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Optimization of FRET Behavior in Photoswitchable [2]Rotaxanes Containing Bifluorophoric Naphthalimide Donor and Merocyanine Acceptor with Sensor Approaches toward Sulfite Detection

A series of multistimuli-responsive [2]rotaxanes with a naphthalimide-functionalized macrocycle threaded through an axle containing a photochromic spiropyran (SP) or merocyanine (MC) stopper were fabricated and studied for their distinct photophysical properties in semiaqueous solutions. By different combinations of chemical and photochemical switchable stimuli, these [2]rotaxanes could be interconverted between multiple states, including monofluorophoric [2]rotaxanes with the close form of the SP unit, i.e., Rot-H-SP and Rot-SP before and after shuttling upon acid-base controls, respectively, along with their corresponding bifluorophoric [2]rotaxanes possessing the open form of the MC unit, i.e., Rot-H-MC and Rot-MC after UV exposure. Interestingly, the photoinduced electron-transfer (PET) effects appeared between nonemissive SP and aggregation-caused quenching (ACQ) naphthalimide units in [2]rotaxanes Rot-H-SP and Rot-SP, whereas the Forster resonance energy transfer (FRET)/Dexter energy transfer occurred in [2]rotaxanes Rot-H-MC and Rot-MC between green-emissive naphthalimide donor (lambda(em) = 528 nm) and red-emissive MC acceptor (lambda(em) = 648 nm) moieties after UV exposure. Moreover, the PET as well as FRET/ Dexter energy-transfer processes and the speculated molecular arrangements (with/without macrocyclic tilting) of all [2]rotaxanes and related derivatives were verified by time-resolved photoluminescence (TRPL) measurements and theoretical studies. Among all [2]rotaxanes and derivatives, Rot-MC in tetrahydrofuran (THF)/H2O (2:8, v/v) revealed the strongest red MC emission with the most effective FRET process that possessed attractive ratiometric photoluminescence (PL) due to the ideal shortest donor-acceptor distance. Regardless of pH and temperature effects, the highest red MC emissions with the optimum FRET processes of all compounds were maintained at room temperature in near-neutral conditions (i.e., pH = 5-9). Importantly, the red-emissive [2]rotaxane Rot-MC showed high selectivity and sensitivity toward sulfite-ion sensing to recover green donor emission via FRET-OFF behavior owing to the Michael reaction of the MC moiety with the sulfite ion, which had an excellent limit of detection (LOD) value of 0.76 mu M to be further utilized for the cellular imaging of sulfite detection in living cells. Accordingly, the novel ratiometric sensor approaches of bifluorophoric [2]rotaxane systems have been well developed in this study as the first rotaxane application of FRET processes toward sulfite detection with higher sensitivities than those of their monofluorophoric analogues. Various LOD values could be evaluated to realize the sulfite-sensing mechanisms of well-designed [2]rotaxane systems by the shuttling of macrocyclic fluorophores along with photoswitchable FRET behaviors via alternative UV-vis exposures.

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

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Synthesis and characterization of barbarin, a possible source of unexplained aminorex identifications in forensic science

Aminorex is a US DEA Schedule 1 controlled substance occasionally detected in racing horses. A number of aminorex identifications in sport horses were thought to have been caused by exposure to plant sources of aminorex. Glucobarbarin, found in plants of the Brassicaceae family, has been suggested as a potential proximate chemical source by being metabolized in the plant or the horse to aminorex. In Brassicaceae, glucobarbarin is hydrolyzed by myrosinase to yield barbarin, which serves as an insect repellant and/or attractant and is structurally related to aminorex. The synthesis, purification, and characterization of barbarin is now reported for use as a reference standard in aminorex related research concerning equine urinary identifications of aminorex and also for possible use in equine administration experiments. Synthesis of barbarin was performed via ring closure between phenylethanolamine and carbon disulfide in tetrahydrofuran with the catalyst pyridine under reflux. The reaction yielded a white crystalline substance that was purified and chemically characterized as barbarin for use as a Certified Reference Standard or for studies related to equine aminorex identification.

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

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Enzymes are biological catalysts that produce large increases in reaction rates and tend to be specific for certain reactants and products. 706-14-9, Name is gamma-Decanolactone, molecular formula is C10H18O2, belongs to tetrahydrofurans compound. In a document, author is Riahi, Farhad, introduce the new discover, Safety of gamma-Decanolactone.

