Category: 1193-11-9

Pihlaja, Kalevi published the artcileCarbon-13 nuclear magnetic resonance studies on saturated heterocycles. Part I. Substituent effects on the carbon-13 chemical shifts of methyl-substituted 1,3-dioxolanes, Formula: C6H12O2, the publication is Finnish Chemical Letters (1977), 141-3, database is CAplus.

The 13C chem. shifts for 1,3-dioxolane and eleven Me-substituted derivatives are reported. The magnitude of the substituent effects, compared with those for cyclopentane and 1,3-dioxane, indicate that the 1,3-dioxolane ring is a dynamic mixture of conformations and that only 2,2-di-Me substitution shows increased steric demands.

Finnish Chemical Letters 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, Formula: C6H12O2.

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

Cirkva, Vladimir published the artcileRadical addition reactions of fluorinated species. Part 7. Highly selective two-step synthesis of 1-(polyfluoroalkyl)ethane-1,2-diols; regioselectivity of the additions of methylated 1,3-dioxolanes to perfluoroolefins, Computed Properties of 1193-11-9, the publication is Journal of Fluorine Chemistry (1999), 94(2), 141-156, database is CAplus.

The two-step synthesis of the diols is based on the radical addition of 2,2-dimethyl-1,3-dioxolane, a protected ethane-1,2-diol, to perfluoroalk-1-enes R_F-CF:CF₂ (R_F = CF₃, C₉F₁₉) and perfluoro[trifluorovinyl (poly)ethers] R_FO-CF:CF₂ (R_F = C₃F₇, C₃F₇O[CF(CF₃)CF₂], CF₃(OCF₂CF₂)₄) with preparative yields above 90% in each step. The additions were initiated photochem. or by dibenzoyl peroxide and were completely chemoselective and almost completely regioselective. 4-Fluoroalkylated dioxolanes obtained, e.g., I, were deprotected by acid methanolysis to afford 1-polyfluoroalkylethane-1,2-diols, e.g., HOCH₃CH(OH)CF₂CHFCF₃. 1,3-Dioxolane or 2,2,4-trimethyl-1,3-dioxolane reacted at two centers to yield regioisomeric mixtures of fluoroalkylated dioxolanes. The factors influencing fluoroolefin and dioxolane regioselectivity are discussed.

Journal of Fluorine 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, Computed Properties of 1193-11-9.

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

Fasi, A. published the artcileRing opening reactions of methyloxirane over DZSM-5 and DAlMCM-41 molecular sieves – a mechanistic study, Product Details of C6H12O2, the publication is Studies in Surface Science and Catalysis (2001), 3678-3685, database is CAplus.

The ring opening reactions of methyloxirane on DZSM-5 and DAlMCM-41 aluminosilicates were studied in a pulse microreactor at 363 K. Deuterium distribution in the products was monitored Single C-O scission as well as dimerization occurred on both mol. sieves. In these reactions Bronsted and Lewis sites were involved Deuterium distribution revealed details of transformation pathways. It was found the main reaction channel, where deuterium exchange does not occur, involves exclusively the Lewis sites at the potential exchange sites. For deuterium exchange to occur during ring opening at least one Bronsted site is necessary. For dimerization when deuterium exchange takes place many active site combinations may be envisaged, however, for the formation of the dioxolane derivatives two neighboring Bronsted-Lewis site pairs, while for the formation of dioxane derivatives the interplay of one Bronsted-Lewis acid pair and a Lewis-Lewis acid pair seem to be the most advantageous.

Studies in Surface Science and 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, Product Details of C6H12O2.

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

Fasi, Andras published the artcileThe ring opening and oligomerization reactions of an epoxide and an episulfide on aluminosilicates in the liquid phase, Formula: C6H12O2, the publication is Central European Journal of Chemistry (2005), 3(2), 230-244, database is CAplus.

