Category: Dioxole

The chemistry of azocines. Intermediates for the synthesis of pyrrolizidines was written by Mariano, Patrick S.;Osborn, Morey E.;Dunaway-Mariano, Debra;Gunn, Brian C.;Pettersen, Roger C.. And the article was included in Journal of Organic Chemistry in 1977.Electric Literature of C6H11BrO2 This article mentions the following:

The preparation of 1,8-dihydro- and 1,6,7,8-tetrahydyroazocines lacking N substitution, and the use of transannular reaction of †4,5-epoxyhexahydroazocines for the generation of highly functionalized pyrrolizidines were described. 3,4-Dicarbomethoxy-1,8-dihydro- and 1,6,7,8-tetrahydroazocines (I and II) were prepared, starting from N-β-styryl-1,2-dihydropyridine and N-[2-[4-(bromomethyl)dioxolan-2-yl]ethyl]-1,2-dihydropyridine; methods using a variety of common N blocking groups were unsuccessful. In addition, procedures to convert azocines into functionalized pyrrolizidines, using transannular cyclization reactions, were explored. A high yielding sequence starting with the Δ4,5-epoxyhexahydroazocine III to give IV and proceeding through the intermediate bicyclic aminoether V (R = H) was developed. The structure of V (R = H) was determined by crystal structure studies of V (R = p-MeC6H4SO2). In the experiment, the researchers used many compounds, for example, 2-(3-Bromopropyl)-1,3-dioxolane (cas: 62563-07-9Electric Literature of C6H11BrO2).

2-(3-Bromopropyl)-1,3-dioxolane (cas: 62563-07-9) belongs to dioxole derivatives. Dioxoles, particularly fluorinated dioxoles, are used as co-monomers to make polymers that find use in forming protective coatings for chemical resistance. 1,3-Benzodioxole can be synthesized from catechol with disubstituted halomethanes.Electric Literature of C6H11BrO2

Referemce:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

The synthesis of ketal catalyzed with H₃PW₁₂O₄₀ supported onto active carbon was written by Gao, Jin-zhang;Wei, Yun-xia;Wang, Xue-mei;Guo, Hao;Yang, Wu. And the article was included in Xibei Shifan Daxue Xuebao, Ziran Kexueban in 2006.Computed Properties of C6H12O2 This article mentions the following:

The behavior of H₃PW₁₂O₄₀ supported onto active carbon (HPW/C) is studied. The catalytic activity for the formation of ketal by using 2-butanone and ethylene glycol is also studied. The target compound thus prepared was 2-ethyl-2-methyl-1,3-dioxolane (2-butanone ethylene ketal). The results show that the yield of ketal is up to 67.3% by using the proposed catalyst, which is higher than that of using the unique H₃PW₁₂O₄₀. In the experiment, the researchers used many compounds, for example, 2-Ethyl-2-methyl-1,3-dioxolane (cas: 126-39-6Computed Properties of C6H12O2).

2-Ethyl-2-methyl-1,3-dioxolane (cas: 126-39-6) belongs to dioxole derivatives. Dioxoles, particularly fluorinated dioxoles, are used as co-monomers to make polymers that find use in forming protective coatings for chemical resistance. Although benzodioxole is not particularly important, many related compounds containing the methylenedioxyphenyl group are bioactive, and thus are found in pesticides and pharmaceuticals.Computed Properties of C6H12O2

Referemce:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

Selective Oxidative Decarbonylative Cleavage of Unstrained C(sp³)-C(sp²) Bond: Synthesis of Substituted Benzoxazinones was written by Verma, Ajay;Kumar, Sangit. And the article was included in Organic Letters in 2016.Formula: C9H9NO3 This article mentions the following:

A transition metal (TM)-free practical synthesis of biol. relevant benzoxazinones has been established via a selective oxidative decarbonylative cleavage of an unstrained C(sp³)-C(sp²) bond employing iodine, sodium bicarbonate, and tert-Bu hydroperoxide in DMSO at 95 °C. Control experiments and D. Functional Theory (DFT) calculations suggest that the reaction involves a [1,5]H shift and extrusion of CO gas as the key steps. The extrusion of CO has also been established using PMA-PdCl₂. In the experiment, the researchers used many compounds, for example, 1-(6-Aminobenzo[d][1,3]dioxol-5-yl)ethanone (cas: 28657-75-2Formula: C9H9NO3).

