Month: December 2022

Chopade, Shubham P. published the artcileIon-exchange resin-catalyzed ketalization of acetone with 1,4- and 1,2-diols: use of molecular sieve in reactive distillation, Recommanded Product: 2,2,4-Trimethyl-1,3-dioxolane, the publication is Reactive & Functional Polymers (1999), 42(3), 201-212, database is CAplus.

Ketalization of acetone with 1,4- and 1,2-diols was carried out in the presence of cation exchange resin catalysts to obtain corresponding cyclic ketals viz. dioxepins, dioxepanes and dioxolanes. The reaction is equilibrium controlled and low conversions were achieved in batch mode. Mol. sieves in semi-batch reactive distillation mode were used to remove the H₂O from the reaction mixture This resulted in high conversion of the limiting diol. The batch kinetics was explained by a pseudohomogeneous model. The effects of different configurations as well as various parameters were studied in detail to arrive at optimum conditions. An engineering solution was arrived at to make the process industrially feasible.

Reactive & Functional Polymers 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

Chen, Jingchao published the artcileRhodium-Catalyzed Asymmetric Arylative Ring-Opening Reactions of Heterobicyclic Alkenes with Anilines, Formula: C38H24F4O4P2, the publication is Organic Letters (2018), 20(5), 1283-1286, database is CAplus and MEDLINE.

Asym. arylative ring-opening reactions of heterobicyclic alkenes with anilines have been reported for the first time. A wide range of heterobicyclic alkenes, including azabenzonorbornadienes and oxabenzonorbornadienes, were well tolerated in the reaction with various anilines, and they generally delivered the corresponding chiral aryltetralin derivatives I [R¹ = H, 6,7-di-Br, 6,7-di-Me, 5,8-di-OMe etc., R² = H, o-Me m-OMe, p-OMe etc., R³ = R⁴ = Me, Et, X = NBoc, O, NTs, NCbz etc.] in good to excellent enantioselectivities. The reaction is speculated to proceed through the Friedel-Crafts reaction pathway.

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

Wang, Wei published the artcileSelf-assembly synthesis of a high-content sulfonic acid group functionalized ordered mesoporous polymer-based solid as a stable and highly active acid catalyst, Recommanded Product: 1,4-Dioxaspiro[4.5]decane, the publication is Journal of Materials Chemistry (2012), 22(31), 15874-15886, database is CAplus.

A stable and highly active ordered mesoporous polymer-based acid catalyst has been prepared via a ethylene oxide-propylene oxide triblock copolymer surfactant templating of a formaldehyde-3-mercaptopropyltrimethoxysilane-phenol-tetraethoxysilane copolymer and oxidation of the HS to SO₃H. The composition and nanostructure are characterized by XRD, NMR, XPS, TEM, nitrogen sorption, elemental and chem. anal. The sulfonic acid groups have been anchored within the well-arranged channels of the polymer-based matrix. Even with a high SO₃H group loading (up to about 27.4 wt%) on the mesoporous polymer-based material, the ordered mesostructure and high surface area (∼400 m² g^-1) can be retained and the functional moieties are highly chem. accessible. With the large number of acid sites (0.93-2.38 H⁺ mmol g^-1 determined by acid-base titration) and the hydrophobic character, the mesoporous polymer-based solid exhibits catalytic performance in acid-catalyzed reactions such as condensation and acetalization, not only high activity (per site yield of bisphenol A is over 45 in the condensation of phenol and acetone) but also excellent stability. Loss in acidic loading and activity is negligible even after the catalyst is reused 20 times in the acetalization of butanediol and aldehyde. The stability is most likely attributed to the hydrophobic nature of the mesoporous polymer-based solids, which favors the diffusion of water and thereby inhibits the poisoning of acidic sites caused by water generating in the reaction. Moreover, with large mesopores, the diffusion of reactants and products can be promoted and hence the catalytic activity can be further increased.

Journal of Materials 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 C3H5F3O, Recommanded Product: 1,4-Dioxaspiro[4.5]decane.

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

Liu, Ren-Rong published the artcileEnantioselective alkynylation of N-sulfonyl α-ketiminoesters via a Friedel-Crafts alkylation strategy, SDS of cas: 503538-69-0, the publication is Chemical Communications (Cambridge, United Kingdom) (2017), 53(43), 5890-5893, database is CAplus and MEDLINE.

