Skip to Content
Merck
All Photos(3)

Key Documents

View All Documentation

681342

Sigma-Aldrich

Potassium (bromomethyl)trifluoroborate

90%

Sign Into View Organizational & Contract Pricing
All Photos(3)

About This Item

Linear Formula:
BrCH2BF3K
CAS Number:
888711-44-2
Molecular Weight:
200.84
MDL number:
MFCD09265154
UNSPSC Code:
12352103
PubChem Substance ID:
24885633
NACRES:
NA.22

Quality Level

100

Assay

90%

form

solid

mp

225-230 °C

functional group

bromo

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
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
WXBC7305V
MKBD7450V
MKBD7450
64696DM
MKBB6053

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

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

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.

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