Category: 1193-11-9

Quivoron, Claude published the artcileSecondary structure of polysaccharides. I. Proton acceptor character of oxygen atoms present in an acetal function by ir spectroscopy, Recommanded Product: 2,2,4-Trimethyl-1,3-dioxolane, the publication is Journal de Chimie Physique (1966), 63(9), 1199-209, database is CAplus.

In CCl4 solution, o-cresol gives H bond complexes with ethers, acetals, ether-acetals, and diacetals. Thermodynamic values K1, ΔG0, ΔH0, and ΔS0, characterizing these complexes were determined by ir spectroscopy. In the case of mols, containing several proton acceptor sites, it is possible to estimate intrinsic association constants which relate the participation of every heteroatom to the 1:1 complex equilibrium The acetal O atoms are probably the best proton acceptor sites contained in a polyglucosidic structure.

Journal de Chimie Physique 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

Samoilov, Vadim published the artcileBio-based solvents and gasoline components from renewable 2,3-butanediol and 1,2-propanediol: synthesis and characterization, Safety of 2,2,4-Trimethyl-1,3-dioxolane, the publication is Molecules (2020), 25(7), 1723, database is CAplus and MEDLINE.

In this study approaches for chem. conversions of the renewable compounds 1,2- propanediol (1,2-PD) and 2,3-butanediol (2,3-BD) that yield the corresponding cyclic ketals and glycol ethers have been investigated exptl. Cyclic ketals have been obtained by the direct reaction of the diols with lower aliphatic ketones (1,2-PD + acetone → 2,2,4-trimethyl1,3-dioxolane (TMD) and 2,3-BD + butanone-2 → 2-ethyl-2,4,5-trimethyl-1,3-dioxolane (ETMD)), for which the ΔH⁰r, ΔS⁰r and ΔG⁰r values have been estimated exptl. The monoethers of diols could be obtained through either hydrogenolysis of the pure ketals or from the ketone and the diol via reductive alkylation. In the both reactions, the cyclic ketals (TMD and ETMD) have been hydrogenated in nearly quant. yields to the corresponding isopropoxypropanols (IPP) and 3- sec-butoxy-2-butanol (SBB) under mild conditions (T = 120-140°C, p(H2) = 40 bar) with high selectivity (>93%). Four products (TMD, ETMD, IPP and SBB) have been characterized as far as their phys. properties are concerned (d., melting/b.ps., viscosity, calorific value, evaporation rate, Antoine equation coefficients), as well as their solvent ones (Kamlet-Taft solvatochromic parameters, miscibility, and polymer solubilization). In the investigation of gasoline blending properties, TMD, ETMD, IPP and SBB have shown remarkable antiknock performance with blending antiknock indexes of 95.2, 92.7, 99.2 and 99.7 points, resp.

Molecules 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

Samoilov, Vadim O. published the artcileThe Joint Synthesis of 1,2-Propylene Glycol and Isopropyl Alcohol by the Copper-Catalyzed Hydrogenolysis of Solketal, Name: 2,2,4-Trimethyl-1,3-dioxolane, the publication is ACS Sustainable Chemistry & Engineering (2019), 7(10), 9330-9341, database is CAplus.

A synthetic strategy from glycerol to 1,2-propylene glycol (1,2-PG) via heterogeneously catalyzed hydrogenolysis of solketal (2,2-dimethyl-4-(hydroxymethyl)-1,3-dioxolane) has been proposed for the first time. Upon the hydrogenolysis over 60 wt % Cu/Al₂O₃ at 200-240 °C, solketal has been converted into mixtures of isopropanol and 1,2-PG with high yield (up to 94 mol %). Under similar conditions, the catalyst specific productivity (a yield of 1,2-PG per unit of mass of the catalyst) was about 2.65 times higher, when solketal was the reaction feed instead of glycerol. The reaction was also performed under atm. pressure in the vapor phase, where the solketal hydrogenolysis gave 93 mol % selectivity to 1,2-PG with a conversion of 24%. A plausible reaction mechanism for the solketal hydrogenolysis has been proposed.

ACS Sustainable Chemistry & Engineering 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

Courtney, Timothy D. published the artcileLiquid-phase dehydration of propylene glycol using solid-acid catalysts, Recommanded Product: 2,2,4-Trimethyl-1,3-dioxolane, the publication is Applied Catalysis, A: General (2012), 59-68, database is CAplus.

