Cookies disclaimer

Estoy de acuerdo utilizamos cookies para mejorar la experiencia de navegación del usuario y para estudiar cómo se utiliza nuestro sitio web. si navega por nuestro sitio web, estará aceptando el uso de las cookies en las condiciones establecidas en la presente política de cookies. esta política puede ser actualizada, por lo que le invitamos a revisarla de forma regular

140681-55-6 - 1-Chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate), 98+% - F-TEDA-BF4 - L17003 - Alfa Aesar

L17003 1-Chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate), 98+%

Número CAS
140681-55-6
Nombre Alternativo
F-TEDA-BF4

Tamaño Precio ($) Cantidad Disponibilidad
5g 41,70
25g 135,00
Añadir al carrito Añadir al presupuesto al por mayor Ver artículo

1-Chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate), 98+%

MDL
MFCD00142607
EINECS
414-380-4

Propiedades químicas

Fórmula
C7H14B2ClF9N2
Peso molecular
354.26
Punto de fusión
ca 250° dec.
Solubilidad
Soluble in water, acetonitrile, alcohol, acetone, dimethylformamide, pyridine and dimethylsulfoxide.

Aplicaciones

1-Chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate) is used as a reagent for electrophilic fluorination and also acts as a selective oxidizing agent. It is a highly effective and versatile source of electrophilic fluorine and also used in the synthesis of organofluorine.

Notas

Moisture sensitive. Incompatible with strong oxidizing agents, reducing agents, strong acids and bases.

Referencias documentales

SELECTFLUOR is a registered trademark of Air Products & Chemicals Inc.

Water- and organic-soluble reagent developed by R. E. Banks and co-workers for electrophilic fluorination of a variety of substrates under mild conditions: USP 5,086,178 (1992 to Air Products & Chemicals, Inc.); review: J. Fluorine Chem., 87, 1 (1998). In acetonitrile, activated aromatics can be fluorinated in good yield: J. Chem. Soc., Perkin 1., 2069 (1996). Less active substrates can be fluorinated in the presence of triflic acid: Israel J. Chem., 39, 207 (1999). In acetonitrile, vinylsilanes undergo fluorodesilylation to give vinyl fluorides with retention of configuration: Chem. Commun., 233 (2001).

Stabilized carbanions can be selectively mono- or difluorinated: J. Chem. Soc., Chem. Commun., 343 (1994); Tetrahedron, 51, 3587 (1995). Fluorinated steroids have been prepared from enol acetates or silyl enol ethers: J. Org. Chem., 58, 2791 (1993). 5-Fluoropyrimidine nucleosides can be obtained by treatment of protected nucleosides with the reagent in the presence of water or methanol, followed by elimination of the resulting fluorohydrin derivative: J. Org. Chem., 60, 7340 (1995).

For use in the synthesis of fluorinated carbohydrates by reaction with glycals, see: J. Am. Chem. Soc., 119, 11743 (1997); J. Org. Chem., 64, 5264 (1999).

For application to N-fluorination of amines, see: Chem. Commun., 1196 (2001). Review of mechanistic insight and applicatio ns of the reaAngew. Chem. Int Ed., 44, 192 (2005). Brief feature on uses in synthesis: Synlett, 807 (2006). Review of electrophilic N-F fluorinating agents: Chem. Rev., 96, 1737 (1996).

Laali, K. K.; Jamalian, A.; Zhao, C. Reaction of Selectfluor (F-TEDA-BF4) with chloromethylated-DABCO monocation salts (X= BF4, NTf2) and other nitrogen bases (Et3N; piperidine; basic ionic liquid); unexpected formation of symmetrical [N- H- N]+ trication salts. Tetrahedron Lett. 2014, 55 (49), 6643-6646.

Reddy, A. S.; Laali, K. K. Mild and selective α-fluorination of carbonyl compounds (ketones, 1, 3-diketones, β-ketoesters, α-nitroketones, and β-ketonitriles) with Selectfluor (F-TEDA-BF 4) in imidazolium ILs [BMIM/PF6 or BMIM/NTf2] with Brønsted-acidic IL [PMIM (SO3H)/OTf] as promoter. Tetrahedron Lett. 2015, 56 (41), 5495-5499.

Indicaciones de peligro y de precaución del GHS

Indicaciones de peligro (UE): H302-H318-H317

Harmful if swallowed. Causes serious eye damage. May cause an allergic skin reaction.

Indicaciones de precaución: P261-P273-P280-P270-P305+P351+P338

Avoid breathing dust/fume/gas/mist/vapours/spray. Avoid release to the environment. Wear protective gloves/protective clothing/eye protection/face protection. Do not eat, drink or smoke when using this product. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.

Otras referencias

Clase de peligro
4.2
Grupo de embalaje
II
Código de tarifa arancelaria unificado
2933.59
TSCA
Yes

Recomendado

Visto recientemente

Productos químicos

Ciencias de la vida

Metales & materiales

Catalizadores

Análisis y material de laboratorio