Category: 130-03-0

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Isomer-Specific Hydrogen Bonding as a Design Principle for Bidirectionally Quantitative and Redshifted Hemithioindigo Photoswitches

A new class of bidirectionally quantitative photoswitches based on the hemithioindigo (HTI) scaffold is reported. Incorporation of a pyrrole hydrogen-bond donor leads to a bathochromic shift allowing for quantitative bidirectional isomerization. Additionally, extending conjugation from the electron-rich pyrrole results in quantitative visible-light photoswitches, as well as photoswitches that isomerize with red and near-infrared light. The presence of the hydrogen bond leading to the observed redshift is supported by computational and spectroscopic evidence.

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REVERSIBLE CARBON PROTONATION IN THE HYDROLYSIS OF HETEROCYCLIC ENOL METHYL ETHERS

The kinetics of the hydronium-ion catalysed hydrolysis of the following heterocyclic methyl enol ethers have been measured: 3-methoxybenzofuran, 3-methoxybenzothiophene, 3-methoxyindole, 3-methoxy-1-methylindole, 3-methoxyfuran, 3-methoxythiophene, and 2-methoxythiophene.On the basis of the solvent isotope effect kH/kD = 3.08 and the failure to detect deuterium exchange when the solvent was CD3CN:D2O (9:1 v/v) it was concluded that the rate limiting step in the hydrolysis of 3-methoxybenzofuran is C-protonation.The effect of the ring-oxygen atom was measured by comparing the rate of hydrolysis of 3-methoxybenzofuran with that of 3-methoxyindene which occurs 2100 times faster.In contrast to the behaviour of 3-methoxybenzofuran the isotope effects, kH/kD, for the hydrolyses of 3-methoxyfuran, 3-methoxythiophene, 3-methoxyindole, 3-methoxy-1-methylindole and 2-methoxythiophene are ca 0.4 – 0.5 and deuterium exchange is much faster than hydrolysis when the solvent is CD3CN:D2O (9:1 v/v).It was therefore concluded that with these compound C-protonation is rapid and reversible and that slow step is attack by water on the intermediate cation.

Balanced chemical reaction does not necessarily reveal either the individual elementary reactions by which a reaction occurs or its rate law.Reference of 130-03-0. In my other articles, you can also check out more blogs about 130-03-0

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Chemistry is an experimental science, and the best way to enjoy it and learn about it is performing experiments. HPLC of Formula: C8H6OS. Introducing a new discovery about 130-03-0, Name is Benzo[b]thiophen-3(2H)-one

Does aromaticity in a reaction product increase or decrease the intrinsic barrier? Kinetics of the reversible deprotonation of benzofuran-3(2H)-one and benzothiophene-3(2H)-one

A kinetic study of the reversible deprotonation of benzofuran-3(2H)-one (3H-O) and benzothiophene-3(2H)-one (3H-S) by amines and hydroxide ion in water at 25 C is reported. The respective conjugate bases, 3–O and 3–S, represent benzofuran and benzothiophene derivatives, respectively, and thus are aromatic. The main question addressed in this paper is whether this aromaticity has the effect of enhancing or lowering intrinsic barriers to proton transfer. These intrinsic barriers were either determined from Bronsted plots for the reactions with amines or calculated on the basis of the Marcus equation for the reaction with OH-; they were found to be lower for the more highly aromatic benzothiophene derivative, indicating that aromaticity lowers the intrinsic barrier. It is shown that the reduction in the intrinsic barrier is not an artifact of other factors such as inductive, steric, resonance, polarizability, and pi-donor effects, although these factors affect the intrinsic barriers in a major way. Our results imply that aromatic stabilization of the transition state is ahead of proton transfer; this contrasts with simple resonance effects, which typically lag behind proton transfer at the transition state, thereby increasing intrinsic barriers.

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Benzothiophene | C8H6S – PubChem

 

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Synthesis of thia-analogous indirubin n-glycosides and their influence onmelanoma cell growth and apoptosis

Stopping cancer in its tracks Thia-analogues of indirubin-N-glycosides, prepared by condensation of N-glycosylisatines with thiaindane-3-one and subsequent deprotection, were tested for their activity against malignant melanoma cells. These indirubin-N-glycoside thia-analogues are active against melanoma cells, inducing growth arrest, apoptosis and inhibition of intracellular signal transduction.

Balanced chemical reaction does not necessarily reveal either the individual elementary reactions by which a reaction occurs or its rate law.Related Products of 130-03-0. In my other articles, you can also check out more blogs about 130-03-0

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Effects of pi-extension on pyrrole hemithioindigo photoswitches

The most red-shifted hemithioindigo photoswitches have been identified through systematic introduction of aryl units to a parent pyrrole hemithioindigo photoswitch. Increasing the size of the 5?-aryl substituent is ineffective at producing further redshifted chromophores. A second generation of 3?,5?-diarylated photoswitches which possess increased tunability is reported. Experimental and computational evidence indicates the 4? position is electronically isolated from the bulk of the conjugated system.

