662984
Potassium cyclopropyltrifluoroborate
≥99%
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About This Item
Empirical Formula (Hill Notation):
C3H5BF3K
CAS Number:
Molecular Weight:
147.98
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352103
MDL number:
Assay:
≥99%
Form:
powder
assay
≥99%
form
powder
InChI
1S/C3H5BF3.K/c5-4(6,7)3-1-2-3;/h3H,1-2H2;/q-1;+1
SMILES string
[K+].F[B-](F)(F)C1CC1
InChI key
CFMLURFHOSOXRC-UHFFFAOYSA-N
mp
348-350 °C
Quality Level
General description
May contain 5-10% cyclopropylboronic acid
Application
Organotrifluoroborate involved in Suzuki-Miyaura cross-coupling reactions
Organotrifluoroborates as versatile and stable boronic acid surrogates.
Organotrifluoroborates as versatile and stable boronic acid surrogates.
signalword
Danger
hcodes
Hazard Classifications
Repr. 1B
Storage Class
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Charette, A. B. et al.
Synlett, 1779-1779 (2005)
Guo-Hua Fang et al.
Organic letters, 6(3), 357-360 (2004-01-30)
[reaction: see text] Stereospecific cyclopropanation of alkenylboronic esters of pinacol followed by in situ treatment with excess KHF(2) afforded the corresponding potassium cyclopropyl trifluoroborates in high yields, which then underwent Suzuki-Miyaura cross-coupling reactions with aryl bromides to give cyclopropyl-substituted arenes
Articles
Bench-stable Potassium Organotrifluoroborates enable diverse C-C bond formation reactions.
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