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Sigma-Aldrich

Potassium indole-6-trifluoroborate

95%

Synonym(s):

Potassium 6-indolyltrifluoroborate, Potassium indolyl-6-trifluoroborate

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About This Item

Empirical Formula (Hill Notation):
C8H6BF3KN
Molecular Weight:
223.04
MDL number:
MFCD09993210
UNSPSC Code:
12352103
PubChem Substance ID:
329764049
NACRES:
NA.22

assay

95%

form

powder

mp

297-302 °C

SMILES string

[K+].F[B-](F)(F)c1ccc2cc[nH]c2c1

InChI

1S/C8H6BF3N.K/c10-9(11,12)7-2-1-6-3-4-13-8(6)5-7;/h1-5,13H;/q-1;+1

InChI key

QRRROZIXUXOCTN-UHFFFAOYSA-N

Application

Potassium indole-6-trifluoroborate can be used as a reactant to prepare:
  • Indole derivatives by reacting with various aryl halides via palladium-catalyzed Suzuki-Miyaura cross-coupling reaction.
  • (1H-indol-6-yl)boronic acid by hydrolysis using silica gel and water.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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’.

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Efficient hydrolysis of organotrifluoroborates via silica gel and water
Molander GA, et al.
The Journal of Organic Chemistry, 74(19), 7364-7369 (2009)
Scope of the Suzuki- Miyaura cross-coupling reactions of potassium heteroaryltrifluoroborates
Molander GA, et al.
The Journal of Organic Chemistry, 74(3), 973-980 (2009)

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