The ring opening reactions of propylene oxide (methyloxirane) or ethylene sulfide (thiirane) were studied in the liquid phase over HZSM-5, HY-FAU or AlMCM-41 at 363 K or 423 K and under 1 or 20 bar pressure in a batch reactor. The proportion of these routes were identified: (i) single C-O scission providing non-cyclic products, (ii) double C-O cleavage leading to the loss of the heteroatom, (iii) oligomerization resulting in cyclic dimers and the trimer of thiirane and a non-cyclic dimer of methyloxirane. The reaction pathway depended on the conditions and the solid acids used. Findings are compared to those in the gas phase over the same solid acids. Transformation mechanisms are also suggested.

Central European 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, Formula: C6H12O2.

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

Fasi, Andras published the artcileRing-Opening and Dimerization Reactions of Methyl- and Dimethyloxiranes on HZSM-5 and CuZSM-5 Zeolites, COA of Formula: C6H12O2, the publication is Journal of Catalysis (1999), 188(2), 385-392, database is CAplus.

Ring-opening and dimerization reactions of methyloxirane and cis- and trans-2,3-dimethyloxirane were studied on CuZSM-5, prepared by various methods, and HZSM-5 zeolites in a closed static recirculation reactor at 363 K in a reductive atm. On these materials two main reaction types, ring-opening and dimerization, could be observed For methyloxirane the major transformation pathways were ring opening and dimerization, producing various dioxolane and dioxane derivatives In addition to these routes 2,3-dimethyloxiranes underwent deoxygenation and rearrangement. The activities and selectivities of the transformations toward these pathways were found to be significantly different depending on the stereochem. of the substrates as well as the nature of the catalysts. Suggestions for the active sites and transformation mechanisms are also offered. (c) 1999 Academic Press.

Journal of 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, COA of Formula: C6H12O2.

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

Lamb, Thomas published the artcilePod-based menthol and tobacco flavored e-cigarettes cause mitochondrial dysfunction in lung epithelial cells, HPLC of Formula: 1193-11-9, the publication is Toxicology Letters (2020), 303-311, database is CAplus and MEDLINE.

Current FDA regulations have resulted in a ban of flavored e-cigarette pods, with only menthol and tobacco flavored pods being exempted. Previous work using menthol and tobacco-flavored e-cigarettes have been shown to induce mitochondrial reactive oxygen species. We hypothesized that exposure to pod-based JUUL Menthol and Virginia Tobacco aerosols will alter mitochondrial respiration and electron transport chain protein levels. We determined mitochondrial respiration by using a Seahorse technique and electron transport chain complexes by total OXPHOS antibodies after exposing lung epithelial cells, Beas-2b, to pod-based Menthol and Virginia Tobacco flavored aerosols. Menthol pod exposure resulted in an immediate increase in proton leak and decrease in coupling efficiency, as well as a decrease in complex I, II, and IV. Menthol pod exposure twenty-four hour post-exposure resulted in a decrease in basal respiration, maximal respiration, and spare capacity, as well as a decrease in complex I. Tobacco pod exposure resulted in no significant alterations to mitochondrial respiration, but immediately post final exposure resulted in a significant increase in complex I, IV, and V. Our results indicate that exposure to Menthol flavored e-cigarette pods cause mitochondrial dysfunction in lung epithelial cells.

Toxicology Letters 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, HPLC of Formula: 1193-11-9.

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

Bucsi, I. published the artcileBronsted acid catalyzed formation of 1,3-dioxolanes from oxiranes and ketones, Application In Synthesis of 1193-11-9, the publication is Journal of Molecular Catalysis A: Chemical (2001), 168(1-2), 47-52, database is CAplus.

The catalytic effect of various acid catalysts (heteropoly acids, Nafion-H, K10 montmorillonite, trifluoroacetic acid, methanesulfonic acid) and the effect of the structure of the reactants were investigated on the formation of 1,3-dioxolanes from oxiranes and ketones. The yield of 1,3-dioxolanes strongly depends on competing reactions, mainly on the ratio of polymerization K10 montmorillonite was found to be the best catalyst resulting in the formation of 1,3-dioxolanes in 50-80% yield under optimal reaction conditions.

