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Merck
CN

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
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Quality Level

assay

≥99%

form

powder

mp

348-350 °C

SMILES string

[K+].F[B-](F)(F)C1CC1

InChI

1S/C3H5BF3.K/c5-4(6,7)3-1-2-3;/h3H,1-2H2;/q-1;+1

InChI key

CFMLURFHOSOXRC-UHFFFAOYSA-N

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.


signalword

Danger

hcodes

pictograms

Health hazard

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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Articles

Bench-stable Potassium Organotrifluoroborates enable diverse C-C bond formation reactions.


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



Global Trade Item Number

SKUGTIN
662984-1G04061826263112
662984-5G04061833357934