Skip to Content
Merck
All Photos(3)

Documents

681342

Sigma-Aldrich

Potassium (bromomethyl)trifluoroborate

90%

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
BrCH2BF3K
CAS Number:
Molecular Weight:
200.84
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

90%

form

solid

mp

225-230 °C

SMILES string

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

InChI

1S/CH2BBrF3.K/c3-1-2(4,5)6;/h1H2;/q-1;+1

InChI key

AZDFPIRYUOCVCJ-UHFFFAOYSA-N

Application

Organotrifluoroborate involved in:
  • Suzuki-Miyaura cross-coupling reactions
  • Synthesis of functionalized ethyltrifluoroborates
  • SN2 displacement with alkoxides

Organotrifluoroborates as versatile and stable boronic acid surrogates.
Versatile starting material for preparation of a variety of functionalized substrates for Suzuki coupling.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - 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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Gary A Molander et al.
Organic letters, 8(13), 2767-2770 (2006-06-16)
[reaction: see text] We have successfully prepared potassium azidoalkyltrifluoroborates from the corresponding halogen compounds in 94-98% yields through a nucleophilic substitution reaction with NaN(3). In the presence of various alkynes and Cu(I) as a catalyst, these azidotrifluoroborates easily formed 1,4-disubstituted

Articles

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

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service