Day: November 21, 2022

Barreiro, Elena M. published the artcileAtropisomeric [(diphosphine)Au₂Cl₂] Complexes and their Catalytic Activity Towards Asymmetric Cycloisomerisation of 1,6-Enynes, Category: dioxole, the publication is Chemistry – A European Journal (2015), 21(6), 2686-2690, database is CAplus and MEDLINE.

X-ray crystal structures of two [(diphosphine)Au₂Cl₂] complexes (in which diphosphine = P-Phos and xylyl-P-Phos; P-Phos = [2,2′,6,6′-Tetramethoxy-4,4′-bis(diphenylphosphino)-3,3′-bipyridine]) were determined and compared to the reported structures of similar atropisomeric gold complexes. Correlations between the Au-Au distances and torsional angles for the biaryl series of ligands (MeOBIPHEP, SEGPhos, and P-Phos; BIPHEP = 2,2′-bis(diphenylphosphino)-1,1′-biphenyl, SEGPhos = [(4,4′-bi-1,3-benzodioxole)-5,5′-diyl]bis[diphenylphosphine]) can be made; these measurements appear to be very dependent upon the phosphorus substituent. Conversely, the same effect was not observed for ligands based on the binaphthyl (BINAP) series. The catalytic activity of these complexes was subsequently assessed in the enantioselective cycloisomerization of 1,6-enynes ArCCCH₂OCH₂CH:CHC₆H₅ (Ar = 4-O₂NC₆H₄, 3-CH₃OC₆H₄, C₆H₅, 4-CH₃C₆H₄) and revealed an over-riding electronic effect: more-electron-rich phosphines promote greater enantioselectivity. The possibility of silver acting as a (co-) catalyst was ruled out in these reactions.

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, Category: dioxole.

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

Fleming, Bruce published the artcileReductive cleavage of acetals and ketals by borane, Quality Control of 1193-11-9, the publication is Canadian Journal of Chemistry (1974), 52(6), 888-93, database is CAplus.

Borane in THF reduced acetals, e.g., PhCH(OMe)2, and ketals, e.g., PhC(OEt)2Me, to ethers in good yield under mild and convenient conditions. Cyclic acetals and ketals were converted to hydroxy ethers. The mechanism resembled that of reduction with LiAlH4-AlCl3.

Canadian Journal of Chemistry 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, Quality Control of 1193-11-9.

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

Cirkva, V. published the artcileRadical addition reactions of fluorinated species. Part 8. Regioselectivity of radical additions to perfluoroalkylethylenes and quantum chemical calculations. Highly selective two-step synthesis of 4-(perfluoroalkyl)butane-1,2-diols, Computed Properties of 1193-11-9, the publication is Journal of Fluorine Chemistry (2000), 102(1-2), 159-168, database is CAplus.

R_FCH:CH₂ (R_F = C₄F₉, C₆F₁₃, C₈F₁₇) easily added nucleophilic radicals generated from alkanols, oxolane and 2,2-dimethyl-1,3-dioxolane. The additions were initiated photochem. in the presence of Me₂CO or by Bz₂O₂, and were completely regioselective and almost completely chemoselective with preparative yields ≤90%. The resulting 4-(fluoroalkyl)dioxolanes were deprotected by methanolysis in acid media to afford R_FCH₂CH₂CH(OH)CH₂OH, which were converted to the corresponding bis-methacrylates. 2,2,4-Trimethyl-1,3-dioxolane (I) reacted at 2 centers to give an 84:16 regioisomeric mixture of fluoroalkylated dioxolanes with preferential attack of the adduct-radical to the more sterically hindered tertiary C-H bond in I. The complete regioselectivity of the additions to (perfluoroalkyl)ethenes is discussed in relation to the tail effect of the perfluoroalkylated chain, and energies of intermediate adduct-radicals were calculated using PM3 and ab initio quantum-chem. methods.

Journal of Fluorine Chemistry 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, Computed Properties of 1193-11-9.

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

Wang, Yong-lan published the artcileSynthesis of vanillin 1,2-propylene glycol acetal catalyzed by iodine, Application In Synthesis of 68527-74-2, the publication is Huaxue Gongchengshi (2013), 27(6), 15-17, database is CAplus.

