393770

1,3-Benzodithiolylium tetrafluoroborate

98%

• Sinónimos: BDTF
• Fórmula empírica (notación de Hill): C₇H₅BF₄S₂
• Número de CAS: 57842-27-0
• Peso molecular: 240.05
• Beilstein: 4731453
• Número MDL: MFCD00070613
• Código UNSPSC: 12352100
• ID de la sustancia en PubChem: 24864541
• NACRES: NA.22

Propiedades

• Ensayo: 98%
• Formulario: solid
• mp: 150 °C (dec.) (lit.)
• cadena SMILES: F[B-](F)(F)F.c1ccc2[s+]csc2c1
• InChI: 1S/C7H5S2.BF4/c1-2-4-7-6(3-1)8-5-9-7;2-1(3,4)5/h1-5H;/q+1;-1
• Clave InChI: CUSWPJQKCZMDPY-UHFFFAOYSA-N

Descripción

Descripción general

1,3-Benzodithiolylium tetrafluoroborate (BDTF, 1,3-BDYT) is an electrophilic compound. It is a salt of 1,3-benzodithiolylium ion.

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.

Aplicación

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.

Información de seguridad

• Pictogramas: GHS07
• Palabra de señalización: Warning
• Frases de peligro: H315,H319,H335
• Consejos de prudencia: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Clasificaciones de peligro: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Órganos de actuación: Respiratory system
• Código de clase de almacenamiento: 11 - Combustible Solids
• Clase de riesgo para el agua (WGK): WGK 3
• Equipo de protección personal: dust mask type N95 (US), Eyeshields, Gloves