In this work we combine experiments with D. Functional Theory (DFT) calculations to investigate the heterogeneous dehydration of propylene glycol. The reactions were carried out with pure, liquid propylene glycol over MFI-framework zeolite catalysts or the mesoporous sulfonic-acid resin Amberlyst 36Dry. When Amberlyst 36Dry was used, propylene glycol dehydrated to form propionaldehyde with 77% selectivity. All of the propionaldehyde further reacted with propylene glycol to form a cyclic acetal. The final products consisted of 78% acetal, 13% dipropylene glycol, and the remaining 9% was composed of acetone and a cyclic ketal formed from acetone. The zeolite catalysts demonstrated significantly higher selectivity toward dipropylene glycol compared to Amberlyst 36Dry. Furthermore, the zeolite had a lower conversion to cyclic acetals, improving the selectivity toward C3 products, acetone and propionaldehyde. DFT calculations confirmed that propionaldehyde is the favorable product in both catalysts, since it can be formed either through dehydration of the secondary hydroxyl group or via dehydration of the primary hydroxyl group with a concerted pinacol rearrangement. However, in the case of zeolites, the cyclic acetals experience steric hindrance since their size is comparable to that of the zeolite pores. Thus we argue that the cyclic acetals produced over the zeolite catalyst were formed homogeneously from the C3 products which diffused out of the zeolite pores.

Applied Catalysis, A: General 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

Rondestvedt, Christian S. Jr. published the artcileNew rearrangement. Catalytic isomerization of m- dioxanes to β-alkoxy aldehydes. II. Scope and limitations, Related Products of dioxole, the publication is Journal of the American Chemical Society (1962), 3307-19, database is CAplus.

cf. CA 55, 10311b. Rearrangement of m-dioxanes to β-alkoxy aldehydes is effected by pumice or certain forms of silica at 250550°. Yields and conversions are generally good. The m-dioxanes from simple aliphatic aldehydes and ketones rearrange cleanly at about 400° on pumice; silica is active at 250-350°, but yields are slightly lower. Formals (R¹ = R² = H) are much more sluggish than other acetals and ketals. An acrolein acetal (R¹ = CH₂:CH; R² = H) is inert to pumice but is rearranged smoothly by silica. A benzal (R¹ = Ph, R² = H) is isomerized with astonishing facility, but ring substituents (p-Cl, p-MeO, m-O₂N, p-Me₂N) generally retard strongly the rearrangement. Even p-alkyl groups are slightly inhibitory. The aryl acetals on silica are converted in part also to the aromatic aldehyde and to the substituted toluene. An ether oxygen in the substituents R¹-R⁴ retards rearrangement. If R³ = R⁴ = H, rearrangement occurs, but the product is cleaved to acrolein and an alc. Acetals with 5- and 7-membered rings do not undergo the rearrangement, but rather are cleaved. Diacetals are inert to hot pumice, but some of them are converted to diether-dialdehydes in fair yields by silica.

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, Related Products of dioxole.

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

Wu, Yue published the artcileDetermination of key amino acids and reducing sugars contributing to cocoa flavor by Plackett-Burman design, Recommanded Product: 2,2,4-Trimethyl-1,3-dioxolane, the publication is Shipin Kexue (Beijing, China) (2007), 28(11), 75-80, database is CAplus.

The Plackett-Burnam design was applied to screen out the key factors from the following eleven components of amino acids and reducing sugars, which would affect cocoa flavor. Statistical analyses were performed. It was found that phenylalanine, serine, leucine, glutamic acid, arginine and glycine were significant factors for contributing to cocoa flavor but not the two reducing sugars, after the mixtures of five amino acids and two reducing sugars were selected to react for cocoa flavor. Then these reacting products were analyzed by organoleptic investigation and GC-MS, and 52 compounds were identified.

Shipin Kexue (Beijing, China) 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 C24H26ClNO4, Recommanded Product: 2,2,4-Trimethyl-1,3-dioxolane.

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

Liu, Li-jun published the artcileReusable heterogeneous catalyst for acetal/ketal formation of 8-hydroxy-2-methylquinoline modified H₄SiW₁₂O₄₀, Related Products of dioxole, the publication is RSC Advances (2018), 8(46), 26180-26187, database is CAplus and MEDLINE.

A heteropoly acid based organic hybrid heterogeneous catalyst, HMQ-STW, was prepared by combining 8-hydroxy-2-methylquinoline (HMQ) with Keggin-structured H₄SiW₁₂O₄₀ (STW). The catalyst was characterized via elemental anal., X-ray diffractometry (XRD), Fourier transform IR spectroscopy (FT-IR), SEM (SEM), thermogravimetric anal. (TG) and potentiometric titration anal. The catalytic performance of the catalyst was assessed in the ketalization of ketones with glycol or 1,2-propylene glycol. Various reaction parameters, such as the glycol to cyclohexanone molar ratio, catalyst dosage, reaction temperature and time, were systematically examined HMQ-STW exhibited a relatively high yield of corresponding ketal, with 100% selectivity under the optimized reaction conditions. Moreover, catalytic recycling tests demonstrated that the heterogeneous catalyst exhibited high potential for reusability, and it was revealed that the organic modifier HMQ plays an important role in the formation of a heterogeneous system and the improvement of structural stability. These results indicated that the HMQ-STW catalyst is a promising new type of heterogeneous acid catalyst for the ketalization of ketones.

