1200-73-3

Upstream product

• 50-00-0 formaldehyd 
• 98-83-9 isopropenylbenzene 
• 75-07-0 acetaldehyde 
• 123-38-6 propionaldehyde 
• 123-72-8 butyraldehyde 
• 7664-93-9 sulfuric acid 
• 617-94-7 1-methyl-1-phenylethyl alcohol 
• 123-63-7 paracetaldehyde 
• 593-51-1 methylamine hydrochloride 
• 590-86-3 isovaleraldehyde 
• 78-84-2 isobutyraldehyde 

Downstream Products

• 80098-91-5 2-Isopropyl-2-methyl-4-phenyl-3,6-dihydro-2H-pyran 
• 80098-90-4 6-Isopropyl-6-methyl-4-phenyl-3,6-dihydro-2H-pyran 
• 3174-81-0 4-phenyl-5,6-dihydro-2H-pyran 
• 71188-53-9 2-Butyl-4-phenyl-3,6-dihydro-2H-pyrane 
• 71188-52-8 2-Butyl-4-phenyl-5,6-dihydro-2H-pyrane 
• 80098-93-7 2-Butyl-2-methyl-4-phenyl-3,6-dihydro-2H-pyran 
• 80098-92-6 6-Butyl-6-methyl-4-phenyl-3,6-dihydro-2H-pyran 
• 71188-54-0 2-Phenyl-4-phenyl-5,6-dihydro-2H-pyrane 
• 71188-55-1 2-Phenyl-4-phenyl-3,6-dihydro-2H-pyrane 
• 80098-81-3 2-methyl-4-phenyl-3,6-dihydro-2H-pyran 
• 80098-80-2 2-methyl-4-phenyl-5,6-dihydro-2H-pyran 
• 80098-83-5 2-Ethyl-4-phenyl-3,6-dihydro-2H-pyrane 
• 80098-82-4 2-Ethyl-4-phenyl-5,6-dihydro-2H-pyrane 
• 80098-85-7 2-Propyl-4-phenyl-3,6-dihydro-2H-pyrane 

Relevant academic research and scientific papers

Scandium(III) triflate catalyzed synthesis of primary homoallylic alcohols via carbonyl-ene reaction

Scandium trifluoromethanesulfonate can efficiently catalyze the formation of homoallylic alcohols from olefins and paraformaldehyde in good yields.

Role of Prins Reaction and Aminomethylation in the Synthesis of 1,3-Oxazinane from α-Methylstyrene

Study of the mechanism of formation of 1,3-oxazinane in the reaction of α-methylstyrene with formaldehyde and amines in aqueous medium has shown that 3,6-dimethyl-6-phenyl-1,3-oxazinane is formed as a result of transformations of 4-methyl-4-phenyl-1,3-dioxane which is the Prins reaction product.

Insight into performance of lactam-based Br?nsted-acidic catalysts for Prins condensation and their self-separation in water

A series of lactam-based Br?nsted-acidic catalysts were prepared for Prins condensation with high efficiency and excellent reusability. We describe detailed investigations on the impact of N-cation from lactam for the reaction and self-separation of catalysts. The experimental data suggested N-cation (organic molecule) played a significant and positive role in the selectivity of Prins condensation, which was confirmed by density functional theory (DFT) calculation with new intermediate. It revealed that N-cation with C[dbnd]O group can not only stabilize intermediate by sharing electron but also transfer proton between two kind of active centers (N+ and C+). Moreover, for self-separation of catalysts, a possible principle was proposed, which can be owed to different solubility of the catalysts at different temperature and partition coefficient of N-cation in oil/water system, both of which resulted from lactam molecules.

Facile and recyclable method for the Prins reaction using hafnium(IV) bis(perfluorooctanesulfonyl)amides in fluorous biphase system

In fluorous biphase system, Hf[N(SO2C8F 17)2]4 has been found to be an efficient catalyst for the Prins reaction of α-methyl styrene with aldehydes at low catalytic loading. The reaction proceeds smoothly and affords the corresponding 1,3-dioxanes in good yields. The catalyst is selectively soluble in lower fluorous phase and can be recovered simply by phase separation. Furthermore, the recovered fluorous phase containing catalyst can be recycled 17 times with yields consistently above 80%. Copyright

Assembly line synthesis of isoprene from formaldehyde and isobutene over SiO2-supported MoP catalysts with active deposited carbon

