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Merck
CN

681342

Potassium (bromomethyl)trifluoroborate

90%

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About This Item

Linear Formula:
BrCH2BF3K
CAS Number:
Molecular Weight:
200.84
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352103
MDL number:
Assay:
90%
Form:
solid
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Product Name

Potassium (bromomethyl)trifluoroborate, 90%

InChI

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

SMILES string

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

InChI key

AZDFPIRYUOCVCJ-UHFFFAOYSA-N

assay

90%

form

solid

mp

225-230 °C

functional group

bromo

Quality Level

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

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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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.

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