Day: November 21, 2022

Mastagli, Pierre published the artcileComparison of molybdic anhydride, titanium tetrachloride, stannic chloride, and aluminum chloride as catalysts in the synthesis of dioxanes and dioxolanes, Related Products of dioxole, the publication is Compt. Rend. (1962), 2978-80, database is CAplus.

Ethylene glycol, propylene glycol, and 1,3-butanediol are treated with aldehydes and ketones in the presence of TiCl₄ and the glycols are also treated with cyclohexanone in the presence of SnCl₄, AlCl₃, and MoO₃ to give 1,3-dioxolanes, 1,3-dioxanes, and dioxaspiro compounds TiCl₄ (2 ml.) and 1 mole diol are heated, 2/3 mole carbonyl compound is added slowly, the mixture is kept for 24 hrs., the product is decanted from unreacted diol, and washed with carbonated H₂O. The product is then taken up in C₆H₆, the C₆H₆ solution dried, and the C₆H₆ is distilled from the solution as part of the azeotrope. The carbonyl compounds are PrCHO, BzH, and Me₂CO. Prepared in this manner are I (R, R’, R”, b.p., n_D, % yield given): Pr, H, H, 132°, n^22.6_D 1.4332, 90; Ph, H, H, b₂₅ 129°, n²⁰_D 1.533, 80°; Me, Me, H, 92°, n¹⁸_D 1.4001, 51; Pr, H, Me, 141-4°, n^17.4_D 1.4123, 90°; Ph, H, Me, b₁₂ 128°, n^22.6_D 1.5165, 80; Me, Me, Me, 97-9°, n^16.6_D 1.4038, 53. Also prepared are II (same data given): Pr, H, Me, 159-61°, n^17.6_D 1.4246, 83; Ph, H, Me, b₂₀ 140°, n²²_D 1.5149, 92°; Me, Me, Me, 131°, n^16.4_D 1.4203, 42. The diols are treated with cyclohexanone in the presence of MoO₃, TiCl₄, SnCl₄, and AlCl₃ to yield the following compounds [b.p., n_D, % yield with MoO₃, TiCl₄, SnCl₄, and AlCl₃ given]: 1,4-dioxaspiro[4.5]decane, 176-80°, n^20.6_D 1.4581, 43, 76, 76, 75; 2-methyl-1,4-dioxaspiro[4.5]decane, 182-6°, n²⁰_D° 1.4518, 55, 85, 77, 76; 2-methyl-1,5-dioxaspiro[5.5]undecane, 205-8°, n²³_D 1.4582, 20.5, 75, 70, 70.

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, Related Products of dioxole.

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

Chan, Sau Hing published the artcileAsymmetric hydrogenation of quinolines with recyclable and air-stable iridium catalyst systems, Computed Properties of 503538-69-0, the publication is Tetrahedron: Asymmetry (2007), 18(22), 2625-2631, database is CAplus.

The iridium complex-catalyzed asym. hydrogenation of quinolines in a poly(ethylene glycol) di-Me ether (DMPEG)/hexane biphasic system was studied. Catalysts with C₂-sym. ligands such as Xyl-P-Phos, Cl-MeO-BIPHEP, SYNPHOS, and DifluorPhos are highly effective for this type of reaction. Most of the catalysts tested can be retained in DMPEG (M_n = 500), and the asym. hydrogenation of various quinoline substrates can be carried out in DMPEG/hexane biphasic system with up to 92% ee. The catalysts and the products can be separated via simple phase separation, and the reactivity/stereoselectivity of the catalysts can be retained for at least three reaction cycles.

Tetrahedron: Asymmetry 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, Computed Properties of 503538-69-0.

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

Burns, Alan R. published the artcileEnantioselective, rhodium-catalyzed 1,4-addition of organoboron reagents to electron-deficient alkenes, Formula: C38H24F4O4P2, the publication is Organic Reactions (Hoboken, NJ, United States) (2017), 1-686, database is CAplus.

A review. The enantioselective 1,4-addition of organometallic reagents to electron-deficient alkenes is one of the most important methods for carbon-carbon bond formation. Within this field, the rhodium-catalyzed 1,4-addition of organoboron reagents to electron-deficient alkenes occupies a prominent position owing to (1) the availability, stability, and functional group tolerance of organoboron reagents, (2) the wide range of acceptors that may be employed, (3) the ability of a broad range of structurally distinct families of chiral ligands to induce high enantioselectivities in the reactions, and (4) the usually mild and exptl. convenient conditions, which generally do not require any special precautions to exclude air or moisture.

Organic Reactions (Hoboken, NJ, United States) 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

Lee, Joon-Bae published the artcileThe comparison of derivatization methods for the determination of ethylene glycol in lubricant oil sample by GC/MS, Application In Synthesis of 177-10-6, the publication is Bulletin of the Korean Chemical Society (2012), 33(12), 4243-4246, database is CAplus.

The study evaluates several derivatization methods for the determination of ethylene glycol (EG) in lubricant oil with GC/MS. EG was derivatized with bistrimethylsilyltrifluoroacetamide (BSTFA), 1-butylboronic acid and cyclohexanone, and then compared with each other’s results. The optimized anal. procedure for EG in lube oil samples with GC/MS including extraction and derivatization is presented. For the anal. of alcs. by GC/MS, BSTFA is the widely used reagent for trimethylsilylization (TMS) derivatization.

Bulletin of the Korean Chemical Society 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, Application In Synthesis of 177-10-6.

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

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

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

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

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

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