Category: Dioxole

Zhang, Du published the artcileReuse of waste catalytic-cracking catalyst: fine performance in acetalization, Synthetic Route of 177-10-6, the publication is Journal of Material Cycles and Waste Management (2020), 22(1), 22-29, database is CAplus.

Equilibrium fluid-catalytic-cracking catalyst (E-cat), a waste catalyst from fluid-catalytic cracking in petroleum refining, was used to catalyze acetalization of aldehydes (ketones) with diols. Although the activity of E-cat in catalytic cracking has decreased, it still presented fine catalytic performance in the acetalization. The ketal was stoichiometrically formed in the reaction of cyclohexanone with ethanediol, conversion of the ketone reached to 99.7% and selectivity of the ketal maintained 100% in the optimum conditions. It was revealed that E-cat can be provided with the wide adaptability in acetalization from the syntheses of different kinds of acetals or ketals. Moreover, E-cat appeared a superreusability through filtration from the reaction flask. It was an attracted example for decrement from the bulk waste catalyst in petroleum refining.

Journal of Material Cycles and Waste Management 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 C38H74Cl2N2O4, Synthetic Route of 177-10-6.

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

Liao, Xuebin published the artcileEnantioselective α-Arylation of Ketones with Aryl Triflates Catalyzed by Difluorphos Complexes of Palladium and Nickel, Name: (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole, the publication is Journal of the American Chemical Society (2008), 130(1), 195-200, database is CAplus and MEDLINE.

The asym. α-arylation of ketones with aryl triflates is described, and the use of this electrophile with nickel and palladium catalysts containing a segphos derivative increases substantially the scope of highly enantioselective arylations of ketone enolates. The combination of aryl triflates as reactant, difluorphos as ligand, palladium catalysts for reactions of electron-neutral or electron-rich aryl triflates, and nickel catalysts for reactions of electron-poor aryl triflates led to a series of α-arylations of tetralone, indanone, cyclopentanone, and cyclohexanone derivatives Enantioselectivities ranged from 70% to 98% with 10 examples over 90%. Systematic studies on these α-arylations have revealed a number of factors that affect enantioselectivity. Ligands containing biaryl backbones with smaller dihedral angles generate catalysts that react with higher enantioselectivity than related ligands with larger dihedral angles. In addition, faster rates for reactions of aryl triflates vs. those for reactions of aryl bromides allow the α-arylations of aryl triflates to be conducted at lower temperatures, and this lower temperature improves enantioselectivity. Finally, studies that compare the enantioselectivities of catalytic reactions to those of stoichiometric reactions of isolated [(segphos)Pd(Ar)(Br)], [(segphos)Pd(Ar)(I)], and [(segphos)Ni(C₆H₄CN-4)Br] suggest that catalyst decomposition affects enantioselectivity.

Journal of the American Chemical Society 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, Name: (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole.

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

Tang, Weijun published the artcileHighly efficient and enantioselective hydrogenation of quinolines and pyridines with Ir-Difluorphos catalyst, HPLC of Formula: 503538-69-0, the publication is Organic & Biomolecular Chemistry (2010), 8(15), 3464-3471, database is CAplus and MEDLINE.

The combination of the readily available chiral bisphosphine ligand Difluorphos with [Ir(COD)Cl]₂ in THF resulted in a highly efficient catalyst system for asym. hydrogenation of quinolines at quite low catalyst loadings (0.05-0.002 mol%), affording the corresponding products with high enantioselectivities (up to 96%), excellent catalytic activities (TOF up to 3510 h^-1) and productivities (TON up to 43000). The same catalyst was also successfully applied to the asym. hydrogenation of trisubstituted pyridines with nearly quant. yields and up to 98% ee. In these two reactions, the addition of I₂ additive is indispensable; but the amount of I₂ has a different effect on catalytic performance.

Organic & Biomolecular 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 C2H4ClNO, HPLC of Formula: 503538-69-0.

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

Gerloff, Janice published the artcileInflammatory Response and Barrier Dysfunction by Different e-Cigarette Flavoring Chemicals Identified by Gas Chromatography-Mass Spectrometry in e-Liquids and e-Vapors on Human Lung Epithelial Cells and Fibroblasts, SDS of cas: 68527-74-2, the publication is Applied In Vitro Toxicology (2017), 3(1), 28-40, database is CAplus and MEDLINE.

