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659274

Sigma-Aldrich

Potassium allyltrifluoroborate

95%

Synonym(s):

Potassium trifluoro(prop-2-enyl)borate

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About This Item

Empirical Formula (Hill Notation):
C3H5BF3K
CAS Number:
233664-53-4
Molecular Weight:
147.98
MDL number:
MFCD07368222
UNSPSC Code:
12352103
PubChem Substance ID:
24884410
NACRES:
NA.22

Assay

95%

form

solid

mp

>300 °C

SMILES string

[K+].F[B-](F)(F)CC=C

InChI

1S/C3H5BF3.K/c1-2-3-4(5,6)7;/h2H,1,3H2;/q-1;+1

InChI key

TVPZAMJXLCDMIT-UHFFFAOYSA-N

Application

Organotrifluoroborate involved in:
  • Catalytic allylboration
  • Stereoselective nucleophilic addition
  • Pd-catalyzed heterocyclizations
  • Oxidation reactions and Oxidative Mannich reactions
  • Cross-coupling reactions

Organotrifluoroborates as versatile and stable boronic acid surrogates.

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H315,H318,H335

Hazard Classifications

Eye Dam. 1 - 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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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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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