Journal of Molecular Catalysis A: Chemical 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, Application In Synthesis of 1193-11-9.

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

Vershinin, S. S. published the artcileStereochemical aspect of 2,2,4-trimethyl-1,3-dioxolane bromination by molecular bromine, Synthetic Route of 1193-11-9, the publication is Bashkirskii Khimicheskii Zhurnal (2015), 22(1), 92-95, database is CAplus.

Bromination of 2,2,4-trimethyl-1,3-dioxolane by mol. bromine in carbon tetrachloride with molar ratio of dioxolane:Br₂:CCl₄ equal to 1:1:5 at the boiling temperature of the reaction mixture occurs regio- and stereoselectively with full conversion of the substrate to 61% of cis-2-bromomethyl-2,4-dimethyl-1,3-dioxolane and 39% of trans-2-bromomethyl-2,4-dimethyl-1,3-dioxolane. The structure, configuration, and the molar ratio of the isomers were determined by ¹H and ¹³C NMR and gas chromatog. The predominant conformation of the obtained bromodioxolanes is half-chair with pseudoequatorial position of the CH₃-group at carbon atom C-4 with prevalence of the cis-isomer with equatorial orientation of the bromoalkyl substitute.

Bashkirskii Khimicheskii Zhurnal 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 C9H12O, Synthetic Route of 1193-11-9.

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

Bucsi, Imre published the artcileTransformation of 1,2-diols over perfluorinated resinsulfonic acids (Nafion-H), Computed Properties of 1193-11-9, the publication is Tetrahedron (1994), 50(27), 8195-202, database is CAplus.

The transformations of 1,2-diols over perfluorinated resinsulfonic acids (Nafion-H) were studied and correlations were examined between the structures of the investigated diols, the possible dehydration routes and the catalytic properties of Nafion-H. Comparisons were also made between the catalytic properties of Nafion-H and NaHX zeolite. Because of its stronger acidity, Nafion-H functions at temperatures considerably lower than those for the usual dehydrating catalysts, e.g., the zeolites. As is well established for other solid electrophilic catalysts, the dehydration of 1,2-diols mainly proceeds via the pinacol rearrangement. The lower temperatures and the stronger acidity of Nafion-H strongly favor the pinacol rearrangement vs. 1,2-elimination. The reaction conditions are also advantageous for the formation of substituted 1,3-dioxolanes in a secondary condensation step between the unreacted diol and the primarily formed carbonyl compounds Nafion-H gradually deactivates during long use, but it can be partially reactivated by washing with acetone.

Tetrahedron 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

Quivoron, Claude published the artcileInvestigation, by infrared spectroscopy, of the proton-acceptor character of certain ethers and acetals, Name: 2,2,4-Trimethyl-1,3-dioxolane, the publication is Compt. Rend. (1964), 259(11), 1845-7, database is CAplus.

For iso-Pr₂O, THF, tetrahydropyran, and dioxane, the proton acceptor character has been determined by measuring the intensity of the O-H band of the unassocd. ο-cresol (diluted in CCl₄) vs. that of the H-bonded compound after the proton acceptor was added. (A) For the monoethers, the stability is higher for cyclic than for iso-Pr complexes, (B) THF is a stronger acceptor than tetrahydropyran at room temperature, the trend being reversed at -10°, and (C) the accumulation of 2 acceptor sites in dioxane causes a decreasing of the intrinsic basicity of each, the effect being emphasized if 2 O are bonded to the same C as in cyclic formals. The presence of electrorepulsive groups has a partial opposite effect.

Compt. Rend. 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, Name: 2,2,4-Trimethyl-1,3-dioxolane.

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