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
- 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 Chemical Properties
- Melting point:
- 150 °C (dec.) (lit.)
- storage temp.
- Inert atmosphere,Room Temperature
- solubility
- sol MeCN and DMF (slowly reacts); insol ether.
- form
- Solid
- color
- Gray to brown
- BRN
- 4731453
- CAS DataBase Reference
- 57842-27-0(CAS DataBase Reference)
MSDS
- Language:English Provider:SigmaAldrich
1,3-BENZODITHIOLYLIUM TETRAFLUOROBORATE Usage And Synthesis
Uses
1,3-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.
Preparation
Preparative Method of 1,3-Benzodithiolylium tetrafluoroborate: treatment of 2-(3-methylbutoxy)-1,3-benzodithiole with Tetrafluoroboric Acid in Acetic Anhydride at 0 °C.
General Description
1,3-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.
storage
1,3-Benzodithiolylium tetrafluoroborate can be stored in the absence of moisture and light; no toxicity data is currently available; 1,3-benzodithiol-1-ium perchlorate [32283-21-9] is also known, but poses a risk of explosion.
Purification Methods
1,3-Benzodithiolylium tetrafluoroborate is recrystallized from acetic acid or acetonitrile/ether.
1,3-BENZODITHIOLYLIUM TETRAFLUOROBORATE Preparation Products And Raw materials
Raw materials
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