Day: November 28, 2022

Eliel, Ernest L. published the artcileCarbon-13 NMR spectra of saturated heterocycles. VIII. Tetrahydrofurans and 1,3-dioxolanes, Related Products of dioxole, the publication is Organic Magnetic Resonance (1979), 12(8), 461-6, database is CAplus.

¹³C NMR spectra were obtained for 17 Me- and Et-substituted tetrahydrofurans and 58 alkyl- and aryl-substituted 1,3-dioxolanes. Additive substituent parameters calculated for compounds containing recurring substituents were compared with similar parameters in cyclopentanes and 6-membered rings. The additivity of the parameters is good considering the conformational flexibility of 5-membered ring systems.

Organic Magnetic Resonance 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

Gan, Wangbao published the artcileSynthesis of vanillin propylene glycol acetal by microwave irradiation and its application in flavors, HPLC of Formula: 68527-74-2, the publication is Xiangliao Xiangjing Huazhuangpin (2008), 1-3, database is CAplus.

Vanillin propylene glycol acetal was synthesized under microwave irradiation from vanillin and 1,2-propylene glycol in the presence of citric acid. The factors that influenced the reaction under microwave heating were investigated, the yield of 41.04% was obtained under conditions of 1,2-propylene glycol_vanillin=1.2:1 (mol/mol), citric acid 2 g/mol (based on the amount of vanillin), irradiation power 600W, time 12 min. Its application in baked food was tested.

Xiangliao Xiangjing Huazhuangpin 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, HPLC of Formula: 68527-74-2.

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

Teng, Jun-jiang published the artcileCatalytic synthesis of cyclohexanone ethylene ketal by polyaniline doped with sodium hydrogen sulfate, Quality Control of 177-10-6, the publication is Riyong Huaxue Gongye (2012), 42(3), 209-212, database is CAplus.

Cyclohexanone ethylene ketal was synthesized from cyclohexanone and ethylene glycol as starting materials using polyaniline (PAn) doped with 20% (mass fraction) of sodium hydrogen sulfate (PAn-NaHSO₄) as catalyst. Catalytic activity of PAn-NaHSO₄ was investigated. Effect of factors such as mole ratio of ethylene glycol to cyclohexanone, dosage of the catalyst, reaction time, dosage of water stripping agent on product yield were examined systematically and optimum reaction conditions were identified by orthogonal designed experiment Under optimal conditions: based on amount of cyclohexanone 0.1 mol, mole ratio n(ethylene glycol): n(cyclohexanone) = 1.6:1, mass fraction of PAn-NaHSO₄ 1.2% of the total reactants, water stripping agent cyclohexane 9 mL and reaction time 2.5 h, yield of the product achieves 96.79%. The product was identified as cyclohexanone ethylene ketal by IR and GC-MS. Purity of product achieves 99.0%. After reusing the catalyst for 5 times, yield of the product is still higher than 90.0%.

Riyong Huaxue Gongye 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 C17H14N2O2, Quality Control of 177-10-6.

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

Susanti, Nora published the artcileIncreased stability of Styrax benzoin extract and fraction with the addition of Cosolvents, Application of 2-Methoxy-4-(4-methyl-1,3-dioxolan-2-yl)phenol, the publication is Journal of Physics: Conference Series (2021), 012049, database is CAplus.

The gum resin of S. benzoin is a very important commodity in the world of industrialization and really needs the attention of the frankincense farmers. This is based on the many benefits of the plants which are only limited to livelihoods.The purpose of the research are to know the results of increasing the stability of the gum styrax benzoin with the addition of cosolvents. The identification of the components of secondary metabolites using phytochem. screening.The methodol. of the research is maceration the gum styrax benzoin ash with Etanol solvent until all samples are immersed and carried out in a glass bottle for three days. The research was continued with identification of the components of secondary metabolites using phytochem. screening. The findings of the research is anal. using phytochem. screening shows the secondary metabolites styrax benzoin such as alkaloids, flavonoid, tannin, saponin, and terpenoid. The limitations of the research is focuses on 3 variations in the Cosolvent of propylene glycol, polyethylene glycol and triethanolamine. The reserch have value specifically the gum styrax benzoin is used as the solubility of several pharmaceutical compounds

Journal of Physics: Conference 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 C44H28ClFeN4, Application of 2-Methoxy-4-(4-methyl-1,3-dioxolan-2-yl)phenol.