1-(6-Aminobenzo[d][1,3]dioxol-5-yl)ethanone (cas: 28657-75-2) belongs to dioxole derivatives. Dioxoles, particularly fluorinated dioxoles, are used as co-monomers to make polymers that find use in forming protective coatings for chemical resistance. Dioxole functionalized metal-organic frameworks have also been recently reported.Formula: C9H9NO3

Referemce:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

Cascade radical reaction of substrates with a carbon-carbon triple bond as a radical acceptor was written by Miyabe, Hideto;Asada, Ryuta;Takemoto, Yoshiji. And the article was included in Beilstein Journal of Organic Chemistry in 2013.Quality Control of 2-Bromomethyl-1,3-dioxolane This article mentions the following:

The limitation of hydroxamate ester as a chiral Lewis acid coordination moiety was demonstrated in an intermol. reaction involving a radical addition and sequential allylation processes. Next, the effect of hydroxamate ester was studied in the cascade addition-cyclization-trapping reaction of substrates with a carbon-carbon triple bond as a radical acceptor. When substrates with a methacryloyl moiety and a carbon-carbon triple bond as two polarity-different radical acceptors were employed, the cascade reaction proceeded effectively. A high level of enantioselectivity was also obtained by a proper combination of chiral Lewis acid and these substrates. In the experiment, the researchers used many compounds, for example, 2-Bromomethyl-1,3-dioxolane (cas: 4360-63-8Quality Control of 2-Bromomethyl-1,3-dioxolane).

2-Bromomethyl-1,3-dioxolane (cas: 4360-63-8) belongs to dioxole derivatives. Dioxoles, particularly fluorinated dioxoles, are used as co-monomers to make polymers that find use in forming protective coatings for chemical resistance. Dioxole functionalized metal-organic frameworks have also been recently reported.Quality Control of 2-Bromomethyl-1,3-dioxolane

Referemce:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

Effect of mixing methods of polyethylene and cellulose on volatile products from its co-pyrolysis was written by Sophonrat, Nanta;Yang, Weihong. And the article was included in Energy Procedia in 2017.Synthetic Route of C6H10O3 This article mentions the following:

Co-pyrolysis of biomass and plastic wastes is an alternative solution to produce fuel as well as to reduce environmental problem generated from municipal solid waste (MSW). Polyethylene (PE) and cellulose are the main compositions of waste packaging. To produce fuel from these two feedstocks by pyrolysis, the interaction/synergistic effect between them during pyrolysis should be studied. Due to that the interaction should be more pronounced if the two materials are in close contact, the mixing methods of the feedstocks can affect the product yield. In this work, the effect of mixing PE and cellulose on the volatile products from co-pyrolysis was investigated using Py-GC/MS with pyrolysis temperature of 600 °C. The different mixing methods used were, mixing by melting (cellulose powder submerged in PE film) and not mixing. The results showed that when PE and cellulose were not mixed the change in products were not significant, only slight increase in acetic acid was observed When mixed by melting, more oxygenated compounds were produced e.g. higher acetic acid, aliphatic ketones and some pyrans. However, the increases were small and does not significantly affect the main products which were aliphatic hydrocarbons from PE and levoglucosan from cellulose. In the experiment, the researchers used many compounds, for example, (R)-2,2-Dimethyl-1,3-dioxolane-4-carbaldehyde (cas: 15186-48-8Synthetic Route of C6H10O3).

(R)-2,2-Dimethyl-1,3-dioxolane-4-carbaldehyde (cas: 15186-48-8) belongs to dioxole derivatives. Dioxoles, particularly fluorinated dioxoles, are used as co-monomers to make polymers that find use in forming protective coatings for chemical resistance. Although benzodioxole is not particularly important, many related compounds containing the methylenedioxyphenyl group are bioactive, and thus are found in pesticides and pharmaceuticals.Synthetic Route of C6H10O3

Referemce:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

Synthesis of (±)-Serralongamine A and the Revised Structure of Huperzine N was written by Saborit, Gisela V.;Bosch, Caroline;Parella, Teodor;Bradshaw, Ben;Bonjoch, Josep. And the article was included in Journal of Organic Chemistry in 2016.Synthetic Route of C6H12O2 This article mentions the following:

A revised structure for the Lycopodium alkaloid huperzine N,is proposed and confirmed by synthesis. The key synthetic steps involve an epimerization of a cis-5-oxodecahydroquinoline to the corresponding trans isomer and a coupling, followed by a diastereoselective hydrogenation using Wilkinson’s catalyst to incorporate the pyridylmethyl moiety. This route allowed the alkaloid serralongamine A, I, to be synthesized for the first time, and two addnl. steps led to the revised structure of huperzine N, II, both products bearing an unusual decahydroquinoline stereostructure. In the experiment, the researchers used many compounds, for example, 2-Ethyl-2-methyl-1,3-dioxolane (cas: 126-39-6Synthetic Route of C6H12O2).

