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747157

Sigma-Aldrich

Potassium pentafluroroethyltrifluoroborate

95%

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Empirical Formula (Hill Notation):
C2BF8K
CAS Number:
Molecular Weight:
225.92
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

95%

form

solid

mp

252-257 °C

storage temp.

2-8°C

SMILES string

F[B-](F)(F)C(F)(F)C(F)(F)F.[K+]

InChI

1S/C2BF8.K/c4-1(5,2(6,7)8)3(9,10)11;/q-1;+1

InChI key

PSJPJAFBTMLFFX-UHFFFAOYSA-N

Related Categories

Application

Organotrifluoroborate involved in:
  • Suzuki Miyaura cross-coupling reactions, and polymerization reactions
  • Synthesis of photonic crystals
  • Synthesis of sensitizers for dye-sensitized solar cells
  • Mannich / diastereoselective hydroamination reaction sequence

Organotrifluoroborates as versatile and stable boronic acid surrogates

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Gary A Molander et al.
Journal of the American Chemical Society, 130(47), 15792-15793 (2008-11-05)
A method was developed for the hydroboration of alkenyl-containing organotrifluoroborates to generate dibora intermediates. The reactivity differences between organotrifluoroborates and trialkylboranes facilitated the cross-coupling of the borane moiety of these intermediates in a highly chemoselective fashion with aryl halides, leaving
Jenny M Baxter Vu et al.
Organic letters, 13(15), 4056-4059 (2011-07-14)
A new two-step synthesis of highly substituted pyrrolidines has been developed. Chiral silane Lewis acid promoted enantioselective Mannich reactions of silyl ketene imines with acylhydrazones may be used to access bishomoallylic benzoic hydrazides that in turn may be cyclized to
R. Grisorio;
Journal of Polymer Science: Part A, General Papers, 49, 842-847 (2011)
S. Achelle;
Journal of Polymer Science: Part A, General Papers, 48, 2659-2665 (2010)
Emilio Alacid et al.
The Journal of organic chemistry, 74(6), 2321-2327 (2009-02-17)
Potassium vinyl and alkenyltrifluoroborates are cross-coupled with aryl and heteroaryl bromides using 1 mol % Pd loading of 4-hydroxyacetophenone oxime derived palladacycle or Pd(OAc)2 as precatalysts, K2CO3 as base, and TBAB as additive and water reflux under conventional or microwave

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