RSC Advances 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

Liu, Li-jun published the artcileReusable heterogeneous catalyst for acetal/ketal formation of 8-hydroxy-2-methylquinoline modified H₄SiW₁₂O₄₀, Related Products of dioxole, the publication is RSC Advances (2018), 8(46), 26180-26187, database is CAplus and MEDLINE.

A heteropoly acid based organic hybrid heterogeneous catalyst, HMQ-STW, was prepared by combining 8-hydroxy-2-methylquinoline (HMQ) with Keggin-structured H₄SiW₁₂O₄₀ (STW). The catalyst was characterized via elemental anal., X-ray diffractometry (XRD), Fourier transform IR spectroscopy (FT-IR), SEM (SEM), thermogravimetric anal. (TG) and potentiometric titration anal. The catalytic performance of the catalyst was assessed in the ketalization of ketones with glycol or 1,2-propylene glycol. Various reaction parameters, such as the glycol to cyclohexanone molar ratio, catalyst dosage, reaction temperature and time, were systematically examined HMQ-STW exhibited a relatively high yield of corresponding ketal, with 100% selectivity under the optimized reaction conditions. Moreover, catalytic recycling tests demonstrated that the heterogeneous catalyst exhibited high potential for reusability, and it was revealed that the organic modifier HMQ plays an important role in the formation of a heterogeneous system and the improvement of structural stability. These results indicated that the HMQ-STW catalyst is a promising new type of heterogeneous acid catalyst for the ketalization of ketones.

RSC Advances 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

Rondestvedt, Christian S. Jr. published the artcileNew rearrangement. Catalytic isomerization of m- dioxanes to β-alkoxy aldehydes. II. Scope and limitations, Related Products of dioxole, the publication is Journal of the American Chemical Society (1962), 3307-19, database is CAplus.

cf. CA 55, 10311b. Rearrangement of m-dioxanes to β-alkoxy aldehydes is effected by pumice or certain forms of silica at 250550°. Yields and conversions are generally good. The m-dioxanes from simple aliphatic aldehydes and ketones rearrange cleanly at about 400° on pumice; silica is active at 250-350°, but yields are slightly lower. Formals (R¹ = R² = H) are much more sluggish than other acetals and ketals. An acrolein acetal (R¹ = CH₂:CH; R² = H) is inert to pumice but is rearranged smoothly by silica. A benzal (R¹ = Ph, R² = H) is isomerized with astonishing facility, but ring substituents (p-Cl, p-MeO, m-O₂N, p-Me₂N) generally retard strongly the rearrangement. Even p-alkyl groups are slightly inhibitory. The aryl acetals on silica are converted in part also to the aromatic aldehyde and to the substituted toluene. An ether oxygen in the substituents R¹-R⁴ retards rearrangement. If R³ = R⁴ = H, rearrangement occurs, but the product is cleaved to acrolein and an alc. Acetals with 5- and 7-membered rings do not undergo the rearrangement, but rather are cleaved. Diacetals are inert to hot pumice, but some of them are converted to diether-dialdehydes in fair yields by silica.

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, Related Products of dioxole.

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

Wu, Yue published the artcileDetermination of key amino acids and reducing sugars contributing to cocoa flavor by Plackett-Burman design, Recommanded Product: 2,2,4-Trimethyl-1,3-dioxolane, the publication is Shipin Kexue (Beijing, China) (2007), 28(11), 75-80, database is CAplus.

The Plackett-Burnam design was applied to screen out the key factors from the following eleven components of amino acids and reducing sugars, which would affect cocoa flavor. Statistical analyses were performed. It was found that phenylalanine, serine, leucine, glutamic acid, arginine and glycine were significant factors for contributing to cocoa flavor but not the two reducing sugars, after the mixtures of five amino acids and two reducing sugars were selected to react for cocoa flavor. Then these reacting products were analyzed by organoleptic investigation and GC-MS, and 52 compounds were identified.

Shipin Kexue (Beijing, China) 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 C24H26ClNO4, Recommanded Product: 2,2,4-Trimethyl-1,3-dioxolane.

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