Vanillin 1,2-propylene glycol acetal was synthesized through the condensation of vanillin with 1,2-propylene glycol using iodine as a catalyst. The effects of the molar ratio of reactant, the amount of catalyst, reaction temperature and reaction time on the yield of product were discussed. The results showed that the optimized reaction conditions are as follows: the molar ratio of vanillin (0.1 mol) to 1,2-propylene glycol (0.18 mol) is 1 : 1.8; the amount of catalyst is 1.2 g, reaction temperature is 60°C and the reaction time is 20 min. Under the optimum conditions mentioned above, the yield of vanillin 1,2-propylene glycol acetal reached more than 91.3%.

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 C15H12O8, Application In Synthesis of 68527-74-2.

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

Borrajo-Calleja, Gustavo M. published the artcileAccess to enantioenriched 2,3- and 2,5-dihydrofurans with a fully substituted C2 stereocenter by Pd-catalyzed asymmetric intermolecular Heck reaction, Safety of (R)-5,5′-Bis(diphenylphosphino)-2,2,2′,2′-tetrafluoro-4,4′-bi-1,3-benzodioxole, the publication is Chemical Science (2015), 6(8), 4807-4811, database is CAplus and MEDLINE.

A palladium-catalyzed intermol. asym. Heck reaction with dihydrofurans with a trisubstituted double bond is reported. The use of two different chiral ligands provides access to valuable 2,3- and 2,5-dihydrofurans with a fully substituted C2 stereocenter with high levels of regio- and enantiocontrol.

Chemical Science 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, Safety of (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

Sundh, Ulla Beckman published the artcileScientific opinion on Flavouring Group Evaluation 20, Revision 4 (FGE.20Rev4): benzyl alcohols, benzaldehydes, a related acetal, benzoic acids, and related esters from chemical groups 23 and 30, Computed Properties of 68527-74-2, the publication is EFSA Journal (2012), 10(12), 2994, 140 pp., database is CAplus.

The Panel on Food Contact Materials, Enzymes, Flavourings and Processing Aids of the European Food Safety Authority was requested to evaluate 45 flavouring substances in the Flavouring Group Evaluation 20, Revision 4 (FGE.20Rev4), using the Procedure in Commission Regulation (EC) No 1565/2000. This revision 4 is made due to inclusion of four addnl. substances, o-, m- and p-tolualdehyde [FL no: 05.026, 05.028 and 05.029] and phenylmethyl 2-methyl-2-butenoate [FL no: 09.858]. None of the substances were considered to have genotoxic potential. The substances were evaluated through a stepwise approach (the Procedure) that integrates information on structure-activity relationships, intake from current uses, toxicol. threshold of concern, and available data on metabolism and toxicity. The Panel concluded that all the substances do not give rise to safety concerns at their levels of dietary intake, estimated on the basis of the MSDI approach. Besides the safety assessment of these flavouring substances, the specifications for the materials of commerce have also been considered. Adequate specifications including complete purity criteria and identity for the materials of commerce have been provided for all 45 candidate substances.

EFSA Journal 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 C10H15NO, Computed Properties of 68527-74-2.

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

Anadon, Arturo published the artcileScientific opinion on Flavouring Group Evaluation 20, Revision 3(FGE.20Rev3): benzyl alcohols, benzaldehydes, a related acetal, benzoic acids, and related esters from chemical groups 23 and 30, Application In Synthesis of 68527-74-2, the publication is EFSA Journal (2011), 9(7), 2176, 136 pp., database is CAplus.

The Panel on Food Contact Materials, Enzymes, Flavourings and Processing Aids of the European Food Safety Authority was requested to consider in this revision 3 of Flavouring Group Evaluation 20, the SCF Opinion on benzoic acid. Furthermore information on stereoisomeric composition for two substances [FL-no: 06.104 and 09.570] and new information to support the re-allocation of the structural class for the candidate substance piperonyl alc. [FL-no: 02.205] has been submitted. The 41 flavouring substances in Flavouring Group Evaluation 20 were evaluated using the Procedure in Commission Regulation (EC) No 1565/2000. None of the substances were considered to have genotoxic potential. The substances were evaluated through a stepwise approach (the Procedure) that integrates information on structure-activity relationships, intake from current uses, toxicol. threshold of concern, and available data on metabolism and toxicity. The Panel concluded that all the substances do not give rise to safety concerns at their levels of dietary intake, estimated on the basis of the MSDI approach.

