Category: 14166-28-0

Molina-Espiritu, Moyocoyani;Esquivel, Rodolfo O.;Kohout, Miroslav;Angulo, Juan Carlos;Dobado, Jose A.;Dehesa, Jesus S.;LopezRosa, Sheila;Soriano-Correa, Catalina published 《Insight into the informational-structure behavior of the Diels-Alder reaction of cyclopentadiene and maleic anhydride》. The research results were published in《Journal of Molecular Modeling》 in 2014.Related Products of 14166-28-0 The article conveys some information:

The course of the Diels-Alder reactions of cyclopentadiene and maleic anhydride were studied. Two reaction paths were modelled: endo- and exo-selective paths. All structures within the transient region were characterized and analyzed by means of geometrical descriptors, physicochem. parameters and information-theor. measures in order to observe the linkage between chem. behavior and the carriage of information. We have shown that the information-theor. characterization of the chem. course of the reaction is in complete agreement with its phenomenol. behavior in passing from reactants to products. In addition, we were able to detect the main differences between the two reaction mechanisms. This type of informational anal. serves to provide tools to help understand the chem. reactivity of the two simplest Diels-Alder reactions, which permits the establishment of a connection between the quantum changes that mol. systems exert along reaction coordinates and standard physicochem. phenomenol. In the present study, we have shown that every reaction stage has a family of subsequent structures that are characterized not solely by their phenomenol. behavior but also by informational properties of their electronic d. distribution (localizability, order, uniformity). Moreover, we were able to describe the main differences between endo-adduct and exo-adduct pathways. With the advent of new exptl. techniques, it is in principle possible to observe the structural changes in the transient regions of chem. reactions. Indeed, through this work we have provided the theor. concepts needed to unveil the concurrent processes associated with chem. reactions. To complete the study, the researchers used (3aR,4S,7R,7aS)-rel-Hexahydro-4,7-methanoisobenzofuran-1,3-dione (cas: 14166-28-0) .

In the laboratory, (3aR,4S,7R,7aS)-rel-Hexahydro-4,7-methanoisobenzofuran-1,3-dione(14166-28-0) is a popular solvent when its water miscibility is not an issue. It is more basic than diethyl ether and forms stronger complexes with Li+, Mg2+, and boranes.Related Products of 14166-28-0 It is a popular solvent for hydroboration reactions and for organometallic compounds such as organolithium and Grignard reagents.

Reference:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Albers, Thomas;Biagini, Stefano C. G.;Hibbs, David E.;Hursthouse, Michael B.;Malik, K. M. Abdul;North, Michael;Uriarte, Eugenio;Zagotto, Guiseppe published 《Desymmetrization of meso-anhydrides utilizing (S)-proline derivatives》 in 1996. The article was appeared in 《Synthesis》. They have made some progress in their research.Application of 14166-28-0 The article mentions the following:

Meso-anhydrides derived from norbornanes and norbornenes undergo an asym. ring opening upon treatment with (S)-proline derivatives to give amido acids with moderate to excellent enantiomeric excesses. A cyclopropane derived anhydride was also desymmetrized in this way, while cyclohexyl derived anhydrides gave a 1:1 mix. of diastereomers. The origin of the desymmetrization is explained by a model based on steric interactions in the transition state. The experimental procedure involved many compounds, such as (3aR,4S,7R,7aS)-rel-Hexahydro-4,7-methanoisobenzofuran-1,3-dione (cas: 14166-28-0) .

In the laboratory, (3aR,4S,7R,7aS)-rel-Hexahydro-4,7-methanoisobenzofuran-1,3-dione(14166-28-0) is a popular solvent when its water miscibility is not an issue. It is more basic than diethyl ether and forms stronger complexes with Li+, Mg2+, and boranes.Application of 14166-28-0 It is a popular solvent for hydroboration reactions and for organometallic compounds such as organolithium and Grignard reagents.

Reference:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

COA of Formula: C9H10O3《Nuclear magnetic resonance spectroscopy. Establishment of configuration in Diels-Alder adducts》 was published in 1967. The authors were Sarkis, George Y., and the article was included in《Bulletin of the College of Science, University of Baghdad》. The author mentioned the following in the article:

The presence of the double bond shifted the absorption downfield for both exo- and endo-protons in dehydronorbornyl and norbornyl acids, acid chlorides, anhydrides, and nitriles. The magnitude of this shift is very small for the endo-proton (of the exo-epimer). When both epimers are available, a differentiation can be made by the fact that the exo-protons absorb at lower field than the endo-protons. And (3aR,4S,7R,7aS)-rel-Hexahydro-4,7-methanoisobenzofuran-1,3-dione (cas: 14166-28-0) was used in the research process.

