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About This Item
Empirical Formula (Hill Notation):
C2BF8K
CAS Number:
Molecular Weight:
225.92
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22
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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:
Organotrifluoroborates as versatile and stable boronic acid surrogates
- 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
Signal Word
Warning
Hazard Statements
Precautionary Statements
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
Certificates of Analysis (COA)
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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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