Kopetdaghinanes, pro-apoptotic hemiacetialic cyclomyrsinanes from Euphorbia kopetdaghi

Euphorbia kopetdaghi grows wild in the Northeast parts of Iran. Phytochemical study of its aerial parts led to the isolation of two undescribed cyclomyrsinol macrocyclic diterpenes with a new tetrahydrofuran oxidation pattern containing a hemiacetal group named: kopetdaghinane A and B. The structure of the isolated compounds was elucidated by extensive spectroscopic methods. Cytotoxic activity of kopetdaghinane A was evaluated using standard MTT assay against MCF-7 breast cancer and OVCAR-3 ovary cells. HUVEC cells were used as a normal cell line for calculation of the selectivity index. The MTT showed cyclomyrsinol diterpene has a significant cytotoxic effect with good selectivity indexes against both cell lines but with more selectivity against MCF-7 cells. Apoptosis induction by cyclomyrsinol treatment was confirmed by annexin V-FITC/PI staining, and caspase-6 activation. Western blot analysis showed that the expression of Bcl-2 was noticeably decreased in response to kopetdaghinane A treatment, while the expression of Bax protein was increased. Moreover, the apoptotic effect of cyclomyrsinol was shown to be related to ROS production, and loss of mitochondrial membrane potential (Delta Psi m). Taken together, these results showed that kopetdaghinane A inhibits the growth of MCF-7 breast cancer cells through the activation of the mitochondrial apoptotic pathway and may be considered as an investigational compound in breast cancer preclinical study.

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

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Related Products of 706-14-9, The transformation of simple hydrocarbons into more complex and valuable products via catalytic C¨CH bond functionalisation has revolutionised modern synthetic chemistry. 706-14-9, Name is gamma-Decanolactone, SMILES is O=C1OC(CCCCCC)CC1, belongs to tetrahydrofurans compound. In a article, author is Date, Nandan S., introduce new discover of the category.

One Pot Hydrogenation of Furfural to 2-Methyl Tetrahydrofuran over Supported Mono- and Bi-metallic Catalysts

2-Methyltetrahydrofuran is a valuable commercial product that can be obtained by direct hydrogenation of furfural. In the present study, among several carbon supported bimetallic Ir-Ni catalysts with different loadings screened, 4% Ir-4% Ni/C catalyst showed excellent activity in terms of direct conversion (99%) to 2-MeTHF with a maximum selectivity of similar to 74% at 220 degrees C and 750 psig, suppressing the formation of side chain as well as ring opening products. The catalytic activity was found to be mainly affected by catalyst preparation methods, metal loadings, surface composition, temperature, pressure and catalyst loading. HR-TEM and STEM revealed well dispersed Ir-Ni NPs having the particle sizes in the range of 2 to 5 nm. Different phases of Ir i. e. Ir degrees and IrO(2)as well as oxygen vacancies were found to be responsible for hydrogenation of furfural to 2-methyl furan while, Ni degrees and NiO were responsible for further hydrogenation to 2-MeTHF. The synergic effect between Ir and Ni was established through XPS, H-2-TPR analysis. With the help of some control experiments, the plausible reaction pathway was also proposed. The catalyst prepared by co-impregnation method found more effective than prepared by sequential addition method. At lower Ni loadings of 1% and 2%, low temperature of 160 degrees C as well as at low H(2)pressure of 250 psig, mixture of furfuryl alcohol and 2-methyl furan were formed selectively. Catalyst could be successfully reused up to 3 times without leaching of metals.

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

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Chemistry is the experimental and theoretical study of materials on their properties at both the macroscopic and microscopic levels. 706-14-9, Name is gamma-Decanolactone, molecular formula is C10H18O2. In an article, author is Liu, Xinyao,once mentioned of 706-14-9, Name: gamma-Decanolactone.

Dual Physically Cross-Linked Hydrogels Incorporating Hydrophobic Interactions with Promising Repairability and Ultrahigh Elongation

Novel dual physically cross-linked (DPC) hydrogels with great tensile strength, ultrahigh elongation, and promising repairability are designed by introducing cellulose nanocrystal (CNC) or hydrophobized CNC (CNC-C8) into polymers physically cross-linked by hydrophobic forces. C18 alkyl chain is grafted to N-[3-(dimethylamino)propyl]methacrylamide (DMAPMA) for hydrophobic monomer (DMAPMA-C18), and C8 to CNC surface for hydrophobic CNC (CNC-C8). CNC-C8 (or CNC) DPC hydrogels are synthesized, with monomers N,N-dimethylacrylamide (DMAc) and DMAPMA-C18 polymerized to form the first network physically cross-linked by hydrophobic interactions, on which the secondary cross-linking points are formed by hydrophobic interactions between CNC-C8 and DMAPMA-C18, electrostatic interactions between CNC-C8 (or CNC) and DMAPMA, as well as hydrogen bonding between CNC-C8 (or CNC) and DMAc. Compared with optimum CNC DPC hydrogels of the highest tensile strength (238 +/- 8 kPa), the optimum CNC-C8 DPC hydrogel with 0.0675 w/v% DMAPMA-C18 and 0.4 w/v% CNC-C8 possesses stronger tensile strength of 331 +/- 32 kPa and excellent elongation of 4268% +/- 1446% as well, demonstrating the enhanced mechanical property of the hydrogel by introduced hydrophobic interactions. In addition, such DPC hydrogel can be facilely repaired with tetrahydrofuran (THF) on the cut surfaces while retaining good tensile stress and elongation behaviors.

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

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One of the major reasons for studying chemical kinetics is to use measurements of the macroscopic properties of a system, such as the rate of change in the concentration of reactants or products with time. 706-14-9, Name is gamma-Decanolactone, formurla is C10H18O2. In a document, author is Lin, Haonan, introducing its new discovery. Product Details of 706-14-9.

Effects of the methacrylate monomers with different end groups on the morphologies, electro-optical and mechanical properties of polymer dispersed liquid crystals composite films

In this work, the effects of the methacrylate monomers with various end groups (methyl, hydroxyl, epoxy, tetrahydrofuran, cyclohexane, benzene and siloxane) on the morphologies, electro-optical and mechanical properties of polymer dispersed liquid crystal (PDLC) composite films were systematically investigated. The polymer network morphologies of the samples prepared with the monomers butyl methacrylate, tetrahydrofurfuryl methacrylate, cyclohexyl methacrylate or benzyl methacrylate were observed, and interestingly the polymer balls and polymer ball-networks morphologies were formed by introducing the hydroxypropyl methacrylate and glycidyl methacrylate, respectively. Meanwhile, the films obtained the optimal electro-optical properties with low driving voltage (10.7 V), fast response time (5.0 ms). Finally, the largest shearing force of the prepared PDLC composite films was two to three times better than that of the pristine sample with 3-(trimethoxysilyl)propyl methacrylate (TPMA) monomer doping or surface treatment methods. Thus, this work offers a new way to optimise the overall performance of PDLC films for practical applications.

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

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Syntheses, Structures, and Physical Properties of Neutral Gold Dithiolate Complex, [Au(etdt)(2)]center dot THF

In order to develop new types of single-component molecular conductors with novel electronic structures and physical properties, the neutral gold dithiolate complex with an etdt (= ethylenedithiotetrathiafulvalenedithiolate) ligand, [Au(etdt)(2)] was prepared. However, unlike the reported single-component molecular metals, the neutral gold complex [Au(etdt)(2)]center dot THF (2) contains a solvent molecule of tetrahydrofuran (THF). The crystals of 2 form a two-dimensional conducting layer structure, which are separated by the terminal ethylene groups and THF molecules. The fairly high room-temperature conductivity of 0.2 S/cm and semiconducting behavior with a low activation energy of 0.1 eV of 2, is consistent with the result of the density functional theory band structure calculations. The observed non-magnetic behavior of 2 is caused from the dimeric structure of [Au(etdt)(2)] molecules.

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

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Chemistry, like all the natural sciences, begins with the direct observation of nature¡ª in this case, of matter.706-14-9, Name is gamma-Decanolactone, SMILES is O=C1OC(CCCCCC)CC1, belongs to tetrahydrofurans compound. In a document, author is Ertan, Salih, introduce the new discover, Quality Control of gamma-Decanolactone.

Polyhedral oligomeric silsesquioxane cage integrated soluble and fluorescent poly(3,4-propylenedioxythiophene) dye

