractions (thermal and catalytic), whose content is attenuated by prior pyrolytic lignin separation and by co-feeding methanol. The morphol. and properties of the material deposited in the first step (pyrolytic lignin) are similar to lignins obtained as a byproduct in wood pulp manufacturing CONCLUSIONS: The proposed reaction strategy, with two steps (thermal and catalytic) in series, valorizes the crude bio-oil by solving the problems caused by the polymerization of phenolic compounds, which are obtained in the pyrolysis of the lignin contained in lignocellulosic biomass. Given that a byproduct (pyrolytic lignin) is obtained with similar properties to the lignin from wood pulping manufacturing, the perspectives for the viability of lignocellulosic biomass valorization are promising, which is essential for furthering its implementation in biorefinery processes. Copyright © 2009 Society of Chem. Industry.

Journal of Chemical Technology and Biotechnology published new progress about 1193-11-9. 1193-11-9 belongs to dioxole, auxiliary class Dioxolanes, name is 2,2,4-Trimethyl-1,3-dioxolane, and the molecular formula is C6H12O2, Computed Properties of 1193-11-9.

Referemce:
https://en.wikipedia.org/wiki/1,3-Benzodioxole,
Dioxole | C3H4O2 – PubChem

Sipes, I. G. published the artcileHydroxy- and alkoxy-substituted benzyl derivatives (addendum), Quality Control of 68527-74-2, the publication is WHO Food Additives Series (2009), 533-548, database is CAplus.

A review discusses the assessment of dietary exposure, absorption, distribution, metabolism, and safety of hydroxy- and alkoxy-substituted benzyl derivatives for use as flavoring agents. The acute toxicity, genotoxicity, and reproductive/developmental toxicity of these flavoring agents are also tackled.

WHO Food Additives Series published new progress about 68527-74-2. 68527-74-2 belongs to dioxole, auxiliary class Dioxolane,Benzene,Phenol,Ether, name is 2-Methoxy-4-(4-methyl-1,3-dioxolan-2-yl)phenol, and the molecular formula is C12H9NO, Quality Control of 68527-74-2.

Referemce:
https://en.wikipedia.org/wiki/1,3-Benzodioxole,
Dioxole | C3H4O2 – PubChem

Cabrera, A. published the artcile1,3-Dioxolane formation with a montmorillonite-type clay catalyst, Safety of 2,2,4-Trimethyl-1,3-dioxolane, the publication is Journal of Molecular Catalysis (1992), 75(1), 101-7, database is CAplus.

The coupling reaction of oxiranes with carbonyl compounds to produce 1,3-dioxolanes was promoted by catalytic amounts of a bentonitic clay. The product yield was found to be dependent on the catalyst, the reaction temperature and the reagent concentrations Thus, ethylene oxide (I) reacted with MeCOMe in the presence of the clay to give 2,2-dimethyl-1,3-dioxolane in 96% yield. Reacting I with MeCO(CH₂)₂Me gave 2-methyl-2-propyl-1,3-dioxolane in 25% yield. A kinetic study performed with acetone and ethylene oxide showed a first-order dependence in both reagents. Other experiments made with different epoxides, carbonyl compounds and catalysts are also discussed.

Journal of Molecular Catalysis published new progress about 1193-11-9. 1193-11-9 belongs to dioxole, auxiliary class Dioxolanes, name is 2,2,4-Trimethyl-1,3-dioxolane, and the molecular formula is C6H12O2, Safety of 2,2,4-Trimethyl-1,3-dioxolane.

Referemce:
https://en.wikipedia.org/wiki/1,3-Benzodioxole,
Dioxole | C3H4O2 – PubChem