2-Ethyl-2-methyl-1,3-dioxolane (cas: 126-39-6) belongs to dioxole derivatives. Dioxoles, particularly fluorinated dioxoles, are used as co-monomers to make polymers that find use in forming protective coatings for chemical resistance. Although benzodioxole is not particularly important, many related compounds containing the methylenedioxyphenyl group are bioactive, and thus are found in pesticides and pharmaceuticals.Synthetic Route of C6H12O2

Referemce:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

Parallel synthesis of a library of bidentate protein tyrosine phosphatase inhibitors based on the α-ketoacid motif was written by Chen, Yen Ting;Seto, Christopher T.. And the article was included in Bioorganic & Medicinal Chemistry in 2004.Application In Synthesis of 1-(6-Aminobenzo[d][1,3]dioxol-5-yl)ethanone This article mentions the following:

Protein tyrosine phosphatases (PTPases) regulate intracellular signal transduction pathways by controlling the level of tyrosine phosphorylation in cells. These enzymes play an important role in a variety of diseases including type II diabetes and infection by the bacterium Yersinia pestis, which is the causative agent of bubonic plague. This report describes the synthesis, using parallel solution-phase methods, of a library of 104 potential inhibitors of PTPases. The library members are based on the bis(aryl α-ketocarboxylic acid) motif that incorporates a carboxylic acid on the central benzene linker. This carboxylic acid was coupled with a variety of different aromatic amines through an amide linkage. The aromatic component of the resulting amides is designed to make contacts with residues that surround the active site of the PTPase. The library was screened against the Yersinia PTPase and PTP1B. Based upon the screening results, four members of the library were selected for further study. These four compounds were evaluated against the Yersinia PTPase, PTP1B, TCPTP, CD45, and LAR. Compound 14 has an IC₅₀ value of 590 nM against PTP1B and is a reversible competitive inhibitor. This affinity represents a greater than 120-fold increase in potency over compound 2, the parent structure upon which the library was based. A second inhibitor, compound 12, has an IC₅₀ value of 240 nM against the Yersinia PTPase. In general, the selectivity of the inhibitors for PTP1B was good compared to LAR, but modest when compared to TCPTP and CD45. In the experiment, the researchers used many compounds, for example, 1-(6-Aminobenzo[d][1,3]dioxol-5-yl)ethanone (cas: 28657-75-2Application In Synthesis of 1-(6-Aminobenzo[d][1,3]dioxol-5-yl)ethanone).

1-(6-Aminobenzo[d][1,3]dioxol-5-yl)ethanone (cas: 28657-75-2) belongs to dioxole derivatives. Dioxoles, particularly fluorinated dioxoles, are used as co-monomers to make polymers that find use in forming protective coatings for chemical resistance. Dioxole functionalized metal-organic frameworks have also been recently reported.Application In Synthesis of 1-(6-Aminobenzo[d][1,3]dioxol-5-yl)ethanone

Referemce:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

Authenticating wild Piper species (peppers) originating from islands in the Indian Ocean on the basis of morphological, genetic and chemical characteristics was written by Weil, Mathieu;Leong PockTsy, Jean Michel;Razafimandimby, Harizoly. And the article was included in Phytochemistry (Elsevier) in 2021.Application of 607-91-0 This article mentions the following:

As demand for pepper is rising to unprecedented levels, gaps in our knowledge are underlined by our inability to reliably distinguish the different species, in particular in the south-western Indian Ocean; this hampers the possibility of developing their economic potential and protect them efficiently. The aim of this study was to characterize two species of Piper (piperaceae) from Madagascar and one from Reunion Island via a multidisciplinary approach combining botany, genetics and chem. and to propose authentication keys. Morphometric analyses were carried out on 22 quant. and qual. descriptors of the leaf and infructescence. Genetic analyses were conducted through DNA extraction, amplification by PCR and sequencing. Chem. analyses used spectrophotometric and chromatog. methods to determine concentrations in piperine and essential oil and describe the chemotypes of the sampled individuals. Our tri-disciplinary approach showed that the three peppers studied are very different from Piper nigrum L. Reunionese Piper borbonense and M3 Malagasy pepper clearly differ from the M1 Malagasy morphotype. Piper borbonense and M3 pepper appear to be closely related; a distinction could possibly be made at the variety (var.) or form (fa.) level on the basis of morphometry and according to piperine content for chem. In the experiment, the researchers used many compounds, for example, 6-Allyl-4-methoxybenzo[d][1,3]dioxole (cas: 607-91-0Application of 607-91-0).

