Day: November 21, 2022

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

Abdallah, Samira A. published the artcileToxicological and phytochemical studies of wild plant Halocnemon strobilacium crude extracts and their components against Aphis craccivora Koch, SDS of cas: 1193-11-9, the publication is Journal of Applied Sciences Research (2009), 5(7), 699-705, database is CAplus.

Toxicol. and phytochem. studies were conducted on the Halocnemon strobilacium. Results indicated that the Et acetate crude extract with LC₅₀ value 0.159 mg/cm² and LC₉₅ value 1.845 mg/cm² was the most effective against Aphis craccivora comparing with fraction B (LC₅₀ 1.522 mg/cm² and LC₉₅ 4.721 mg/cm²) as well as fraction A (LC₅₀ 1.299 mg/cm² and LC₉₅ 3.899 mg/cm²). Data also showed that, the crude extract was composed mainly of saturated and unsaturated fatty acids and their esters (69.34%) followed by hydrocarbons (9.89%). Only two terpenes were identified in this crude extract, one of them was Phytol isomer, a diterpene detected with 2.26%. Oleic acid ester (38.18 %) and Octadecanoic acid (16.44%) were the major constituents. The main compounds in Fraction A were hydrocarbons, fatty acids and their esters. Lumiflavine represented about 35.66. Five fatty acids and esters were identified and constituted 39% with Oleic acid ester (14.74%) Octadecanoic acid Me ester (4.41%) and Tetradecanoic acid (3.88%) being the major representatives. In fraction B twenty three compounds were identified. Unoxygenated compounds amount to 9.89, the main hydrocarbons being di-Me undecane (5.20%) and trimethyldecane (1.01%). Oxygenated compounds constitute 90.11% of the fraction comprising fatty acids and esters, ketones as well as aldehydes (46.08%, 17.94% and 3.29% of the fraction resp.). The main ester identified was octadecanoic acid, Me ester (3.44%) while hexadecanoic acid was the main fatty acid detected (22.69%).

Journal of Applied Sciences Research 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, SDS of cas: 1193-11-9.

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

Yadav, Ram Naresh published the artcileA Versatile Method for the Protection of Carbonyl Compounds by Camphor Sulfonic Acid, Formula: C8H14O2, the publication is Current Organocatalysis (2018), 5(3), 196-200, database is CAplus and MEDLINE.

In this paper, camphor sulfonic acid-catalyzed protection of various carbonyl compounds is developed. This method is simple, environmentally friendly and yields products in high yields under mild reaction conditions. Camphor sulfonic acid is used as organocatalyst for the protection of carbonyl functionality. This catalyst is also employed for the protection of carbonyl functionality as thioacetal/mixed ketal in excellent yield.

Current Organocatalysis 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 C5H8N2O2, Formula: C8H14O2.

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

Hassner, Alfred published the artcileA mild, room-temperature protection of ketones and aldehydes as 1,3-dioxolanes under basic conditions, COA of Formula: C8H14O2, the publication is Synlett (2012), 23(19), 2773-2776, database is CAplus.

Protection of ketones or aldehydes as 1,3-dioxolane derivatives proceeds within minutes at room temperature in the presence of N-hydroxybenzenesulfonamide, its O-benzyl derivative, or the tosyl analog, in the absence of strong protonic acids, and in the presence of base (Et₃N). Acid-sensitive groups such as O-THP, O-TBS, or N-Boc are unaffected.

Synlett 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, COA of Formula: C8H14O2.

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

Sun, Xin published the artcileIridium-Catalyzed Asymmetric Hydroalkenylation of Norbornene Derivatives, SDS of cas: 503538-69-0, the publication is Organometallics (2021), 40(14), 2182-2187, database is CAplus.

Transition-metal-catalyzed asym. hydroalkenylation of alkenes provides an atom-economical method to build mol. complexity from easily available materials. Herein we report an iridium-catalyzed asym. hydroalkenylation of unconjugated alkenes with acrylamides and acrylates. The catalytic hydroalkenylation of norbornene derivatives occurred to form products with allylic stereocenters with high chemo-, regio-, and stereoselectivities. DFT calculations revealed that the migratory insertion is irreversible and the enantiodetn. step.

Organometallics 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 C18H26ClN3O, SDS of cas: 503538-69-0.

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

Bygd, Madison D. published the artcileUnexpected mechanism of biodegradation and defluorination of 2,2-difluoro-1,3-benzodioxole by Pseudomonas putida F1, Computed Properties of 503538-69-0, the publication is mBio (2021), 12(6), e03001, database is CAplus and MEDLINE.

Perfluorinated carbon atoms in a diether linkage are common in com. anesthetics, drugs, fungicides, and insecticides. An important chem. group comprising perfluorodiethers is the 2,2-fluoro-1,3-benzodioxole (DFBD) moiety. The fluorine atoms stabilize the mol. by mitigating against metabolism by humans and microbes, as used in drugs and pesticides, resp. Pseudomonas putida F1 catalyzed defluorination of DFBD at an initial rate of 2,100 nmol/h per mg cellular protein. This is orders of magnitude higher than previously reported microbial defluorination rates with multiply fluorinated carbon atoms. Defluorination rates declined after several hours, and the medium darkened. Significant defluorination activity was observed with cells grown on toluene but not l-arginine. Defluorination required only toluene dioxygenase. Pseudomonas and recombinant Escherichia coli cells expressing toluene dioxygenase oxidized DFBD to DFBD-4,5-dihydrodiol. The dihydrodiol could be oxidized to 4,5-dihydroxy-DFBD via the dihydrodiol dehydrogenase from P. putida F1. The dihydrodiol dehydrated with acid to yield a mixture of 4-hydroxy-DFBD and 5-hydroxy-DFBD. All those metabolites retained the difluoromethylene group; no fluoride or dark color was observed The major route of DFBD-4,5-dihydrodiol decomposition produced fluoride and 1,2,3-trihydroxybenzene, or pyrogallol, and that was shown to be the source of the dark colors in the medium. A mechanism for DFBD-4,5-dihydrodiol transformation to two fluoride ions and pyrogallol is proposed. The Pseudomonas genome database and other databases revealed hundreds of bacteria with enzymes sharing high amino acid sequence identity to toluene dioxygenase from P. putida F1, suggesting the mechanism revealed here may apply to the defluorination of DFBD-containing compounds in the environment.

mBio 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, Computed Properties of 503538-69-0.

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

Potowski, Marco published the artcileCatalytic asymmetric exo-selective [6+3] cycloaddition of iminoesters with fulvenes, COA of Formula: C38H24F4O4P2, the publication is Chemical Communications (Cambridge, United Kingdom) (2013), 49(71), 7800-7802, database is CAplus and MEDLINE.

A novel exo-selective [6+3] cycloaddition approach for the highly enantioselective synthesis of polysubstituted piperidines was developed. The developed methodol. was applied in a one-pot [6+3]-[4+2] dicycloaddn., allowing the construction of structurally and stereochem. rich polycyclic compounds from simple building blocks.

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, COA of Formula: C38H24F4O4P2.

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