In the laboratory, (3aR,4S,7R,7aS)-rel-Hexahydro-4,7-methanoisobenzofuran-1,3-dione(14166-28-0) is a popular solvent when its water miscibility is not an issue. It is more basic than diethyl ether and forms stronger complexes with Li+, Mg2+, and boranes.COA of Formula: C9H10O3 It is a popular solvent for hydroboration reactions and for organometallic compounds such as organolithium and Grignard reagents.

Reference:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

COA of Formula: C9H10O3《Cantharidin analogs and their attractancy for ceratopogonid flies (Diptera: Ceratopogonidae)》 was published in 1992. The authors were Frenzel, M.;Dettner, K.;Wirth, D.;Waibel, J.;Boland, W., and the article was included in《Experientia》. The author mentioned the following in the article:

Several ceratopogonid flies are attracted to cantharidin and ingest it from both cantharidin-baits and from meloid beetles, one of the few known natural sources for cantharidin. Because meloids are absent in northern Bavaria, and certain canthariphilous flies of the genus Atrichopogon are temporarily associated with certain plants (Apiaceae, Aristolochiaceae), it was suggested that canthariphilous ceratopogonids might be generally attracted by chem. similar plant-derived compounds At first the seasonal fluctuating attractancy, sex ratio, and behavior of A. oedemerarum was studied at cantharidin baits. Synthetic cantharidin analogs exhibited an attractancy for A. oedemerarum if the exo,exo-7-oxabicyclo[2.2.1]heptane skeleton of cantharidin was associated with a 2,3-dicarboxylic anhydride or a 2,3-γ-lactone. According to the structure-activity studies, the analogs seem to fit best into the active site of the receptor if the carbonyl function of the γ-lactone is in the exo- and 2-position. This is the first report indicating that mols. other than cantharidin are attractive for canthariphilous insects. To complete the study, the researchers used (3aR,4S,7R,7aS)-rel-Hexahydro-4,7-methanoisobenzofuran-1,3-dione (cas: 14166-28-0) .

In the laboratory, (3aR,4S,7R,7aS)-rel-Hexahydro-4,7-methanoisobenzofuran-1,3-dione(14166-28-0) is a popular solvent when its water miscibility is not an issue. It is more basic than diethyl ether and forms stronger complexes with Li+, Mg2+, and boranes.COA of Formula: C9H10O3 It is a popular solvent for hydroboration reactions and for organometallic compounds such as organolithium and Grignard reagents.

Reference:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Besalu-Sala, Pau;Sola, Miquel;Luis, Josep M.;Torrent-Sucarrat, Miquel published 《Fast and Simple Evaluation of the Catalysis and Selectivity Induced by External Electric Fields》 in 2021. The article was appeared in 《ACS Catalysis》. They have made some progress in their research.HPLC of Formula: 14166-28-0 The article mentions the following:

In the oriented external elec.-field-driven catalysis, the reaction rates and the selectivity of chem. reactions can be tuned at will. The activation barriers of chem. reactions within external elec. fields of several strengths and directions can be computationally modeled. However, the calculation of all of the required field-dependent transition states and reactants is computationally demanding, especially for large systems. Herein, we present a method based on the Taylor expansion of the field-dependent energy of the reactants and transition states in terms of their field-free dipole moments and elec. (hyper)polarizabilities. This approach, called field-dependent energy barrier (FDB_β), allows systematic one-dimensional (1D), two-dimensional (2D), and three-dimensional (3D) representations of the activation energy barriers for any strength and direction of the external elec. field. The calculation of the field-dependent FDB_β energy barriers has a computational cost several orders of magnitude lower than the explicit elec. field optimizations, and the errors of the FDB_β barriers are within the range of only 1-2 kcal·mol^-1. The achieved accuracy is sufficient for a fast-screening tool to study and predict potential elec.-field-induced catalysis, regioselectivity, and stereoselectivity. As illustrative examples, four cycloadditions (1,3-dipolar and Diels-Alder) are studied. To complete the study, the researchers used (3aR,4S,7R,7aS)-rel-Hexahydro-4,7-methanoisobenzofuran-1,3-dione (cas: 14166-28-0) .

