57842-27-0 Usage
Description
1,3-Benzodithiolylium tetrafluoroborate is a carbenium ionic compound synthesized by reacting 1,3-benzodithiole with trityl tetrafluoroborate. It is widely used as an α-alkylating agent for the enantioselective α-alkylation of aldehydes and has been studied for its adsorption on various carbon nanotubes (CNTs). 1,3-BENZODITHIOLYLIUM TETRAFLUOROBORATE also reacts with different nucleophilic reagents at the 2-position to form the respective 1,3-benzodithioles.
Uses
Used in Organic Synthesis:
1,3-Benzodithiolylium tetrafluoroborate is used as a key intermediate in the synthesis of various organic compounds for the following reasons:
1. Dibenzotetrathiafulvalene synthesis: It is used as a reactant with 1,8-diazabicyclo[5.4.0]undec-7-ene to produce Dibenzotetrathiafulvalene, which has potential applications in organic electronics and materials science.
2. Substituted arylcarbenium ions synthesis: It serves as a reactant with boronic derivatives to generate substituted arylcarbenium ions, which are important intermediates in organic chemistry.
3. α-(1,3-benzodithiol-2-ylidene) ketones and 1,3-benzodithiole synthesis: It is used with ketones to produce α-(1,3-benzodithiol-2-ylidene) ketones and 1,3-benzodithiole, which are valuable building blocks in organic synthesis.
4. 2-styryl-1,3-benzodithioles synthesis: It reacts with styryl-type cobaloximes to form 2-styryl-1,3-benzodithioles, which have potential applications in the development of novel organic materials.
5. 2-(3-indolyl)-1,3-benzodithiolylium tetrafluoroborate synthesis: It is used with indole to create 2-(3-indolyl)-1,3-benzodithiolylium tetrafluoroborate, which can be further utilized in the synthesis of indole-based compounds.
6. 2-(1,3-benzodithiol-2-ylidene)-3,5-cyclohexadien-1-ones and 4-(1,3-benzodithiol-2-ylidene)-2,5-cyclohexadien-1-ones synthesis: It reacts with 2,4and 2,6-disubstituted phenols to produce these compounds, which are useful in the synthesis of various organic molecules and pharmaceuticals.
Used in Enantioselective α-alkylation of Aldehydes:
1,3-Benzodithiolylium tetrafluoroborate is used as an α-alkylating agent for the enantioselective α-alkylation of aldehydes. This application is significant in the pharmaceutical industry for the synthesis of chiral molecules with high enantiomeric purity, which are essential for the development of effective drugs with minimal side effects.
Used in Carbon Nanotubes (CNTs) Research:
The adsorption of 1,3-benzodithiolylium tetrafluoroborate on various carbon nanotubes (CNTs) has been studied, which can potentially lead to advancements in the field of nanotechnology and material science. This research could contribute to the development of novel applications for CNTs, such as in electronics, sensors, and energy storage devices.
Check Digit Verification of cas no
The CAS Registry Mumber 57842-27-0 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,7,8,4 and 2 respectively; the second part has 2 digits, 2 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 57842-27:
(7*5)+(6*7)+(5*8)+(4*4)+(3*2)+(2*2)+(1*7)=150
150 % 10 = 0
So 57842-27-0 is a valid CAS Registry Number.
57842-27-0Relevant articles and documents
Synthesis and electrochemical studies of ferrocene-dithiafulvalenes (Fc-DTF) and 1,1′-bis(dithiafulvalenyl)ferrocene (DTF-Fc-DTF). An approach towards new conducting organic materials
Sarhan, Abd El-Wareth,Nouchi, Yoshiyuki,Izumi, Taeko
, p. 6353 - 6362 (2003)
Novel π-conjugated donor compounds based on the strong electron-donating ferrocene moiety and dithiafulvalene donors exhibited increased electron donor ability. The ferrocenylketones 4a,b, 5, 8 and 9 were synthesized via described methods, and allowed to react with 2-dimethoxyphosphinyl-1,3-benzodithiole (13) in the presence of n-BuLi at -78°C in dry THF to afford the corresponding ferrocene-dithiafulvalenes 14a,b, 18, 19 and 1,1′-bis(benzo-1,3-dithiol-2-ylidene)ethyl]ferrocene (15). Electrochemical properties of these new donor compounds were studied using cyclic voltammetry (CV) and UV-Vis spectra. CV and absorption spectra of the new compounds were studied in comparison with ferrocene (6) and dibenzo-tetrathiafulvalene DB-TTF 3. Two-electron and three-electron redox behaviors were observed as two waves. The absorption spectra showed a red-shift with a slight increase in the absorption intensities.
Synthesis of 1,3-Dithiol-2-yl and 1,3-Benzodithiol-2-yl Azides and Their Reaction with Trityl Salt
Nakayama, Juzo,Fujiwara, Kazuo,Hoshino, Masamatsu
, p. 2024 - 2025 (2007/10/02)
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