Category: Dioxole

Xu, Zhaohui published the artcileSynthesis of 2-methoxy-4-(4-methyl-1,3-dioxolan-2-yl)phenol (vanillin 1,2-propylene glycol acetal) in presence of ferric potassium sulfate [FeK(SO₄)₂], Recommanded Product: 2-Methoxy-4-(4-methyl-1,3-dioxolan-2-yl)phenol, the publication is Shipin Keji (2006), 176-178, database is CAplus.

The title compound, vanillin 1,2-propylene glycol acetal was synthesized from vanillin and 1,2-propylene glycol using ferric potassium sulfate as catalyst. The factors influencing the synthesis were discussed and the better reaction conditions were as follows: vanillin 0.1 mol, molar ratio of vanillin/1,2-propylene glycol 1.0/2.4 (mol/mol), the amount of catalyst 2.0% in proportion to the total reactant materials, the amount of benzene 16 mL, and reaction time 3.0 h. The product yield reached 86.0%.

Shipin Keji 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 C25H21N3O4, 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

Orlandi, Manuel published the artcileComputational Analysis of Enantioselective Pd-Catalyzed α-Arylation of Ketones, COA of Formula: C38H24F4O4P2, the publication is Journal of Organic Chemistry (2020), 85(17), 11511-11518, database is CAplus and MEDLINE.

The direct α-arylation of carbonyl compounds emerged over the last two decades as a straightforward method for the formation of C(sp³)-C(sp²) bonds. Mechanistic studies suggested a classical cross-coupling catalytic cycle. This consists of oxidative addition of the aryl halide (ArX) to the Pd(0)-catalyst, transmetalation of the Na- or K-enolate generated in situ, and subsequent reductive elimination. Even though the general reaction mechanism was thoroughly investigated, studies focusing on enantioselective variants of this transformation are rare. Here, the computational study of the [Pd(BINAP)]-catalyzed α-arylation of 2-methyltetralone with bromobenzene is reported. The whole reaction energy profile was computed and several mechanistic scenarios were investigated for the key steps of the reaction, which are the enolate transmetalation and the C-C bond-forming reductive elimination. Among the computed mechanisms, the reductive elimination from the C-bound enolate Pd complex was found to be the most favorable one, providing a good match with the stereoselectivity observed exptl. with different ligands and substrates. Detailed anal. of the stereodetermining transition structures allowed us to establish the origin of the reaction enantioselectivity.

Journal of Organic Chemistry 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, COA of Formula: C38H24F4O4P2.

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

Tong, Shuo published the artcileCatalytic Enantioselective Double Carbopalladation/C-H Functionalization with Statistical Amplification of Product Enantiopurity: A Convertible Linker Approach, Computed Properties of 503538-69-0, the publication is Angewandte Chemie, International Edition (2017), 56(45), 14192-14196, database is CAplus and MEDLINE.

Combining a catalytic enantioselective reaction with dimerization in a single operation is an efficient way to upgrade the enantiomeric excesses (ee) of the product. Palladium-catalyzed reaction of N-(2-iodophenyl)-N-Me methacrylamide derivatives with oxadiazole afforded, by a double enantioselective carbopalladation/intermol. heteroarene C-H alkylation sequence, homodimers I (R¹ = H, 5-OMe, 5-Cl, 6-Cl, etc.; R² = Me, Bn, i-Pr, etc.) in good yields with excellent ee values. The dimer was subsequently elaborated to the monomer in which the linker (oxadiazole) was incorporated into the target product.

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 C3H5F3O, Computed Properties of 503538-69-0.

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

Shen, Chuanlei published the artcileCondensation reaction of vanillin with 1,2-propanediol over silica supported cesium phosphotungstate catalysts, Name: 2-Methoxy-4-(4-methyl-1,3-dioxolan-2-yl)phenol, the publication is Nanjing Gongye Daxue Xuebao, Ziran Kexueban (2010), 32(2), 22-25, 30, database is CAplus.

A series of cesium phosphotungstate catalysts supported on silica gel (SiO₂) were prepared and used to catalyze the condensation reaction of vanillin with 1,2-propanediol into vanillin propylene glycol acetal. The effects of substituted number of Cs⁺, loading of cesium phosphotungstate, catalyst amount, mole ratio of 1,2-propanediol to vanillin, and reaction time on the reactivity were investigated. Results showed that the catalyst with Cs⁺ substituted number of 2.5, and Cs salt loading of 40% exhibited the highest activity. Under optimal reaction conditions, i.e., reaction temperature 368 K, mole ratio of 1,2-propanediol to vanillin 2.4, catalyst mass fraction in reaction medium 1.5%, 30 mL benzene as water removal additive, and reaction time 3 h, the conversion of vanillin was 86.6% and the selectivity for vanillin propylene glycol acetal was 100%.

Nanjing Gongye Daxue Xuebao, Ziran Kexueban 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 C7H16ClNO2, Name: 2-Methoxy-4-(4-methyl-1,3-dioxolan-2-yl)phenol.

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

Cho, Chang-Woo published the artcileα-Hydroxy Esters via Enantioselective Hydrogen-Mediated C-C Coupling: Regiocontrolled Reactions of Silyl-Substituted 1,3-Diynes. [Erratum to document cited in CA145:335661], Formula: C38H24F4O4P2, the publication is Organic Letters (2007), 9(4), 735, database is CAplus.

On page 3874, in entry 12 of Table 1, the regioisomeric ratio of 3b:3c is 1:>99, not >99:1. Coupling takes place proximal to the tert-Bu group. Acetylenic carbon atoms bearing a Ph moiety possess a characteristic C NMR chem. shift at δ 122-123. The structure of the major regioisomer has been reassigned on the basis of C NMR data.