Recent studies suggest that electronic cigarette (e-cig) flavors can be harmful to lung tissue by imposing oxidative stress and inflammatory responses. The potential inflammatory response by lung epithelial cells and fibroblasts exposed to e-cig flavoring chems. in addition to other risk-anticipated flavor enhancers inhaled by e-cig users is not known. The goal of this study was to evaluate the release of the proinflammatory cytokine (interleukin-8 [IL-8]) and epithelial barrier function in response to different e-cig flavoring chems. identified in various e-cig e-liquid flavorings and vapors by chem. characterization using gas chromatog.-mass spectrometry anal. Flavorings, such as acetoin (butter), diacetyl, pentanedione, maltol (malt), ortho-vanillin (vanilla), coumarin, and cinnamaldehyde in comparison with tumor necrosis factor alpha (TNFα), were used in this study. Human bronchial epithelial cells (Beas2B), human mucoepidermoid carcinoma epithelial cells (H292), and human lung fibroblasts (HFL-1) were treated with each flavoring chem. for 24 h. The cells and conditioned media were then collected and analyzed for toxicity (viability %), lung epithelial barrier function, and proinflammatory cytokine IL-8 release. Cell viability was not significantly affected by any of the flavoring chems. tested at a concentration of 10μM to 1 mM. Acetoin and diacetyl treatment induced IL-8 release in Beas2B cells. Acetoin- and pentanedione-treated HFL-1 cells produced a differential, but significant response for IL-8 release compared to controls and TNFα. Flavorings, such as ortho-vanillin and maltol, induced IL-8 release in Beas2B cells, but not in H292 cells. Of all the flavoring chems. tested, acetoin and maltol were more potent inducers of IL-8 release than TNFα in Beas2B and HFL-1 cells. Flavoring chems. rapidly impaired epithelial barrier function in human bronchial epithelial cells (16-HBE) as measured by elec. cell surface impedance sensing. Our findings suggest that some of the e-cig liquids/aerosols containing flavoring chems. can cause significant loss of epithelial barrier function and proinflammatory response in lung cells.

Applied In Vitro 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, SDS of cas: 68527-74-2.

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

Papachristos, M. J. published the artcileThe effect of the molecular structure of antiknock additives on engine performance, COA of Formula: C6H12O2, the publication is Journal of the Institute of Energy (1991), 64(459), 113-23, database is CAplus.

The effects of the mol. structured of gasoline additives on fuel octane rating, engine efficiency, and exhaust emissions were studied. In addition to a reassessment of known high-octane components, a new chem. mechanistic model was developed to explain antiknock characteristics. This fundamental model led to the prediction of several new classes of potential antiknock compounds Some excellent antiknock components were identified, and a number of new correlations between mol. structure and blending antiknock performance were established on a standard single-cylinder engine; they were in line with the predictions of the developed model. The effects of the above compounds on engine antiknock performance, efficiency, and exhaust emissions (including aldehydes), were investigated on a fully instrumented test 4-cylinder engine. The single-cylinder test results were largely confirmed by careful data anal., and all engine effects were eliminated, thereby enabling further clear-cut correlations to be established between mol. structure, engine efficiency and exhaust emissions. Two components, dipentene and N–tert-butylfurfurylamine, were identified as the most promising gasoline supplements.

Journal of the Institute of Energy 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

Islam, M. Tofazzal published the artcileRepellent activity of estrogenic compounds toward zoospores of the phytopathogenic fungus Aphanomyces cochlioides, Synthetic Route of 110204-45-0, the publication is Zeitschrift fuer Naturforschung, C: Journal of Biosciences (2001), 56(3/4), 253-261, database is CAplus and MEDLINE.

Bisphenol A, showed potent repellent activity against the zoospores of Aphanomyces cochlioides. Based on this finding, a number of androgenic and estrogenic compounds (e.g. testosterone, progesterone, estradiols, diethylstilbestrol, estrone, estriol, pregnenolone, dienestrol etc.) were tested on the motility behavior of A. cochlioides zoospores. Most of the estrogenic compounds exhibited potent repellent activity (1 μg/mL or less by the “particle method”) toward the motile zoospores of A. cochlioides. The authors derivatized some of the estrogens and discussed the relationship between the structure of active mols. and their repellent activity. Aromatization of the A ring with a free hydroxyl group at C-3 position of a steroidal structure is necessary for higher repellent activity. Methylation of diethylstilbestrol (DES) yielded completely different activity i.e. both mono- and di-Me ethers of DES showed attractant activity. The attracted zoospores were encysted and then germinated in the presence of di-Me ether of DES. The potential usefulness of this repellent test is discussed for the detection of estrogenic activity of naturally occurring compounds, and the possible role of phytoestrogens in host/parasite interactions.

Zeitschrift fuer Naturforschung, C: Journal of Biosciences published new progress about 110204-45-0. 110204-45-0 belongs to dioxole, auxiliary class Flavonoids, name is 9-Hydroxy-6-phenyl-8H-[1,3]dioxolo[4,5-g]chromen-8-one, and the molecular formula is C16H10O5, Synthetic Route of 110204-45-0.

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

Lee, Sang Bong published the artcileN-Benzylpyridinium salts as new useful catalysts for transformation of epoxides to cyclic acetals, ortho esters, and ortho carbonates, Recommanded Product: 2,2,4-Trimethyl-1,3-dioxolane, the publication is Chemistry Letters (1990), 2019-22, database is CAplus.