Enantioselective alkynylation of cyclic N-sulfonyl α-ketiminoesters I (R = H, 5-OMe, 7-Cl, etc.; R¹ = Et, Me, i-Pr, n-Bu) with terminal alkynes R²CCH (R² = C₆H₅, 3-FC₆H₄, 4-thien-2-yl, etc.) was developed by using an Ni(ClO₄)₂/(R)-DTBM-Segphos complex as a catalyst. A range of propargylic amides bearing quaternary stereocenters II was afforded in excellent enantioselectivities (up to 97% ee). Theor. studies revealed that this reaction proceeded via a Friedel-Crafts-type reaction pathway.

Chemical Communications (Cambridge, United Kingdom) 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, SDS of cas: 503538-69-0.

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

Yu, Mo-han published the artcileSynthesis, crystal structure and catalytic property of a preyssler-type polyoxometalate modified by Mn(II) complexes, Computed Properties of 177-10-6, the publication is Wuji Huaxue Xuebao (2014), 30(6), 1221-1228, database is CAplus.

A new Preyssler-type polyoxometalate modified by Mn(II)-H₂biim/H₂O fragments, namely {[Mn(H₂biim)₂(H₂O)₂]₂[Mn(H₂biim)₃]₅Cl}[H(NaP₅W₃₀O₁₁₀)]·20H₂O (1) (H₂biim = 2,2′-biimidazole) has been hydrothermally synthesized, and characterized by single-crystal x-ray diffraction, elemental anal., TGA and electrochem. anal. Its catalytic activity for synthesis of cyclohexanone ethylene ketal has been investigated. Compound 1 contains a [NaP₅W₃₀O₁₁₀]^14- polyoxo anion, and seven isolated Mn(II)-H₂biim/H₂O complex units. A 3D framework is constructed through N-HO/OW and N-HCl hydrogen bonds between H₂biim mols. and polyoxo-anion or water mols., and Cl^–, and π-π interactions between the imidazole rings of biimidazole ligands. Compound 1 is a new environmentally friendly catalyst and has good recyclability for the protection of carbonyl compound

Wuji Huaxue Xuebao 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 C18H28N2O7, Computed Properties of 177-10-6.

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

Liu, Zhaoyu published the artcileSynthesis and catalytic activity of a Strandberg-type molybdophosphate modified by organic cations, Quality Control of 177-10-6, the publication is Yingyong Huaxue (2015), 32(2), 214-220, database is CAplus.

A Strandberg-type molybdophosphate {H₄(H₂biim)₅(C(NH₂)₃)₄} [H₂P₂Mo₅O₂₃]₂ · 8H₂O (1, H₂biim = 2,2′-biimidazole) modified by 2,2′-biimidazole and guanidinium cations was self-assembled in aqueous solution of pH = 3-4 containing sodium molybdate, 2,2′-biimidazole, guanidine hydrochloride and an excess of phosphoric acid, and was characterized by single crystal X-ray diffraction anal., IR spectroscopy (FT-IR), themogravimetry-DTA (TG-DTA) and X-ray powder diffraction (XRD). Compound 1 has a stable 3D organic-inorganic hybrid framework. It was used as a catalyst for carbonyl-protection. The synthesis of cyclohexanone ethylene ketal was performed as an example to investigate some influence factors on the yield, such as catalyst loading, molar ratio of reactants and reaction time. The optimal conditions are: the molar ratio of catalyst (based on Mo) to ketone is 1:300, the molar ratio of ketone to alc. is 1:1.4, and reaction time is 2.5 h. The catalytic activity of compound 1 for the synthesis of four other ketals was evaluated. The results show that compound 1 is a better catalyst for the synthesis of cyclohexanone ethylene ketal.

Yingyong Huaxue 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

Zhou, Minghao published the artcileCyclic diethers and short-range solvation: a bifurcated hydrogen-bond model for ether-amine bonding, HPLC of Formula: 1193-11-9, the publication is Journal of Molecular Structure (1992), 187-96, database is CAplus.