In the laboratory, (3aR,4S,7R,7aS)-rel-Hexahydro-4,7-methanoisobenzofuran-1,3-dione(14166-28-0) is a popular solvent when its water miscibility is not an issue. It is more basic than diethyl ether and forms stronger complexes with Li+, Mg2+, and boranes.HPLC of Formula: 14166-28-0 It is a popular solvent for hydroboration reactions and for organometallic compounds such as organolithium and Grignard reagents.

Reference:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Formula: C9H10O3《Metal-free, regioselective and stereoregular alternating copolymerization of monosubstituted epoxides and tricyclic anhydrides》 was published in 2018. The authors were Ji, He-Yuan;Chen, Xiao-Lu;Wang, Bin;Pan, Li;Li, Yue-Sheng, and the article was included in《Green Chemistry》. The author mentioned the following in the article:

A metal-free, highly regioselective and stereoregular ring-opening alternating copolymerization (ROAC) of monosubstituted epoxides with tricyclic anhydrides remains a challenge in the advancement of polyester synthesis. Herein, we described an effective group of organic dual catalysts for the ROAC, exhibiting a high catalytic activity (the highest TOF = 330 h^-1 at 110°), narrow polydispersity (PDI <1.20) and excellent alternating selectivity (ester >99%) in a controlled manner. The ROAC of a variety of monosubstituted epoxides and tricyclic anhydrides was carried out under mild conditions. Of importance is the fact that highly regioselective insertion of epoxides has been realized by simple and metal-free catalysts in the ROAC, where the highest regioselectivity is up to 98% for aliphatic epoxides and glycidyl ethers at 80°. Styrene oxide bearing electron-withdrawing Ph also showed a good regioselectivity of 78%. Besides, the complete suppression of epimerization and transesterification was achieved even at high conversion for a variety of tricyclic anhydrides. Furthermore, block and gradient copolymers were synthesized by the sequential addition strategy and one-pot terpolymn. Accordingly, a green, regioselective and stereoregular fabrication of functional polyesters was realized for the first time by a metal-free process. The experimental procedure involved many compounds, such as (3aR,4S,7R,7aS)-rel-Hexahydro-4,7-methanoisobenzofuran-1,3-dione (cas: 14166-28-0) .

In the laboratory, (3aR,4S,7R,7aS)-rel-Hexahydro-4,7-methanoisobenzofuran-1,3-dione(14166-28-0) is a popular solvent when its water miscibility is not an issue. It is more basic than diethyl ether and forms stronger complexes with Li+, Mg2+, and boranes.Formula: C9H10O3 It is a popular solvent for hydroboration reactions and for organometallic compounds such as organolithium and Grignard reagents.

Reference:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

COA of Formula: C9H10O3In 1996, McCluskey, Adam;Taylor, Cherie;Quinn, Ronald J.;Suganuma, Masami;Fujiki, Hirota published 《Inhibition of protein phosphatase 2A by cantharidin analogs》. 《Bioorganic & Medicinal Chemistry Letters》published the findings. The article contains the following contents:

The syntheses of several cantharidin analogs and their biochem. effects on protein phosphatase 2A are described. Comparison of the PP2A inhibition of these cantharidin analogs has shown that the 7-oxo moiety and the anhydride system contribute to the biochem. activity. The diacid forms of several anhydrides showed reduced inhibition of PP2A. To complete the study, the researchers used (3aR,4S,7R,7aS)-rel-Hexahydro-4,7-methanoisobenzofuran-1,3-dione (cas: 14166-28-0) .

In the laboratory, (3aR,4S,7R,7aS)-rel-Hexahydro-4,7-methanoisobenzofuran-1,3-dione(14166-28-0) is a popular solvent when its water miscibility is not an issue. It is more basic than diethyl ether and forms stronger complexes with Li+, Mg2+, and boranes.COA of Formula: C9H10O3 It is a popular solvent for hydroboration reactions and for organometallic compounds such as organolithium and Grignard reagents.