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One of the major reasons for studying chemical kinetics is to use measurements of the macroscopic properties of a system, Computed Properties of C8H6OS, such as the rate of change in the concentration of reactants or products with time.In a article, mentioned the application of 130-03-0, Name is Benzo[b]thiophen-3(2H)-one, molecular formula is C8H6OS

Synthesis of cyclic thioethers through tandem C(sp3)-S and C(sp2)-S bond formations from alpha,beta?-dichloro vinyl ketones

(Chemical Equation Presented) The synthesis of 5- to 8-memebered cyclic thioethers 4 has been achieved through a simple two-step sequence. The present methodology utilizes the facile Friedel-Crafts acylation of terminal alkynes 1 with acid chlorides 2 followed by tandem C(sp3)-S and C(sp 2)-S bond formations with NaSH¡¤xH2O.

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Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

Related Products of 130-03-0, 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.In a document type is Article, and a compound is mentioned, 130-03-0, Benzo[b]thiophen-3(2H)-one, introducing its new discovery.

Competitive cascade cyclization of 2?-tosyloxychalcones: An easy access to thioflavones and thioaurones

A new and efficient approach for the synthesis of thioflavones and thioaurones by competitive cascade cyclization of 2?-tosyloxychalcones has been developed. 2?-Tosyloxychalcones were smoothly converted into thioflavones and thioaurones by incorporation of sulfur atom using elemental sulfur and triethylamine in DMSO with good yields. The advantages of the methodology are the formation of both thioflavones and thioaurones in a single step. Easily accessible substrates, mild reaction conditions and compatibility with a broad range of functional groups make this protocol clean and inexpensive.

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Benzothiophene – Wikipedia,
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Electric Literature of 130-03-0, The reaction rate of a catalyzed reaction is faster than the reaction rate of the uncatalyzed reaction at the same temperature.130-03-0, Name is Benzo[b]thiophen-3(2H)-one, molecular formula is C8H6OS. In a Article£¬once mentioned of 130-03-0

Twisted Hemithioindigo Photoswitches: Solvent Polarity Determines the Type of Light-Induced Rotations

Controlling the internal motions of molecules by outside stimuli is a decisive task for the generation of responsive and complex molecular behavior and functionality. Light-induced structural changes of photoswitches are of special high interest due to the ease of signal application and high repeatability. Typically photoswitches use one reaction coordinate in their switching process and change between two more or less-defined states. Here we report on new twisted hemithioindigo photoswitches enabling two different reaction coordinates to be used for the switching process. Depending on the polarity of the solvent, either complete single bond (in DMSO) or double bond (in cyclohexane) rotation can be induced by visible light. This mutually independent switching establishes an unprecedented two-dimensional control of intramolecular rotations in this class of photoswitches. The mechanistic explanation involves formation of highly polar twisted intramolecular charge-transfer species in the excited state and is based on a large body of experimental quantifications, most notably ultrafast spectroscopy and quantum yield measurements in solvents of different polarity. The concept of pre-twisting in the ground state to open new, independent reaction coordinates in the excited state should be transferable to other photoswitching systems.

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Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

Chemistry is an experimental science, and the best way to enjoy it and learn about it is performing experiments. Formula: C8H6OS. Introducing a new discovery about 130-03-0, Name is Benzo[b]thiophen-3(2H)-one

Reaction of Substituted Hydrazones with Thionyl Chloride and Sulfuryl Chloride

Treatment of acetylhydrazones 2, ethoxycarbonylhydrazones 3, p-tolylsulfonylhydrazones 4 or semicarbazones 5 with thionyl chloride leads to the 1,2,3-thiadiazoles 6a-o.Sulfuryl chloride on the other hand accomplishes the transfer of chlorine without incorporating a sulfur atom.The new synthesized 1,2,3-thiadiazoles 6g-o are characterized in detail by spectroscopic methods.

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Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

One of the major reasons for studying chemical kinetics is to use measurements of the macroscopic properties of a system, Quality Control of Benzo[b]thiophen-3(2H)-one, such as the rate of change in the concentration of reactants or products with time.In a article, mentioned the application of 130-03-0, Name is Benzo[b]thiophen-3(2H)-one, molecular formula is C8H6OS

Synthesis of alpha-Oxo Sulphines from some Dihydrothiophenes and Thionyl Chloride. Ascertainment of their Structure using the Cycloadducts with 2,3-Dimethylbutadiene

A reinvestigation of the reaction of the dihydrothiophenes (1a, b) with thionyl chloride confirmed that the sulphines (2) are the products obtained, the structure of (2a) being ascertained by X-ray diffraction analysis of its Diels-Alder adduct (3a): the same reaction on dihydrothiophene (6) produced the corresponding sulphine (7).

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Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem