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747157

Sigma-Aldrich

Potassium pentafluroroethyltrifluoroborate

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1 G
$224.75

About This Item

Empirical Formula (Hill Notation):
C2BF8K
CAS Number:
476639-90-4
Molecular Weight:
225.92
MDL number:
MFCD17214187
UNSPSC Code:
12352103
PubChem Substance ID:
329765814
NACRES:
NA.22

$224.75

List Price$282.00Save 20%
Web-Only Promotion

Available to ship onApril 29, 2025Details

Request a Bulk Order

Quality Level

100

assay

95%

form

solid

mp

252-257 °C

functional group

fluoro

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

Application

Organotrifluoroborate involved in:
  • Suzuki Miyaura cross-coupling reactions[1], [2] and polymerization reactions[3]
  • Synthesis of photonic crystals[4]
  • Synthesis of sensitizers for dye-sensitized solar cells[5]
  • Mannich / diastereoselective hydroamination reaction sequence[6]

Organotrifluoroborates as versatile and stable boronic acid surrogates

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKCT0081
MKBV0943V
MKBT7229V
MKBQ3517V

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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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