Reference:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Csende, Ferenc;Stajer, Geza published 《A convenient reduction of unsaturated bicyclic anhydrides》. The research results were published in《Organic Preparations and Procedures International》 in 1999.COA of Formula: C9H10O3 The article conveys some information:

Bicyclic anhydrides such as I are hydrogenated in 89-98% yields to saturated bicyclic anhydrides such as II by using cyclohexene as a transfer hydrogenation substrate in the presence of palladium on carbon. E.g., I dissolved in THF is treated with 2 equivalent of cyclohexene in the presence of palladium on carbon and refluxed for 8-12 h to give II in 98% yield. The modified procedure avoids the use of flammable reagents such as Raney nickel or mol. hydrogen. The experimental procedure involved many compounds, such as (3aR,4S,7R,7aS)-rel-Hexahydro-4,7-methanoisobenzofuran-1,3-dione (cas: 14166-28-0) .

In the laboratory, (3aR,4S,7R,7aS)-rel-Hexahydro-4,7-methanoisobenzofuran-1,3-dione(14166-28-0) is a popular solvent when its water miscibility is not an issue. It is more basic than diethyl ether and forms stronger complexes with Li+, Mg2+, and boranes.COA of Formula: C9H10O3 It is a popular solvent for hydroboration reactions and for organometallic compounds such as organolithium and Grignard reagents.

Reference:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Formula: C9H10O3《Synthesis of glycerophospholipid conjugates of cantharidin and its analogues》 was published in 2000. The authors were Zhou, Zheng-Hong;Chen, Ru-Yu, and the article was included in《Synthetic Communications》. The author mentioned the following in the article:

A series of glycerophospholipid conjugates of cantharidin and its analogs were synthesized in a one-pot reaction, using hexaethylphosphorus triamide, activated by a catalytic amount of iodine, as the phosphorylating reagent. The structures of the title compounds were confirmed by ¹H NMR, ³¹P NMR, IR and elemental anal. And (3aR,4S,7R,7aS)-rel-Hexahydro-4,7-methanoisobenzofuran-1,3-dione (cas: 14166-28-0) was used in the research process.

In the laboratory, (3aR,4S,7R,7aS)-rel-Hexahydro-4,7-methanoisobenzofuran-1,3-dione(14166-28-0) is a popular solvent when its water miscibility is not an issue. It is more basic than diethyl ether and forms stronger complexes with Li+, Mg2+, and boranes.Formula: C9H10O3 It is a popular solvent for hydroboration reactions and for organometallic compounds such as organolithium and Grignard reagents.

Reference:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem

Bercot, Eric A.;Rovis, Tomislav published 《Highly Efficient Nickel-Catalyzed Cross-Coupling of Succinic and Glutaric Anhydrides with Organozinc Reagents》 in 2005. The article was appeared in 《Journal of the American Chemical Society》. They have made some progress in their research.Application In Synthesis of (3aR,4S,7R,7aS)-rel-Hexahydro-4,7-methanoisobenzofuran-1,3-dione The article mentions the following:

A nickel-catalyzed alkylation of succinic and glutaric anhydrides with alkyl- and arylzinc reagents has been developed. A dramatic olefin effect has been investigated resulting in the identification of several styrene-based promoters which show pronounced enhancements in reaction rate. The substrate scope with respect to electrophilic and nucleophilic coupling partners has been examined and found to be remarkably broad, allowing for rapid introduction of mol. complexity through the use of functionalized coupling partners. Regioselective alkylation of an unsym. succinic anhydride and a profound effect of pendent coordinating olefins on reaction rate suggest a mechanism involving discrete oxidative addition of the nickel complex into the cyclic anhydride followed by a transmetalation event. To complete the study, the researchers used (3aR,4S,7R,7aS)-rel-Hexahydro-4,7-methanoisobenzofuran-1,3-dione (cas: 14166-28-0) .

In the laboratory, (3aR,4S,7R,7aS)-rel-Hexahydro-4,7-methanoisobenzofuran-1,3-dione(14166-28-0) is a popular solvent when its water miscibility is not an issue. It is more basic than diethyl ether and forms stronger complexes with Li+, Mg2+, and boranes.Application In Synthesis of (3aR,4S,7R,7aS)-rel-Hexahydro-4,7-methanoisobenzofuran-1,3-dione It is a popular solvent for hydroboration reactions and for organometallic compounds such as organolithium and Grignard reagents.

Reference:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem