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710881

Sigma-Aldrich

Potassium phenoxymethyltrifluoroborate

contains 20% KBr, 97%

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About This Item

Empirical Formula (Hill Notation):
C7H7BF3KO
CAS Number:
1027642-30-3
Molecular Weight:
214.03
MDL number:
MFCD10566516
UNSPSC Code:
12352103
PubChem Substance ID:
329763018
NACRES:
NA.22

Assay

97%

form

solid

contains

20% KBr

mp

>300 °C

SMILES string

[K+].F[B-](F)(F)COc1ccccc1

InChI

1S/C7H7BF3O.K/c9-8(10,11)6-12-7-4-2-1-3-5-7;/h1-5H,6H2;/q-1;+1

InChI key

OVYSNXCRBZPJIG-UHFFFAOYSA-N

General description

Potassium phenoxymethyltrifluoroborate is a stable boronic acid surrogate useful for Suzuki-Miyaura cross-coupling reactions and other C-C bond forming reactions.

Application

Organotrifluoroborates as versatile and stable boronic acid surrogates.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Precautionary Statements

P261 - P305 + P351 + P338

Hazard Classifications

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

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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Preparation of potassium alkoxymethyltrifluoroborates and their cross-coupling with aryl chlorides
Molander GA and Canturk B
Organic Letters, 10(11), 2135-2138 (2008)
Aryloxymethyltrifluoroborates for rhodium-catalyzed asymmetric conjugate Arylation. o-methoxyarylation through 1, 4-rhodium shift
Ming J and Hayashi T
Organic Letters, 18(24), 6452-6455 (2016)

Articles

Potassium Organotrifluoroborates

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

Potassium Organotrifluoroborates

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

Potassium Organotrifluoroborates

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

Potassium Organotrifluoroborates

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

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