Epoxides react with aldehydes, ketones, lactones, and carbonates in the presence of N-(4-methoxybenzyl)-2-cyanopyridinium hexafluoroantimonate (I) under mild conditions to give cyclic acetals, ortho esters, and ortho carbonates. Thus, Me₂CO was treated with styrene oxide in the presence of I at room temperature for 10 min. to give 93% dimethylphenyldioxolane II.

Chemistry 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, Recommanded Product: 2,2,4-Trimethyl-1,3-dioxolane.

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

Wang, Mengcen published the artcileEffects of different classes of attractants, cochliophilin A and N-(E)-feruloyl-4-O-methyldopamine, on the response of Aphanomyces cochlioides zoospores in their chemoattraction and activation of motility linked with intracellular cAMP, Recommanded Product: 9-Hydroxy-6-phenyl-8H-[1,3]dioxolo[4,5-g]chromen-8-one, the publication is Journal of Pesticide Science (Tokyo, Japan) (2013), 38(4), 181-187, database is CAplus.

Cochliophilin A (5-hydroxy-6,7-methylenedioxyflavone) (1) and N-(E)-feruloyl-4-O-methyldopamine (2) are naturally occurring host-specific chemoattractants for Aphanomyces cochlioides zoospores. In a cross-competition assay, compound 1 (4fmol) applied to diatomite particles clearly attracted A. cochlioides zoospores in an aqueous solution of excessive compound 2 (1 × 10^-6 M) that could mask a concentration gradient of 1 dispersed from the particles. Similarly, 2 (40fmol) on particles also attracted A. cochlioides zoospores in an aqueous solution of 1 (1 × 10^-6 M). In addition, compound 2 on the particles did not attract the zoospores in an aqueous solution containing 1 × 10^-6 M NADP⁺, while 1 clearly attracted zoospores in the same solution These results allowed us to speculate that compounds 1 and 2 do not share receptors. The chemosensory system for 1 is probably for host recognition of A. cochlioides zoospores, while the system for 2 is linked to cell differentiation.

Journal of Pesticide Science (Tokyo, Japan) published new progress about 110204-45-0. 110204-45-0 belongs to dioxole, auxiliary class Flavonoids, name is 9-Hydroxy-6-phenyl-8H-[1,3]dioxolo[4,5-g]chromen-8-one, and the molecular formula is C12H15NO4, Recommanded Product: 9-Hydroxy-6-phenyl-8H-[1,3]dioxolo[4,5-g]chromen-8-one.

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

Inoue, Hiroo published the artcilePhoto-oxidation of glycols in the liquid phase, Application of 2,2,4-Trimethyl-1,3-dioxolane, the publication is Kogyo Kagaku Zasshi (1966), 69(4), 654-7, database is CAplus.

The products produced by the irradiation of the ethylene glycol and its derivative with 100 w. high-pressure Hg-vapor lamp in the atm. of O or N, were studied with a gas chromatograph and paper-partition chromatography. In the case of ethylene glycol, AcH, acetaldehyde ethylene acetal, AcOEt and MeOH were identified. Acetone and its ketal and iso-PrOH were obtained in the case of propylene glycol. The dehydrogenation was thought to be predominant in the initial stage of the reaction. On the other hand, the photo-oxidation took place even when the hydroxy group of ethylene glycol was protected by etherification. Ethylene glycol monoacetate was produced from acetaldehyde ethylene acetal. HCHO, formic acid, and Me formate were formed from ethylene glycol monomethyl ether and dimethyl ether.

Kogyo Kagaku Zasshi 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 of 2,2,4-Trimethyl-1,3-dioxolane.

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

Takahashi, Masashi published the artcileAtropisomeric lactam chemistry: catalytic enantioselective synthesis, application to asymmetric enolate chemistry and synthesis of key intermediates for NET inhibitors, HPLC of Formula: 503538-69-0, the publication is Tetrahedron (2010), 66(1), 288-296, database is CAplus.

In the presence of an (R)-SEGPHOS and Pd(OAc)₂ catalyst system, the intramol. N-arylation of ortho-tert-butyl-NH-anilides possessing an iodophenyl group, e.g., I, proceeded in a highly enantioselective manner (89-98% ee) to give optically active atropisomeric lactams, e.g., II, having an N-C chiral axis. MPLC purification of the enantio-enriched lactam products using an achiral silica gel column led to a further increase in the enantiomeric purity (>99% ee). The reaction of the lithium enolate prepared from the optically active atropisomeric lactam with various alkyl halides gave α-substituted and α,α-disubstituted lactam products with high diastereoselectivity. α-Alkylated lactam derivatives were efficiently converted to key intermediates for the synthesis of a norepinephrine transporter inhibitor.

Tetrahedron 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 C6H12N2O, HPLC of Formula: 503538-69-0.

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