Category: Dioxole

Phosphorus promoted SO₄^2-/TiO₂ solid acid catalyst for acetalization reaction was written by Zhong, Shaofeng;Ou, Qiongrong;Shao, Linjun. And the article was included in Journal of the Chilean Chemical Society in 2015.Name: 2-Chloromethyl-1,3-dioxolane This article mentions the following:

A novel phosphorus modified SO₄^2-/TiO₂ catalyst was synthesized by a facile coprecipitation method, followed by calcination. The catalytic performance of this novel solid acid was evaluated by acetalization. The results showed that the phosphorus was very efficient to enhance the catalytic activity of SO₄^2-/TiO₂. The solid acid owned high activity for the acetalization with the yields over 90%. Moreover, the solid acid could be reused for six times without loss of initial catalytic activities. In the experiment, the researchers used many compounds, for example, 2-Chloromethyl-1,3-dioxolane (cas: 2568-30-1Name: 2-Chloromethyl-1,3-dioxolane).

2-Chloromethyl-1,3-dioxolane (cas: 2568-30-1) 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.Name: 2-Chloromethyl-1,3-dioxolane

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

A simple approach to the preparation of H₆P₂W₁₈O₆₂/Cu₃(BTC)₂ (BTC = 1,3,5-benzenetricarboxylate) and its catalytic performance in the synthesis of acetals/ketals was written by Liu, Xiaoxia;Luo, Jing;Sun, Tingquan;Yang, Shuijin. And the article was included in Reaction Kinetics, Mechanisms and Catalysis in 2015.Synthetic Route of C6H12O2 This article mentions the following:

H₆P₂W₁₈O₆₂/Cu₃(BTC)₂ (BTC = 1,3,5-benzenetricarboxylate) as a new catalyst was prepared by the impregnation method and used to synthesize cyclohexanone ethylene ketal as a probe reaction, which has shown its favorable catalytic activity. FT-IR, XRD, SEM, N₂ adsorption-desorption isotherms and TG/DTA were used to characterize its composition, structure, morphol., stability and toleration for thermal in order to further prepare the catalyst with effective performance. Moreover, we have also explored the optimized conditions of carrying out the probe reaction by orthogonal experiments The optimized conditions were as follows: fixing cyclohexanone consumption was 0.02 mol, n(cyclohexanone):n(ethylene glycol) = 1:1.3, the mass ratio of the catalyst to total reactant was 0.2 %, cyclohexane dosage was 4 mL, and the reaction time was 75 min. The yield of the acetals and ketones could reach 54.9 ∼ 83.5 % under the optimum conditions. In addition, H₆P₂W₁₈O₆₂/Cu₃(BTC)₂ exhibited good reusability and the approaches above may enable rational design of advanced and environmental-friendly MOF-based catalysts. 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

Rearrangement of Homoallylic Alcohols Induced by DAST was written by Canova, Sophie;Bellosta, Veronique;Mignani, Serge;Bigot, Antony;Cossy, Janine. And the article was included in Organic Letters in 2006.Application In Synthesis of ((4S,5S)-2,2-dimethyl-1,3-dioxolane-4,5-diyl)bis(diphenylmethanol) This article mentions the following:

Nonracemic α-substituted-β-methoxy homoallylic alcs. RCH(OH)CH(OMe)CH:CH₂ [R = TBDPSOCH₂CH₂, PhCH₂OCH₂CH₂, (R)-TBDPSOCH₂CHMe, (S)-TBDPSOCH₂CHMeCH₂; TBDPS = Me₃CSi(Ph)₂; (I)] undergo diethylaminosulfur trifluoride (DAST)-mediated fluorination and rearrangement on silica gel to provide β,γ-unsaturated aldehydes RCH(CHO)CH:CH₂ [R = TBDPSOCH₂CH₂, PhCH₂OCH₂CH₂, (R)-TBDPSOCH₂CHMe, (S)-TBDPSOCH₂CHMeCH₂; (II)] in 76-90% yields and with good transfer of chirality. II are unstable to prolonged treatment with silica gel, rearranging to the corresponding α,β-unsaturated aldehydes, and are reduced with sodium borohydride to the primary homoallylic alcs. RCH(CH₂OH)CH:CH₂ [R = TBDPSOCH₂CH₂, PhCH₂OCH₂CH₂, (R)-TBDPSOCH₂CHMe, (S)-TBDPSOCH₂CHMeCH₂]. The racemic homoallylic alcs. PhCH₂CH(OH)CH₂CH:CH₂ and TBDPSOCH₂CH₂CH(OH)CH₂CH:CH₂ lacking an α-methoxy substituent undergo fluorination without rearrangement; reaction of the secondary alc. derived from I [R = (R)-TBDPSOCH₂CHMe] by hydrogenation of the olefin with DAST yields a complex mixture In the experiment, the researchers used many compounds, for example, ((4S,5S)-2,2-dimethyl-1,3-dioxolane-4,5-diyl)bis(diphenylmethanol) (cas: 93379-49-8Application In Synthesis of ((4S,5S)-2,2-dimethyl-1,3-dioxolane-4,5-diyl)bis(diphenylmethanol)).

((4S,5S)-2,2-dimethyl-1,3-dioxolane-4,5-diyl)bis(diphenylmethanol) (cas: 93379-49-8) 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. 1,3-Benzodioxole can be synthesized from catechol with disubstituted halomethanes.Application In Synthesis of ((4S,5S)-2,2-dimethyl-1,3-dioxolane-4,5-diyl)bis(diphenylmethanol)

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

Anti-Diabetes, Anti-Gout, and Anti-Leukemia Properties of Essential Oils from Natural Spices Clausena indica, Zanthoxylum rhetsa, and Michelia tonkinensis was written by Quan, Nguyen Van;Anh, La Hoang;Lam, Vu Quang;Takami, Akiyoshi;Teschke, Rolf;Khanh, Tran Dang;Xuan, Tran Dang. And the article was included in Molecules in 2022.Name: 6-Allyl-4-methoxybenzo[d][1,3]dioxole This article mentions the following:

Essential oils (EOs) of Clausena indica fruits, Zanthoxylum rhetsa fruits, and Michelia tonkinensis seeds were analyzed for their phytochem. profiles and biol. activities, including anti-diabetes, anti-gout, and anti-leukemia properties. Sixty-six volatile compounds were identified by gas chromatog.-mass spectrometry (GC-MS), in which, myristicin (68.3%), limonene (44.2%), and linalool (49.3%) were the most prominent components of EOs extracted from C. indica, Z. rhetsa, and M. tonkinensis, resp. In addition, only EOs from C. indica inhibited the activities of all tested enzymes comprising α-amylase (IC₅₀ = 7.73 mg/mL), α-glucosidase (IC₅₀ = 0.84 mg/mL), and xanthine oxidase (IC₅₀ = 0.88 mg/mL), which are related to type 2 diabetes and gout. Remarkably, all EOs from C. indica, Z. rhetsa (IC₅₀ = 0.73 mg/mL), and M. tonkinensis (IC₅₀ = 1.46 mg/mL) showed a stronger anti-α-glucosidase ability than acarbose (IC₅₀ = 2.69 mg/mL), a known anti-diabetic agent. Moreover, the growth of leukemia cell Meg-01 was significantly suppressed by all EOs, of which, the IC₅₀ values were recorded as 0.32, 0.64, and 0.31 mg/mL for EOs from C. indica, Z. rhetsa, and M. tonkinensis, resp. As it stands, this is the first report about the inhibitory effects of EOs from C. indica and Z. rhetsa fruits, and M. tonkinensis seeds on the human leukemia cell line Meg-01 and key enzymes linked to diabetes and gout. In conclusion, the present study suggests that EOs from these natural spices may be promising candidates for pharmaceutical industries to develop nature-based drugs to treat diabetes mellitus or gout, as well as malignant hematol. diseases such as leukemia. In the experiment, the researchers used many compounds, for example, 6-Allyl-4-methoxybenzo[d][1,3]dioxole (cas: 607-91-0Name: 6-Allyl-4-methoxybenzo[d][1,3]dioxole).

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.Name: 6-Allyl-4-methoxybenzo[d][1,3]dioxole

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

Pd-catalyzed tandem homocoupling-aldol-dehydration of ortho-acylphenyl iodides was written by Fu, Meiqin;Lin, Dongen;Deng, Yuanfu;Zhang, Xiao-Qi;Liu, Yanchu;Lai, Chunsong;Zeng, Wei. And the article was included in RSC Advances in 2014.Computed Properties of C9H9NO3 This article mentions the following:

Syntheses of substituted dibenzo[a,c][7]annulen-5-ones, e.g. I, were carried out by Pd-catalyzed Ullmann homo-coupling between two mols. of ortho-acylphenyl iodides followed by intramol. aldol dehydration in presence of K₂CO₃ in DMF. This transformation provided a concise access to colchino analogs in moderate to good yields with wide functional group tolerance. In the experiment, the researchers used many compounds, for example, 1-(6-Aminobenzo[d][1,3]dioxol-5-yl)ethanone (cas: 28657-75-2Computed Properties of 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.Computed Properties of C9H9NO3

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

A systematic investigation of the ring size effects on the free radical ring-opening polymerization (rROP) of cyclic ketene acetal (CKA) using both experimental and theoretical approach was written by Reddy Mothe, Srinivasa;Tan, Jacqueline S. J.;Chennamaneni, Lohitha R.;Aidil, Farhan;Su, Yi;Kang, Hway C.;Lim, Freda C. H.;Thoniyot, Praveen. And the article was included in Journal of Polymer Science (Hoboken, NJ, United States) in 2020.SDS of cas: 2568-30-1 This article mentions the following:

Radical ring-opening polymerization (rROP) reaction of cyclic ketene acetals (CKA) is an interesting route to biodegradable polymers. Contrary to their tremendous potential, fundamental understanding of their reaction kinetics and thermodn. is still limited. We present exptl. and theor. investigations for rROP reactions of CKA to systematically elucidate the effects of monomer ring sizes on the homopolymerization We aim to provide insights on the structural-reactivity relationship of CKA by studying the thermodn. and kinetics of the forward ring-opening propagation reactions and key side reactions, namely ring-retained propagation and radical back-biting reaction leading to branching. Exptl. results show that for the CKA with smaller ring sizes, significant amount of ring-retained side products are formed when up to 90% of the monomers are converted. However, for the larger ring sizes (7 and 8 membered), almost complete ring-opening polymerization with <1% of ring-retained products are formed. D. functional theory (DFT) calculations show that kinetic effects from the collision frequency dominate in differentiating between ring-opening propagation, ring-retained propagation, and backbiting. The results corroborate well with experiments and reports in the literature. Our systematic study from the first principle and exptl. validation provide insights into CKA rROP to apply radical polymerization to generate biodegradable polymers. In the experiment, the researchers used many compounds, for example, 2-Chloromethyl-1,3-dioxolane (cas: 2568-30-1SDS of cas: 2568-30-1).

2-Chloromethyl-1,3-dioxolane (cas: 2568-30-1) 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.SDS of cas: 2568-30-1

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

Catalytic synthesis of cyclohexanone ethylene ketal with solid superacid SO₄^2-/ZrO₂ was written by Wang, Junli;Meng, Shuangming;Guo, Yong;Zhao, Qiang;Fan, Yueqin. And the article was included in Huagong Keji in 2009.Recommanded Product: 177-10-6 This article mentions the following:

The solid superacid SO₄^2-/ZrO₂ catalyst was prepared and used for the synthesis of cyclohexanone ethylene ketal by ketal reaction. The effect of molar ratio of cyclohexanone to ethylene glycol, reaction time, catalyst amount, amount of the water-entraining agent and calcination temperature on the ketal reaction had been investigated. The optimum conditions are as follows: molar ratio of cyclohexanone to ethylene glycol is 1:1.5, the quantity of catalyst is equal to 0.5% of feed stock, cyclohexane is used as water-entraining agent, and reaction time is 60 min, solid superacid SO₄^2-/ZrO₂ is a good catalyst for synthesizing cyclohexanone ethylene ketal and its yield can reach 84.7%. In the experiment, the researchers used many compounds, for example, 1,4-Dioxaspiro[4.5]decane (cas: 177-10-6Recommanded Product: 177-10-6).

