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Sigma-Aldrich

Potassium cyclopropyltrifluoroborate

≥99%

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About This Item

Empirical Formula (Hill Notation):
C3H5BF3K
CAS Number:
1065010-87-8
Molecular Weight:
147.98
MDL number:
MFCD09265031
UNSPSC Code:
12352103
PubChem Substance ID:
24884175
NACRES:
NA.22

Quality Level

100

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

Related Categories

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.

Pictograms

Health hazard
GHS08

Signal Word

Danger

Hazard Statements

H360FD

Hazard Classifications

Repr. 1B

Storage Class Code

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

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.

EU REACH SVHC Candidate List

CAS No.

EU REACH Annex XVII (Restriction List)

CAS No.

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Certificates of Analysis (COA)

Lot/Batch Number
SHBJ7063
SHBF0670V
36996BP
46196PM
35696LM

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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

Potassium Organotrifluoroborates

These bench stable Potassium Organotrifluoroborates are useful for Suzuki-Miyaura cross-coupling reactions and have also been used for a variety of other C-C bond forming reactions. Importantly, these reagents are compatible with a wide range of functional groups and are stable to many commonly used and harsh reaction conditions.

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