1,3-BENZODITHIOLYLIUM TETRAFLUOROBORATE

1,3-BENZODITHIOLYLIUM TETRAFLUOROBORATE Basic information
Product Name:1,3-BENZODITHIOLYLIUM TETRAFLUOROBORATE
Synonyms:1,3-BENZODITHIOL-2-YLIUM TETRAFLUOROBORATE;1,3-BENZODITHIOLYLIUM TETRAFLUOROBORATE;1,3-Benzodithiolylium tetrafluoroborate[Hydroxyl protecting agent];1,3-Benzodithiol-1-ium tetrafluoroborate 98%;bdtf;1,3-BENZODITHIOLYLIUM TETRAFLUOROBORATE 97%;1,3-Benzolithiolylium Tetrafluoroborate;Benzo[d][1,3]dithiol-1-ium tetrafluoroborate, BDTF
CAS:57842-27-0
MF:C7H5BF4S2
MW:240.05
EINECS:
Product Categories:Heterocyclic Compounds;Iodonium Sulfonium & Oxonium Compounds;Sulfonium Compounds;B (Classes of Boron Compounds);Biochemistry;Nucleosides, Nucleotides & Related Reagents;Protecting Agents for Hydroxyl and Amino Groups;Protecting Agents, Phosphorylating Agents & Condensing Agents;Protection & Derivatization Reagents (for Synthesis);Sulfur Compounds (for Synthesis);Synthetic Organic Chemistry;Tetrafluoroborates
Mol File:57842-27-0.mol
1,3-BENZODITHIOLYLIUM TETRAFLUOROBORATE Structure
1,3-BENZODITHIOLYLIUM TETRAFLUOROBORATE Chemical Properties
Melting point 150 °C (dec.) (lit.)
storage temp. Inert atmosphere,Room Temperature
form Solid
color Gray to brown
BRN 4731453
CAS DataBase Reference57842-27-0(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
RIDADR 1759
WGK Germany 3
8-10-21
Hazard Note Irritant
HazardClass 8
PackingGroup III
HS Code 2934999090
MSDS Information
ProviderLanguage
SigmaAldrich English
1,3-BENZODITHIOLYLIUM TETRAFLUOROBORATE Usage And Synthesis
Uses1,3-Benzodithiolylium tetrafluoroborate may be used in the synthesis of the following:
  • Dibenzotetrathiafulvalene by reacting with 1,8-diazabicyclo[5.4.0]undec-7-ene.
  • Substituted arylcarbenium ions by reacting with boronic derivatives.
  • α-(1,3-benzodithiol-2-ylidene) ketones and 1,3-benzodithiole by reacting with ketones.
  • 2-styryl-1,3-benzodithioles by reacting with styryl-type cobaloximes.
  • 2-(3-indolyl)-1,3-benzodithiolylium tetrafluoroborate by reacting with indole.
  • 2-(1,3-benzodithiol-2-ylidene)-3,5-cyclohexadien-1-ones and 4-(1,3-benzodithiol-2-ylidene)-2,5-cyclohexadien-1-ones by reacting with 2,4- and 2,6-disubstituted phenols.
General Description1,3-Benzodithiolylium tetrafluoroborate is a carbenium ionic compound. It has been 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., The nature of adsorption of 1,3-benzodithiolylium tetrafluoroborate on various carbon nanotubes (CNTs) has been studied. 1,3-Benzodithiolylium tetrafluoroborate reacts with different nucleophilic reagents at the 2-position to form the respective 1,3-benzodithioles.
1,3-BENZODITHIOLYLIUM TETRAFLUOROBORATE Preparation Products And Raw materials
Raw materialsAcetic anhydride-->Carbon disulfide-->Fluoroboric acid-->Anthranilic acid-->3-Methyl-1-butanol-->Isoamyl nitrite
Preparation Products1,2-BENZENEDISULFONYL DICHLORIDE
TRIMETHYLSULFONIUM HYDROXIDE 1,3-BENZODITHIOLYLIUM TETRAFLUOROBORATE

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