1,4-Dioxaspiro[4.5]decane (cas: 177-10-6) 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. Dioxole functionalized metal-organic frameworks have also been recently reported.Recommanded Product: 177-10-6

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

Cyclic amidine hydroiodide for the synthesis of cyclic carbonates and cyclic dithiocarbonates from carbon dioxide or carbon disulfide under mild conditions was written by Aoyagi, Naoto;Furusho, Yoshio;Endo, Takeshi. And the article was included in Tetrahedron in 2019.Synthetic Route of C8H10O5 This article mentions the following:

Hydroiodides of amidines can catalyze the reaction of carbon dioxide and epoxides under mild conditions such as ordinary pressure and ambient temperature, and the corresponding five-membered cyclic carbonates were obtained in high yields. The reaction of epoxide with carbon disulfide was also examined under the same conditions. Detailed investigation showed that the catalytic activity was highly affected by the counter anions of the amidine salts; the iodides were effective catalysts for both of the reaction of epoxide with carbon dioxide and carbon disulfide, whereas the bromide, chloride and fluoride counterparts exhibited almost no catalysis. In the experiment, the researchers used many compounds, for example, (2-Oxo-1,3-dioxolan-4-yl)methyl methacrylate (cas: 13818-44-5Synthetic Route of C8H10O5).

(2-Oxo-1,3-dioxolan-4-yl)methyl methacrylate (cas: 13818-44-5) 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 C8H10O5

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

Stereoselective synthesis of amino acid-derived β-lactams. Experimental evidence for TADDOL as a memory of chirality enhancer was written by Bonache, M. Angeles;Lopez, Pilar;Martin-Martinez, Mercedes;Garcia-Lopez, M. Teresa;Cativiela, Carlos;Gonzalez-Muniz, Rosario. And the article was included in Tetrahedron in 2006.Quality Control of ((4S,5S)-2,2-dimethyl-1,3-dioxolane-4,5-diyl)bis(diphenylmethanol) This article mentions the following:

In model experiments, concerning the modulation of memory of chirality during the intramol. alkylation of N-(4-methoxybenzyl)-N-chloroacetyl-Phe-O-tert-Bu derivative to the corresponding β-lactam I, TADDOL was selected from a panel of different phase-transfer catalysts as the best chiral additive (ee up to 82%). We have demonstrated here that the degree and sign of the cyclization selectivity was virtually independent on TADDOL configuration, providing exptl. proof that in this reaction this additive works as a memory of chirality enhancer and not as a real catalyst. The effect of TADDOL is strongly dependent on the starting amino acid derivative, the increase of selectivity being only observed for those with aromatic side chains. In the experiment, the researchers used many compounds, for example, ((4S,5S)-2,2-dimethyl-1,3-dioxolane-4,5-diyl)bis(diphenylmethanol) (cas: 93379-49-8Quality Control of ((4S,5S)-2,2-dimethyl-1,3-dioxolane-4,5-diyl)bis(diphenylmethanol)).

((4S,5S)-2,2-dimethyl-1,3-dioxolane-4,5-diyl)bis(diphenylmethanol) (cas: 93379-49-8) 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. 1,3-Benzodioxole can be synthesized from catechol with disubstituted halomethanes.Quality Control of ((4S,5S)-2,2-dimethyl-1,3-dioxolane-4,5-diyl)bis(diphenylmethanol)

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

Sulfite-Induced N-Alkylation and Thioketonization of Azoles Enable Access to Diverse Azole Thiones was written by Deng, Jian-Chao;Chen, Jia-Hao;Zhang, Jun-Rong;Lu, Ting-Ting;Tang, Ri-Yuan. And the article was included in Advanced Synthesis & Catalysis in 2018.Application of 4360-63-8 This article mentions the following:

The direct modification of azole skeletons enables access to drug-like mols. The development of a highly compatible reaction platform for this pursuit still remains challenging. Herein, we report the use of sulfite as the single electron transfer (SET) reducing agent for the activation of functionalized bromoalkanes, elemental sulfur, and imidazoliniums for the transition metal-free and base-free N-alkylation and thioketonization of azoles. Excellent functional group tolerance and high synthetic efficiency proved particularly advantageous for the rapid assembly of a large array of pharmaceutically-oriented azole thiones , e.g., I, many of which contain synthetically and biol. useful functional groups. The direct transformation of drug mols. (such as Ketoconazole, Econazole, and Fluconazole) into their corresponding azole thiones has also been successfully achieved. Reactions with selenium also proceeded smoothly under the optimized conditions. Successful gram-scale reactions demonstrate the good applicability of this methodol. In the experiment, the researchers used many compounds, for example, 2-Bromomethyl-1,3-dioxolane (cas: 4360-63-8Application of 4360-63-8).

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. 1,3-Benzodioxole can be synthesized from catechol with disubstituted halomethanes.Application of 4360-63-8

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