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

Bantreil, Xavier published the artcileEnantioselective γ-lactam synthesis via palladium-catalyzed intramolecular asymmetric allylic alkylation, Recommanded Product: (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole, the publication is Synlett (2009), 1441-1444, database is CAplus.

A Pd(0)-catalyzed intramol. allylic alkylation in the presence of chiral atropisomeric bidentate ligands, e.g., (R)-3,5-t-Bu-MeOBIPHEP, takes place in up to 92:8 er in agreement with DFT calculations and provides easy access to enantioenriched disubstituted γ-lactams. E.g., 2.5 mol% [Pd(η³-C₃H₅)Cl]₂ in CH₂Cl₂ was added to 7.5 mol% (R)-BINAP at room temperature to which 1 equivalent of MeO₂CCH₂C(O)B(Bn)CH₂CH:CHCH₂OAc in CH₂Cl₂, BSA and KOAc were successively added to give N-benzyl-3-carbomethoxy-4-vinyl-γ-lactam in 88% yield.

Synlett 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, Recommanded Product: (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

Bantreil, Xavier published the artcileγ- And δ-Lactams through Palladium-Catalyzed Intramolecular Allylic Alkylation: Enantioselective Synthesis, NMR Investigation, and DFT Rationalization, Recommanded Product: (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole, the publication is Chemistry – A European Journal (2011), 17(10), 2885-2896, S2885/1-S2885/122, database is CAplus and MEDLINE.

The Pd-catalyzed intramol. allylic alkylation of unsaturated amides to give γ- and δ-lactams has been studied in the presence of chiral ligands. Ligand (R)-3,5-tBu-MeOBIPHEP ((MeOBIPHEP = 6,6′-dimethoxybiphenyl-2,2-diyl)bis(diphenylphosphine)) afforded the best results and allowed the cyclization reactions to take place in up to 94:6 enantiomeric ratio. A model Pd-allyl complex has been prepared and studied through NMR spectroscopic anal., which provided insight into the processes responsible for the observed enantiomeric ratios. DFT studies were used to characterize the diastereomeric reaction pathways. The calculated energy differences were in good agreement with the exptl. observed enantiomeric ratios.

Chemistry – A European Journal 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, Recommanded Product: (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

Kapkowski, Maciej published the artcileMono- and bimetallic nano-Re systems doped Os, Mo, Ru, Ir as nanocatalytic platforms for the acetalization of polyalcohols into cyclic acetals and their applications as fuel additives, Formula: C6H12O2, the publication is Applied Catalysis, B: Environmental (2018), 154-167, database is CAplus.

We report here that the Re/SiO₂ catalyst can be a suitable low-cost catalyst for processing polyols into acetals in solvent-free conditions with a high conversion rate and selectivity up to 100% in mild conditions. During a complex investigation, we broadly tested the blending potential of the acetals that were formed by measuring properties such as d., viscosity, isentropic compressibility, isobaric thermal expansion, cetane number and other parameters of both the crude additives and the blends that were prepared with petroleum diesel oil. The results indicate that the investigated acetals can generally be used for blending with petroleum diesel oil in order to obtain the valuable biofuels that are in great demand in the contemporary transportation industry due to the regulatory restrictions that have been introduced in order to protect the environment.

Applied Catalysis, B: Environmental 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

Bruice, Thomas C. published the artcileA search for carboxyl-group catalysis in ketal hydrolysis, Recommanded Product: 2,2,4-Trimethyl-1,3-dioxolane, the publication is Journal of the American Chemical Society (1967), 89(14), 3568-76, database is CAplus.

The pH-rate profiles for the hydrolysis of 19 1,3-dioxanes and 1,3-dioxolanes, seven of which were carboxyl substituted, were determined The rates of hydrolysis were not sensitive to the concentration of formate and acetate buffers at constant pH showing the compounds were not susceptible to intermol. general acid catalyzed hydrolysis. The log of the pseudo-first-order rate constants (kobsd) for the hydrolysis of all dioxolanes and dioxanes not substituted by carboxyl groups when plotted vs. pH provided linear plots of slope ∼-1.0 indicating the mechanism of hydrolysis is specific acid catalysis. For the carboxyl-substituted dioxolanes and dioxanes, the pH-log kobsd profiles are characterized by the superimposition of a plateau rate upon the specific acid catalyzed region, followed in the low acid region by a descending leg of approx. slope of -1.0. The plateau and second descending leg have kinetically equivalent interpretations as participation by the undissociated carboxyl group in the hydrolysis or the specific acid catalyzed hydrolysis of the carboxylate anion form of the ketals. The latter mechanism is correct on the basis that the log krate values for the calculated constants for specific acid catalyzed hydrolysis of the undissociated ketals (K-CO2H) and dissociated ketals (K-CO2-) exhibit no pos. deviations from Hammett plots (σ*) constructed from the rate constants for specific acid catalysis of the hydrolysis of ketals not containing carboxyl groups. Literature reports of the participation of neighboring carboxyl groups in the hydrolysis of acetals are discussed. 32 references.