Isoprene is a very important monomer for synthetic rubber. Its synthesis in the presence of MoP catalysts via the vapour phase reaction of isobutene with formaldehyde has been studied. The catalysis by various catalysts was characterized by TG analysis, the low-temperature adsorption of nitrogen, XRD, element analysis, TPD, the FT-IR of adsorbed pyridine, XPS and MAS NMR. A chemical process was proposed and confirmed. Isoprene was synthesized in an "assembly line" process through different active sites at the surface of the MoP catalysts, where the active sites were derived from P and Mo species and deposited carbonaceous species. In the induction period, carbon species are preferentially deposited on P species, leading to a decrease in the active Mo and P species (active sites 1), accompanied with a burst in active carbonaceous species (active sites 2). This soundly describes the burst in catalyst capacity in the induction period, which then decreases over time on stream at the expense of the active carbonaceous species. Accordingly, through the prior formulation of sites 1 with sites 2 in a catalyst, the time-consuming induction period can be nearly eliminated. We also observed that a good ratio of these two active sites can efficiently retard the catalyst deactivation. This study clarifies the roles of acid sites and active species in MoP catalysts in the synthesis of isoprene and shows that their optimal ratio can help reduce the length of the induction period and extend the lifetime of the catalysts.

ZnAlMCM-41: a very ecofriendly and reusable solid acid catalyst for the highly selective synthesis of 1,3-dioxanes by the Prins cyclization of olefins

The Prins cyclization of styrene (SE) with paraformaldehyde (PFCHO) was conducted with mesoporous ZnAlMCM-41 catalysts for the synthesis of 4-phenyl-1,3-dioxane (4-PDO) using a liquid phase heterogeneous catalytic method. For a comparison study, the Prins cyclization reaction was also conducted over different nanoporous catalysts,e.g.mesoporous solid acid catalysts, AlMCM-41(21) and ZnMCM-41(21), and microporous catalysts, USY, Hβ, HZSM-5, and H-mordenite. The recyclable mesoporous ZnAlMCM-41 catalysts were reused in this reaction to evaluate their catalytic stabilities. Since ZnAlMCM-41(75) has higher catalytic activity than other solid acid catalysts, washed ZnAlMCM-41(75)/W-ZnAlMCM-41(75) was prepared using an efficient chemical treatment method and used with various reaction parameters to find an optimal parameter for the highly selective synthesis of 4-PDO. W-ZnAlMCM-41(75) was also used in the Prins cyclization of olefins with PFCHO and formalin (FN, 37% aqueous solution of formaldehyde (FCHO)) under different reaction conditions to obtain 1,3-dioxanes, which are widely used as solvents or intermediates in organic synthesis. Based on the nature of catalysts used under different reaction conditions, a reasonable plausible reaction mechanism for the Prins cyclization of SE with PFCHO is proposed. Notably, it can be seen from the catalytic results of all catalysts that the W-ZnAlMCM-41(75) catalyst has higher 4-PDO selectivity with exceptional catalytic activity than other microporous and mesoporous catalysts.

Synthesis of ethers and cyclic acetals in the presence of CBV-720 zeolite

СBV-720 zeolite was compared to H-Beta zeolite and KU-2 cation-exchange resin in the catalytic performance in addition of alcohols to norbornene, in condensation of aldehyde and ketone with di- and triols, and in the Prins reaction of olefins with formaldehyde. These reactions, when performed on СBV-720 zeolite, occur 1.5–2 times faster than on the other catalysts. The corresponding ethers and cyclic acetals were synthesized.

Prins cyclization of styrenes or acetophenone catalyzed by DBSA in water

Dodecylbenzenesulfonic acid (DBSA) was proved to be an efficient catalyst for Prins cyclization of styrenes and formaldehyde or acetaldehyde in water. A tandem dehydration/ Prins cyclization reaction using a tertiary alcohol and formaldehyde as substrates proceeded very well by using DBSA as catalyst. Acetophenone, which is less reactive compared with styrene, can also react with formaldehyde when catalyzed by DBSA in water to afford 1,3-dioxan-5- ylphenylmethanone in good yield. Copyright Taylor & Francis Group, LLC.

Investigation of Prins reaction for the synthesis of 2, 4-disubstituted tetrahydropyran derivatives and 1, 3-dioxanes using polyaniline supported acid as reusable catalyst

The Prins cyclization of homoallyl alcohol with a variety of aldehydes were observed under reflux condition in dichloromethane using both polyaniline supported TsOH (PANI-TsOH) and FeCl3 (PANI- FeCl3) as reusable acid catalysts with the formation of 2,4-disubstituted tetrahydropyran ether as single product. In case of 4-, 3- and 2- nitro benzaldehydes, the reaction generated acetal of the aldehyde and homoallylic alcohol as single product. Additionally, both catalysts were investigated for the synthesis of 1, 3-dioxane in dichloromethane under reflux and at ambient temperature Indian Academy of Sciences.

Heteropolyacid salts of N-methyl-2-pyrrolidonium as highly efficient and reusable catalysts for Prins reactions of styrenes with formalin

New organic heteropolyacid (HPA) salts prepared by exchanging counter protons of Keggin HPAs with N-methyl-2-pyrrolidonium proved to be highly efficient, conveniently recoverable, and steadily reusable heterogeneous catalysts for the organic solvent-free Prins reactions of styrenes with formalin. The Royal Society of Chemistry.