Organic Letters 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

Bobyleva, L. I. published the artcileProduction of propylene glycol, Safety of 2,2,4-Trimethyl-1,3-dioxolane, the publication is Khimicheskaya Promyshlennost (Moscow, Russian Federation) (1990), 710-11, database is CAplus.

Addition of Me₂CO to the reaction mixture in the acid-catalyzed hydration of propylene oxide (I) to propylene glycol (II) in aqueous solution significantly increased selectivity for II, suppressed II polymer formation, and shifted the reaction toward the formation of equilibrium II mixtures with 2,2,4-trimethyl-1,3-dioxolane, which was subsequently hydrolyzed to II during product recovery. H₃PO₄ was chosen as the catalyst instead of H₂SO₄ due to its lower corrosiveness. At reaction temperature 100° and reaction time 15 min, the highest selectivities for II were obtained at Me₂CO concentration 20-40% and I concentration 10-15% in the reaction mixture, and maximum II yields were obtained at H₃PO₄ concentration 0.075-0.125%. I conversion 96-100% and II selectivity 95-100% were obtained by I hydration at 95-100° for 15 min at initial concentrations I 10-12.5, H₂O 50-60, Me₂CO 30-40, and H₃PO₄ 0.1%.

Khimicheskaya Promyshlennost (Moscow, Russian Federation) 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

Smith, Brendan M. published the artcileIndium(III) triflate catalysed transacetalisation reactions of diols and triols under solvent-free conditions, SDS of cas: 177-10-6, the publication is Tetrahedron (2012), 68(38), 7775-7781, database is CAplus.

Acyclic acetals and ketals undergo transacetalization in the presence of catalytic quantities of indium(III) triflate (In(OTf)₃) and diols or triols under solvent-free conditions to generate the corresponding cyclic acetals and ketals in excellent yield. The methodol. has been further developed to encompass a tandem acetalization-acetal exchange protocol, which provides a facile and high yielding route to cyclic ketals from unreactive ketones under very mild reaction conditions.

Tetrahedron 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 C7H5ClN2S, SDS of cas: 177-10-6.

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

Yip, Lydia published the artcileNanoporous aluminosilicate mediated transacetalization reactions: application in glycerol valorization, HPLC of Formula: 177-10-6, the publication is Catalysis Science & Technology (2012), 2(11), 2258-2263, database is CAplus.

Nanoporous silicate materials, produced using an evaporation-induced self-assembly (EISA) approach, are highly effective catalysts for transacetalization reactions. Both acyclic acetals and ketals undergo rapid exchange in the presence of low loadings of nanoporous aluminosilicate materials and diols and triols to generate the corresponding cyclic acetals and ketals in excellent yield. The protocol is rapid, employs mild conditions, and the catalyst can be recycled a number of times without loss of activity.

Catalysis Science & Technology 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 C9H17NO, HPLC of Formula: 177-10-6.

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

Kosarac, Ivana published the artcileOpen characterization of vaping liquids in canada: chemical profiles and trends, Quality Control of 68527-74-2, the publication is Frontiers in Chemistry (Lausanne, Switzerland) (2021), 756718, database is CAplus and MEDLINE.

Currently, there is a lack of comprehensive data on the diversity of chems. present in vaping liquids To address this gap, a non-targeted anal. of 825 vaping liquids collected between 2017 and 2019 from Canadian retailers was conducted. Prior to mass spectrometry anal., samples were diluted 1:500 volume/volume with methanol or acetonitrile. Chem. compound separation and anal. was carried out using gas chromatog. and triple quadrupole mass spectrometry (GC-MS/MS) systems operated in the full scan mode and mass range of 35-450 m/z. Mass spectrum for each sample was obtained in electron ionization at 70 eV and processed. Non-targeted identification workflow included use of automated mass spectral deconvolution and identification system (AMDIS), where required, as well as a number of com. available spectral libraries. In order to validate identities, an inhouse database of expected compounds previously detected in vaping liquids was used along with genuine anal. standards for compounds of interest. This resulted in a dataset of over 1,500 unique detected chems. Approx. half of these chem. compounds were detected only once in a single product and not in multiple products analyzed. For any sample analyzed, on average, 40% of the chem. constituents appeared to have flavoring properties. The remainder were nicotine and related alkaloids, processing, degradation or indirect additives, natural extractives and compounds with unknown roles. Data published here from the project on the Open Characterization of vaping liquids is unique as it offers a detailed understanding of products’ flavor chem. profiles, the presence and frequency of chems. of potential health concern, as well as trends and changes in products’ chem. complexity over a three-year period. Non-targeted chem. surveillance such as this present valuable tools to public health officials and researchers in responding to emergent issues such as vaping associated lung injury or informing chem. based strategies which may be aimed at addressing product safety or appeal.

Frontiers in Chemistry (Lausanne, Switzerland) 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, Quality Control of 68527-74-2.

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

Kuramshin, E. M. published the artcileReactivity of polymethyl-1,3-dioxacyclanes in reactions with ozone, Name: 2,2,4-Trimethyl-1,3-dioxolane, the publication is Acta Physica et Chemica (1983), 29(1-2), 65-71, database is CAplus.

Kinetic data were obtained for the ozonization of 1,3-dioxolane, 1,3-dioxane, and their methylated derivatives Me substitution at C-4, C-5, and C-6 had practically no effect on the 2-unsubstituted compounds but increased the reactivity of the 2-monomethyl derivatives by 30-70% and that of the 2,2-di-Me derivatives by a factor of 6-10. The maximum effects were always obtained with the dioxanes. The reactivities of individual C-H bonds were discussed.

Acta Physica et Chemica 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