A new analog of poly (3,4-propylenedioxythiophene) conjugated polymers called PProDOT-POSS, where polyhedral oligomeric silsesquioxane (POSS) nanocage with alkyl substitutions was integrated on the bridge of 3,4-propylenedioxythiophene unit and its structure was confirmed by spectroscopic techniques, was reported. The polymers were synthesized via both chemical and electrochemical polymerization techniques. While chemical polymerization was carried out in the presence of anhydrous FeCl3 as an oxidant, a solution of 0.1 M tetrabutylammonium hexafluoride electrolyte dissolved in a mixture of dichloromethane and acetonitrile (1/3: v/v) was used as an electrolyte solution for electrochemical polymerization. Electro-optical properties of the corresponding polymers were characterized by using electroanalytical techniques such as cyclic voltammetry and square wave potentiometry, and spectrophotometric methods like ultraviolet-visible and fluorescent spectrophotometry. Corresponding polymers obtained both electrochemically and chemically are soluble completely in common organic solvents such as chloroform, toluene, dichloromethane, tetrahydrofuran, etc. Polymer samples both in film and solution forms can be doped/dedoped reversibly by using a chemical oxidant or an external potential. The optical bandgap of the neutral polymer film with a maximum absorption band at 555 nm was calculated as 1.95 eV. Polymers have fluorescent property and excited polymers represented a red/orange light with an emission band centered at 605 nm in toluene. Also, PProDOT-POSS polymers have electrochromic properties under external potentials and they have an optical contrast of 55% at 555 nm between their neutral and oxidized states. Upon oxidation, they showed high transparency and they can switch between redox states in a short time (switching time = similar to 1.0 s) as well as high coloration efficiency (502 cm(2)/C for 95% switching). It can be concluded that POSS based PProDOT polymers can be good candidates for optoelectronic and bioelectronics applications. Short Abstract for Paper Submission: A new analog of poly (3,4-propylenedioxythiophene) conjugated polymers called PProDOT-POSS, was reported with the integrated of alkyl-substituted polyhedral oligomeric silsesquioxane nanocage structure. The polymers were synthesized via both chemical and electrochemical polymerization techniques. Corresponding polymers obtained both electrochemically and chemically are soluble completely in common organic solvents such as chloroform, toluene, dichloromethane, tetrahydrofuran, etc. Polymer samples both in film and solution forms can be doped/dedoped reversibly by using a chemical oxidant or an external potential. The optical bandgap of the neutral polymer film with a maximum absorption band at 555 nm was calculated as 1.95 eV. Polymers have fluorescent property and excited polymers represented a red/orange light with an emission band centered at 605 nm in toluene.

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

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A catalyst don’t appear in the overall stoichiometry of the reaction it catalyzes, but it must appear in at least one of the elementary reactions in the mechanism for the catalyzed reaction. 706-14-9, Name is gamma-Decanolactone, molecular formula is C10H18O2. In an article, author is Llopis, Natalia,once mentioned of 706-14-9, Product Details of 706-14-9.

HFIP-Promoted Synthesis of Substituted Tetrahydrofurans by Reaction of Epoxides with Electron-Rich Alkenes

In the present work, the employment of fluorinated alcohols, specifically 1,1,1,3,3,3-hexafluoroisopropanol (HFIP), as solvent and promoter of the catalyst-free synthesis of substituted tetrahydrofuranes through the addition of electron-rich alkenes to epoxydes is described. The unique properties of this fluorinated alcohol, which is very different from their non-fluorinated analogs, allows carrying out this new straightforward protocol under smooth reaction conditions affording the corresponding adducts in moderate yields in the majority of cases. Remarkably, this methodology has allowed the synthesis of new tetrahydrofuran-based spiro compounds as well as tetrahydrofurobenzofuran derivatives. The scope and limitations of the process are also discussed. Mechanistic studies were also performed pointing towards a purely ionic or a S(N)2-type process depending on the nucleophilicity of the alkene employed.

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

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The proportionality constant is the rate constant for the particular unimolecular reaction. the reaction rate is directly proportional to the concentration of the reactant. I hope my blog about 706-14-9 is helpful to your research. Quality Control of gamma-Decanolactone.

Chemistry is the science of change. But why do chemical reactions take place? Why do chemicals react with each other? The answer is in thermodynamics and kinetics, 706-14-9, Name is gamma-Decanolactone, SMILES is O=C1OC(CCCCCC)CC1, belongs to tetrahydrofurans compound. In a document, author is Udomsasporn, Kwanchanok, introduce the new discover, Quality Control of gamma-Decanolactone.

Comparative bindings of lactones, lactide, and cyclic carbonates: experimental insights into the coordination step of polymerization

Comparative bindings of several renowned monomers were investigated experimentally using B(C6F5)(3) as a Lewis acid model for the coordination step in ring-opening polymerization. A complete series of the X-ray crystal structures of the B(C6F5)(3) adducts with the monomers was reported. The X-ray structural studies and spectroscopic data revealed a coordination strength in the order lactones > tetrahydrofuran > cyclic carbonates > lactide.

The proportionality constant is the rate constant for the particular unimolecular reaction. the reaction rate is directly proportional to the concentration of the reactant. I hope my blog about 706-14-9 is helpful to your research. Quality Control of gamma-Decanolactone.

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