Tag: M.W=100-150

Chandrasekhar, Sosale published the artcileChloral Hydrate as a Water Carrier for the Efficient Deprotection of Acetals, Dithioacetals, and Tetrahydropyranyl Ethers in Organic Solvents, SDS of cas: 177-10-6, the publication is Synthetic Communications (2014), 44(13), 1904-1913, database is CAplus.

The efficient deprotection of several acetals, dithioacetals, and tetrahydropyranyl (THP) ethers under ambient conditions, using chloral hydrate in hexane, is described. Excellent yields were realized for a wide range of both aliphatic and aromatic substrates. The method is characterized by mild conditions (room temperatures or below), simple workup, and the ready availability of chloral hydrate. High chemoselectivity was also observed in the deprotection, acetonides, esters, and amides being unaffected under the reaction conditions. Products were generally purified chromatog. and identified spectrally. These results constitute a novel addition to current methodol. involving a widely employed deprotection tactic in organic synthesis. It seems likely that the mechanism of the reaction involves adsorption of the substrate on the surface of the sparingly soluble chloral hydrate.

Synthetic Communications 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, SDS of cas: 177-10-6.

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

Bennet, Andrew J. published the artcileOxygen-18 and secondary deuterium kinetic isotope effects confirm the existence of two pathways for acid-catalyzed hydrolyses of α-arabinofuranosides, Safety of 2,2,4-Trimethyl-1,3-dioxolane, the publication is Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999) (1985), 1233-6, database is CAplus.

The ¹⁸O kinetic isotope effects observed in the HClO₄-catalyzed hydrolysis of 4-nitrophenyl and iso-Pr α-arabinofuranoside-1–¹⁸O and the secondary D effect observed in the hydrolysis of propan-2-yl-2–d α-arabinofuranoside suggest that the nitrophenyl glycoside reacts with exocyclic C-O cleavage and the propan-2-yl glycoside by endocyclic C-O cleavage.

Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999) 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

Li, Ruiyun published the artcileEfficient and reusable SBA-15-immobilized Bronsted acidic ionic liquid for the ketalization of cyclohexanone with glycol, Synthetic Route of 177-10-6, the publication is RSC Advances (2018), 8(13), 7179-7185, database is CAplus and MEDLINE.

Ketalization of cyclohexanone with glycol has been carried out using mol. sieve SBA-15 immobilized Bronsted acidic ionic liquid catalyst. The properties of the heterogeneous catalysts were characterized by elemental anal., Fourier transform IR spectra, SEM, thermogravimetry/differential scanning calorimetry, and N₂ adsorption-desorption. The results suggested that Bronsted acidic ionic liquid [BSmim][HSO₄] had been successfully immobilized on the surface of SBA-15 and the catalytic performance evaluation demonstrated that the catalyst BAIL@SBA-15 exhibited excellent catalytic activities in the ketalization of cyclohexanone with glycol. In addition, the effects of reaction temperature, catalyst loading, reaction time, and reactant molar ratio have also been investigated in detail, and a general reaction mechanism for the ketalization of cyclohexanone with glycol was given. The SBA-15 immobilized ionic liquid can be recovered easily and after reusing for 5 times in the ketalization reaction, the catalyst could still give satisfactory catalytic activity.

RSC Advances 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, Synthetic Route of 177-10-6.

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

Berthet, Matheo published the artcileCatalytic Alkynylation of Cyclic Acetals and Ketals Enabled by Synergistic Gold(I)/Trimethylsilyl Catalysis, Quality Control of 177-10-6, the publication is Journal of Organic Chemistry (2017), 82(18), 9916-9922, database is CAplus and MEDLINE.

A completely regioselective and challenging gold(I)-catalyzed ring-opening of cyclic 1,3-dioxolanes and dioxanes by trimethylsilyl alkynes to set diol-derived propargyl trimethylsilyl bis-ethers is reported. This unprecedented and not trivial transformation does not operate with the catalytic methodologies recently reported for catalytic alkynylation of acyclic acetals/ketals, and is uniquely enabled by the application of a recently introduced synergistic gold(I)-silicon catalysis concept capable of producing simultaneously catalytic amounts of two key players, a silicon-based Lewis superacid and a nucleophilic gold acetylide.

Journal of Organic Chemistry 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

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

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

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

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

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

Artz, William E. published the artcileVolatiles in a fat-based fat substitute model compound, esterified propoxylated glycerol soyate, Synthetic Route of 1193-11-9, the publication is Journal of Food Lipids (2001), 8(3), 191-204, database is CAplus.

Static headspace and GC/IR-MS (capillary gas-liquid chromatog., with an IR detector and a mass spectrometer), were used to collect, sep., identify, and quantitate the volatile products in the EPG-08 soyate sample, (esterified propoxylated glycerol, which is a model fat substitute compound with 8 mol of propylene oxide per mol. of glycerol), EPG-00 soyate (essentially trans-esterified soybean oil with no added propylene oxide), and a 50:50 (volume:volume) mixture of the 2 oil samples. Each sample was heated at ∼192 °C for 12 h/day until the oil contained ≥20% triacylglycerol polymer. The EPG-08 soyate samples were heated for 36 h, whereas the EPG-00 soyate and the 50:50 mix samples were heated for 48 h^–. The major volatile decomposition products found included hexanal, heptanals, trans-2-heptenal, trans-2-octenal, and trans,trans-2,4-decadienal. All of the volatiles detected in the oil samples were found previously in heated soybean oil, with the exception of 2,2,4-trimethyl-1,3-dioxolane, 2-ethyl-4-methyl-1,4-dioxolane, and acetoxy-acetone found in the EPG-08 soyate samples. The presence of many of the volatiles found with headspace anal., were confirmed using solid phase microextraction-GC/IR-MS.

Journal of Food Lipids 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, Synthetic Route of 1193-11-9.

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