6-Allyl-4-methoxybenzo[d][1,3]dioxole (cas: 607-91-0) belongs to dioxole derivatives. Dioxoles, particularly fluorinated dioxoles, are used as co-monomers to make polymers that find use in forming protective coatings for chemical resistance. 1,3-Benzodioxole can be synthesized from catechol with disubstituted halomethanes.Application of 607-91-0

Referemce:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

A continuous-flow process for the acetalization of crude glycerol with acetone on zeolite catalysts was written by Kowalska-Kus, J.;Held, A.;Nowinska, K.. And the article was included in Chemical Engineering Journal (Amsterdam, Netherlands) in 2020.Quality Control of (2,2-Dimethyl-1,3-dioxolan-4-yl)methanol This article mentions the following:

A continuous flow process using heterogeneous catalysts like zeolites (BEA, MFI, FAU) was developed for the conversion of crude glycerol with acetone to solketal (2,2-dimethyl-1,3-dioxolane-4-methanol). It was found that BEA zeolite and the hierarchical zeolite of MFI structure exhibit a high catalytic activity in solketal production for 3 h on stream. Almost 85% of glycerol conversion and 98% selectivity to solketal was achieved after 1 h of the reaction. The regeneration of spent catalysts by means of calcination with following ionic exchange restored the initial activity of the applied samples. The effect of particular impurities (alk. cations, water, and MONG (matter organic non glycerol)) present in crude glycerol, on the deactivation process of catalysts, was also explored. Anal. of carbon balance and low-temperature nitrogen adsorption/desorption measurements, as well as FT-IR spectra of applied materials (pure and crude glycerol and spent catalysts) evidenced that the concurrent presence of MONG and alk. cations reduce the zeolite catalysts activity. Considering the alteration of selectivity toward five and six membered isomers with declining acidity of spent catalyst, some tentative reaction paths of both isomers formation have been proposed. In the experiment, the researchers used many compounds, for example, (2,2-Dimethyl-1,3-dioxolan-4-yl)methanol (cas: 100-79-8Quality Control of (2,2-Dimethyl-1,3-dioxolan-4-yl)methanol).

(2,2-Dimethyl-1,3-dioxolan-4-yl)methanol (cas: 100-79-8) belongs to dioxole derivatives. Dioxoles, particularly fluorinated dioxoles, are used as co-monomers to make polymers that find use in forming protective coatings for chemical resistance. Although benzodioxole is not particularly important, many related compounds containing the methylenedioxyphenyl group are bioactive, and thus are found in pesticides and pharmaceuticals.Quality Control of (2,2-Dimethyl-1,3-dioxolan-4-yl)methanol

Referemce:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

Anticariogenic Activity of Three Essential Oils from Brazilian Piperaceae was written by Carvalho, Eni S.;Ayres, Vanessa F. S.;Oliveira, Midia R.;Correa, Geone M.;Takeara, Renata;Guimaraes, Anderson C.;Santiago, Mariana B.;Oliveira, Thais A. S.;Martins, Carlos H. G.;Crotti, Antonio E. M.;Silva, Eliane O.. And the article was included in Pharmaceuticals in 2022.Related Products of 607-91-0 This article mentions the following:

The current trend toward using natural food additives, cosmetics, and medicines has motivated industries to substitute synthetic compounds for natural products. Essential oils (EOs) from medicinal plants are a well-known source of chem. compounds that display several interesting biol. activities, including antimicrobial action. In this study, we investigated the antibacterial activity of EOs extracted from three Piperaceae species collected in the Brazilian Amazon region against a representative panel of cariogenic bacteria. The min. inhibitory concentration (MIC) of the essential oils extracted from Peperomia pellucida (PP-EO), Piper marginatum (PM-EO), and Piper callosum (PC-EO) was determined against Streptococcus mutans, S. mitis, S. sanguinis, S. salivarius, S. sobrinus, Enterococcus faecalis, and Lactobacillus casei by using the microplate microdilution method. PM-EO, PC-EO, and PP-EO displayed antibacterial activity against all the tested cariogenic bacteria. PM-EO displayed the best inhibitory activity, with MIC values ranging from 50 to 500μg/mL. The lowest MIC values were obtained for PM-EO against S. mitis (MIC = 75μg/mL), Lactobacillus casei (MIC = 50μg/mL), and S. mutans (MIC = 50μg/mL). Gas chromatog. mass spectrometry (GC-MS) anal. allowed the chem. composition of all the EOs to be identified. The main constituents of PM-EO, PC-EO, and PP-EO were 3,4-(methylenedioxy)propiophenone, α-pinene, and dillapiole, resp. Finally, the compounds that were exclusively detected in PM-EO are highlighted. Our results suggest that PM-EO may be used in products for treating dental caries and periodontal diseases. In the experiment, the researchers used many compounds, for example, 6-Allyl-4-methoxybenzo[d][1,3]dioxole (cas: 607-91-0Related Products of 607-91-0).

6-Allyl-4-methoxybenzo[d][1,3]dioxole (cas: 607-91-0) belongs to dioxole derivatives. Dioxoles, particularly fluorinated dioxoles, are used as co-monomers to make polymers that find use in forming protective coatings for chemical resistance. 1,3-Benzodioxole can be synthesized from catechol with disubstituted halomethanes.Related Products of 607-91-0

Referemce:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem