Day: November 21, 2022

Barker, S. A. published the artcileSpectra of acetals. II. Infrared and Raman spectra of substituted 1,3-dioxolanes, Safety of 2,2,4-Trimethyl-1,3-dioxolane, the publication is Journal of the Chemical Society (1959), 807-13, database is CAplus.

Infrared and Raman spectra have been reported for 9 substituted 1,3-dioxolanes: 2-methyl; 4-methyl; 2,2-dimethyl; cis-2,4-dimethyl; trans-2,4-dimethyl; 2,2,4-trimethyl; 4-hydroxymethyl-2,2-dimethyl; 4-deuterioöxymethyl-2,2-dimethyl; and 4-methoxymethyl-2,2-dimethyl. Infrared and Raman spectra of these compounds were measured. Some 100 bands observed are listed in a table with their assignments made by analogy with the assignments for dioxolane. Internal vibrations of the methyl groups were made by use of the review of Sheppard and Simpson (C.A. 47, 6767d). These assignments are discussed under the following headings: vibrations involving methylene groups; vibrations involving methyl substituents, including bending, rocking, stretching, and deformations of the methyl groups; C-H deformations; vibrations involving a hydroxymethyl substituent; and ring vibrations. The infrared spectra of the 3,4-O-isopropylidene ketals of L-iditol, D-mannitol, and D-sorbitol were measured over the range 650-1500 cm.^-1 Assignments, made by analogy with those for the substituted dioxolanes, are given.

Journal of the 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, Safety of 2,2,4-Trimethyl-1,3-dioxolane.

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

Barker, S. A. published the artcileSpectra of acetals. I. The infrared and Raman spectra of 1,3-dioxolane, Application In Synthesis of 1193-11-9, the publication is Journal of the Chemical Society (1959), 802-6, database is CAplus.

For eventual application to the interpretation of the spectra of sugar acetals and ketals containing substituted dioxolane ring systems, the Raman and infrared spectra of 1,3-dioxolane have been measured and observed bands have been correlated with vibrational modes giving rise to them. Raman lines were measured within ± 1 cm.^-1 against standard Fe-arc lines, by using a Hilger Raman spectrometer and the exciting line 4358 A. from a Hg lamp. Qual. polarization data were obtained from exposures with Polaroid wrapped around the Raman tube. Infrared absorption spectra were measured on a Grubb-Parsons single beam spectrometer with NaCl and KBr prisms. The C-H stretching frequencies were measured in the 3rd order on a grating spectrometer having a 2500-lines/in. grating. Measurements were carried out in the vapor state, as liquid films, and as CCl₄ solutions The exact geometry of the dioxolane ring is not known but Mills (C.A. 50, 2435i) has suggested that the ring is nearly planar. However, the diffuse nature of the Raman lines and the breadth of the infrared bands indicates a puckered ring. Since the degree of puckering is probably small the symmetry will not deviate far from that of a planar ring. Application of the selection rules to such a planar ring indicates that 27 normal vibrations are expected for 1,3-dioxolane and these expected bands are shown in a table according to symmetry class. Assignments for 25 of these expected bands observed in the Raman or infrared spectra have been made. These bands and their assignments are discussed under the following headings: C-H stretching vibrations; antisym. C-H stretching; vibrations; methylene scissoring, wagging, twisting, and rocking vibrations; and ring vibrations. The 2 fundamentals to which frequencies have not been assigned are the out-of-plane ring frequencies which lie below the limit of the infrared measurements, 420 cm.^-1, and which have not been observed in the Raman effect. Assignment of frequencies has been difficult as the infrared spectrum of 1,3-dioxolane vapor does not exhibit recognizable band shapes and, for the 5 polarized lines expected below 140 cm.^-1 in Raman spectra, only 1 highly polarized line and 1 partially polarized line have been observed as polarized.

Journal of the 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, Application In Synthesis of 1193-11-9.

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

Tateo, Fernando published the artcileIdentification of 1,3-dioxolanes in coffee-like flavorings, Synthetic Route of 68527-74-2, the publication is Journal of High Resolution Chromatography (1998), 21(12), 658-660, database is CAplus.

Com. available coffee-like flavoring preparations, identifying certain dioxolane structures of particular interest were concerned. The research was carried out by GC/MS, and spectral characterization was performed of the compounds in question, and especially of the acetals and ketals produced from compounds with carbonyl functions and 1,2-propylene glycol. Some determinations by chiral gas chromatog. and by isotope ratio mass spectrometry (IRMS) were useful in improving the anal. characterization of certain dioxolanes.

Journal of High Resolution Chromatography 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 C16H20N2, Synthetic Route of 68527-74-2.

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

Tateo, Fernando published the artcileIdentification of 1,3-dioxolanes in coffee-like flavorings, Recommanded Product: 2,2,4-Trimethyl-1,3-dioxolane, the publication is Journal of High Resolution Chromatography (1998), 21(12), 658-660, database is CAplus.

Com. available coffee-like flavoring preparations, identifying certain dioxolane structures of particular interest were concerned. The research was carried out by GC/MS, and spectral characterization was performed of the compounds in question, and especially of the acetals and ketals produced from compounds with carbonyl functions and 1,2-propylene glycol. Some determinations by chiral gas chromatog. and by isotope ratio mass spectrometry (IRMS) were useful in improving the anal. characterization of certain dioxolanes.

Journal of High Resolution Chromatography 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 C10H18O, Recommanded Product: 2,2,4-Trimethyl-1,3-dioxolane.

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

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