Short-range solvation, the effect on solute properties of hydrogen bonding between solute and solvent, has been studied using ethers as the electron-donating solvents, and using the equilibrium constant (K_PT) for the formation of the proton transfer complex between 2,4-dinitrophenol and diethylamine (the proton donor) as a probe. The equilibrium constants (K_SR) for the formation of the solvent-amine hydrogen bond indicate that the tendency for both 5- and 6-membered ring diethers to solvate the amines is 10-20 fold greater than for a noncyclic or cyclic monoether, or a noncyclic diether. It is proposed that the cyclic diether forms a bifurcated hydrogen bond involving both oxygen atoms of the diether. The formation of the short-range solvation structure is affected by substituents on the dioxolane rings in a fashion consistent with the bifurcated bonding model.

Journal of Molecular Structure 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 C17H18N2O6, HPLC of Formula: 1193-11-9.

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

Yu, Chang-Bin published the artcilePalladium-Catalyzed Asymmetric Hydrogenolysis of N-Sulfonyl Aminoalcohols via Achiral Enesulfonamide Intermediates, Category: dioxole, the publication is Angewandte Chemie, International Edition (2013), 52(50), 13365-13368, database is CAplus and MEDLINE.

A stereoconvergent palladium-catalyzed formal asym. hydrogenolysis of N-sulfonyl aminoalcs. was successfully developed with a chiral palladium complex as the catalyst in the presence of trifluoroacetic acid to provide direct and facile access to chiral 2,3-dihydro-1H-inden-2-amine derivatives with two contiguous stereogenic centers with up to 94% ee.

Angewandte Chemie, International Edition 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 C9H12O3S, Category: dioxole.

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

Li, Zhang-Min published the artcileMOR zeolite supported Bronsted acidic ionic liquid: an efficient and recyclable heterogeneous catalyst for ketalization, Quality Control of 177-10-6, the publication is RSC Advances (2014), 4(24), 12160-12167, database is CAplus.

In order to widen the application of ionic liquids as efficient and renewable heterogeneous catalysts, supported ionic liquids (SILs) have received considerable attention. A novel heterogeneous catalyst MOR zeolite supported Bronsted acidic ionic liquid (BAIL@MOR) was therefore prepared, characterized and applied in the ketalization reaction. The influences of reaction temperature, time, and catalyst loading have also been investigated in detail. Combined characterization results of XRD, FT-IR, SEM, TG-DTG and N₂ adsorption-desorption suggested that the BAIL [CPES-BSIM][HSO₄] was successfully immobilized on the surface of MOR zeolite by covalent bonds. Moreover, the catalytic performance tests demonstrated that the catalyst BAIL@MOR exhibited excellent catalytic activities in the ketalization of cyclohexanone with glycol, 1,2-propylene glycol and 1,3-butylene glycol under mild reaction conditions, as comparable with the homogeneous catalysis of the precursors [BSmim][HSO₄] and H₂SO₄. In addition, the catalyst BAIL@MOR was also found to be reusable five times without a significant loss of its catalytic activity. Thus, the heterogeneous catalyst BAIL@MOR can act as a promising candidate for the ketalization reaction.

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, Quality Control of 177-10-6.

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

Jin, Lie published the artcileCatalytic synthesis of vanillin 1,2-propylene glycol acetal by phosphomolybdic acid, Computed Properties of 68527-74-2, the publication is Huaxue Gongchengshi (2010), 24(12), 59-62, database is CAplus.

Vanillin 1,2-propylene glycol acetal was synthesized from vanillin and 1,2-propylene glycol using H₃PO₃-MoO₃-xH₂O as the catalyst. Factors influencing the yield, such as the molar ratio of starting materials, time, catalyst species and amount, and different water entraining agents, were studied and the better reaction conditions were determined The factors influencing the synthesis were studied and the optimal reaction conditions were found as follows: a molar ratio of cinnamaldehyde/ethylene glycol = 1.0/1.3, a catalyst dosage of 0.3%, a cyclohexane amount of 15 mL and a reaction time of 4.5 h. The selectivity was above 98% and the product yield was 94.58%. The structure of vanillin 1,2-propylene glycol acetal was identified by means of IR and GC.

Huaxue Gongchengshi 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, Computed Properties of 68527-74-2.

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