EFSA Journal 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, Application In Synthesis of 68527-74-2.

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

Moity, Laurianne published the artcileGlycerol acetals and ketals as bio-based solvents: positioning in Hansen and COSMO-RS spaces, volatility and stability towards hydrolysis and autoxidation, COA of Formula: C6H12O2, the publication is Green Chemistry (2015), 17(3), 1779-1792, database is CAplus.

Four recently launched cyclic glycerol acetals or ketals are evaluated as bio-based solvents. Three of them are industrially available and result from the condensation of glycerol with formaldehyde, acetone and iso-Bu Me ketone. The fourth is under development and is prepared by the reaction of glycerol with benzaldehyde under heterogeneous acidic catalysis. Their solvent properties are evaluated through Hansen and COSMO-RS (COnductor-like Screening MOdel for Real Solvents) approaches, in comparison with traditional petrochem. solvents. Dioxolane- and dioxane-type isomers have close solubility parameters; however the nature of the starting aldehyde/ketone significantly impacts the solvency properties. The stability to hydrolysis depends heavily on both the aldehyde/ketone part and on the size of the ring. In acidic medium, acetals are found to be more stable than ketals and glycerol-based ketals are more stable than ethylene glycol-based ketals. In the case of benzaldehyde glycerol acetal, it is shown that the 6-membered ring isomer (dioxane-type) is approx. 8 times more stable than the 5-membered ring counterpart (dioxolane-type) at low pH. Stability towards autoxidation by O₂ is high for formaldehyde and acetone-derived acetals and drops for the other two compounds Glycerol acetals and ketals are promising potential alternatives to some harmful solvents such as glycol ethers and aniline.

Green Chemistry 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

Anadon, Arturo published the artcileScientific opinion on Flavouring Group Evaluation 20, Revision 2 (FGE.20Rev2): benzyl alcohols, benzaldehydes, a related acetal, benzoic acids, and related esters from chemical groups 23 and 30, Recommanded Product: 2-Methoxy-4-(4-methyl-1,3-dioxolan-2-yl)phenol, the publication is EFSA Journal (2010), 8(7), 1405, 136 pp., database is CAplus.

The Scientific Panel on Food Contact Materials, Enzymes, Flavorings and Processing Aids has been requested to evaluate 41 flavoring substances in the Flavoring Group Evaluation 20, Revision 2 (FGE.20Rev2), using the Procedure as referred to in the Commission Regulation (EC) No 1565/2000. These 41 flavoring substances belong to chem. group 23 and 30, Annex I of the Commission Regulation (EC) No 1565/2000. Generally, 39 candidate substances would present no safety concern at the levels of intake estimated on the basis of the MSDI approach. Notably, information on stereoisomerism has not been specified for two, the final evaluation of the materials of commerce cannot be performed for these two substances, pending further information.

EFSA Journal 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, Recommanded Product: 2-Methoxy-4-(4-methyl-1,3-dioxolan-2-yl)phenol.

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

Adams, Richard D. published the artcileSynthesis of 1,3-dioxolanes by addition of ketones to epoxides with [Cp^*Ir(NCMe)₃]²⁺ as catalyst, Related Products of dioxole, the publication is Journal of Organometallic Chemistry (1999), 582(2), 358-361, database is CAplus.

The title reactions proceeded readily at 22°, and the yields were good. The following 1,3-dioxolanes were prepared: 2,2,4-trimethyl-1,3-dioxolane, 2,2-dimethyl-4-vinyl-1,3-dioxolane, 2,2-dimethyl-4-phenyl-1,3-dioxolane, 2,2-diethyl-4-methyl-1,3-dioxolane, 2,2-diethyl-4-vinyl-1,3-dioxolane, 2,2-diethyl-4-phenyl-1,3-dioxolane. An inversion of configuration at the carbon atom at the C-O bond cleavage site of the epoxide was observed to occur in the formation of (R,S)-2,2,4,5-tetramethyl-1,3-dioxolane and a mixture of (R,R)- and (S,S)-2,2,4,5-tetramethyl-1,3-dioxolane from the reactions of acetone with (R,R)-/(S,S)-2-butene oxide and (R,S)-2-butene oxide, resp.

Journal of Organometallic Chemistry 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