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747157

Sigma-Aldrich

Potassium pentafluroroethyltrifluoroborate

95%

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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

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

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
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

747157-BULK:
747157-10G:
747157-VAR:
747157-1G:

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
Roberto Grisorio et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 16(27), 8054-8061 (2010-06-04)
The mechanism of the Suzuki-Heck (SuHe) polymerisation of 2,7-dibromo-9,9-di(n-dodecyl)fluorene (1) with potassium vinyl trifluoroborate (PVTB) for the synthesis of poly(fluorenylene vinylene)s (PFVs) has been investigated. In the first stage, a palladium-catalysed chain-growth AA/B(C)-type polycondensation occurs, as evidenced by the linear
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
S. Achelle;
Journal of Polymer Science: Part A, General Papers, 48, 2659-2665 (2010)
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
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