Journal of the American Chemical Society 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

Kerber, Paul J. published the artcileKinetics of Aldehyde Flavorant-Acetal Formation in E-Liquids with Different E-Cigarette Solvents and Common Additives Studied by ¹H NMR Spectroscopy, Name: 2-Methoxy-4-(4-methyl-1,3-dioxolan-2-yl)phenol, the publication is Chemical Research in Toxicology (2022), 35(8), 1410-1417, database is CAplus and MEDLINE.

Flavorants, nicotine, and organic acids are common additives found in the e-liquid carrier solvent, propylene glycol (PG) and/or glycerol (GL), at various concentrations Some of the most concentrated and prevalent flavorants in e-liquids include trans-cinnamaldehyde, vanillin, and benzaldehyde. Aldehyde flavorants have been shown to react with PG and GL to form flavorant-PG and -GL acetals that have unique toxicity properties in e-liquids before aerosolization. However, there is still much that remains unknown about the effects of different e-cigarette solvents, water, nicotine, and organic acids on the rate of acetalization in e-liquids We used ¹H NMR spectroscopy to determine the first-order initial rate constant, half-life, and % acetal formed at equilibrium for flavorant-acetal formation in simulated e-liquids Herein, we report that acetalization generally occurs at a faster rate and produces greater yields in e-liquids with higher ratios of GL (relative to PG). trans-Cinnamaldehyde acetals formed the fastest in 100% PG-simulated e-liquids, followed by benzaldehyde and vanillin based on their half-lives and rate constants The acetal yield was greatest for benzaldehyde in PG e-liquids, followed by trans-cinnamaldehyde and vanillin. Acetalization in PG e-liquids containing aldehyde flavorants was inhibited by water and nicotine but catalyzed by benzoic acid. Flavorant-PG acetal formation was generally delayed in the presence of nicotine, even if benzoic acid was present at 2-, 4-, or 10-fold the nicotine concentration, as compared to the PG e-liquids with 2.5 mg/mL flavorant. Thus, com. e-liquids with aldehyde flavorants containing a higher GL ratio (relative to PG), little water, no nicotine, nicotine with excess organic acids, or organic acids without nicotine would undergo acetalization the fastest and with the highest yield. Many com. e-liquids must therefore contain significant amounts of flavorant acetals.

Chemical Research in 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, Name: 2-Methoxy-4-(4-methyl-1,3-dioxolan-2-yl)phenol.

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

Farkas, Roland published the artcileSynthesis of 2-(1,4-dioxaspiro[4.5]decan-6-yl)acrylamides from 2-acetylcyclohexanone via palladium-catalysed aminocarbonylation, Quality Control of 177-10-6, the publication is Monatshefte fuer Chemie (2015), 146(10), 1665-1671, database is CAplus.

6-(1-Iodovinyl)-1,4-dioxaspiro[4.5]decane, an iodoalkene obtained from 2-acetylcyclohexanone via ethylene ketal formation, hydrazone formation and iodination, was aminocarbonylated in the presence of a palladium-phosphine precatalyst. Systematic investigations revealed that 2-(1,4-dioxaspiro[4.5]decan-6-yl)acrylamides I [R¹ = H; R² = tBu, CH₂CO₂Me, CH(CH₃)CO₂Me, CH{CH(CH₃)₂}CO₂Me; R¹R² = (CH₂)₅, (CH₂)O(CH₂)₂, CH(CO₂Me)(CH₂)₃] can be obtained in high yields via palladium-catalyzed aminocarbonylation. The influence of the amine nucleophiles and of the reaction conditions on the isolated yields was investigated.

Monatshefte fuer Chemie 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, Quality Control of 177-10-6.

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