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Sigma-Aldrich

Potassium 1-Boc-1H-indole-5-trifluoroborate

97%

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About This Item

Empirical Formula (Hill Notation):
C13H14BF3KNO2
CAS Number:
1050440-92-0
Molecular Weight:
323.16
MDL number:
MFCD18910713
UNSPSC Code:
12352103
PubChem Substance ID:
329765282
NACRES:
NA.22

assay

97%

form

solid

mp

190-195 °C

SMILES string

[K+].CC(C)(C)OC(=O)n1ccc2cc(ccc12)[B-](F)(F)F

InChI

1S/C13H14BF3NO2.K/c1-13(2,3)20-12(19)18-7-6-9-8-10(14(15,16)17)4-5-11(9)18;/h4-8H,1-3H3;/q-1;+1

InChI key

WQXAJDXDSOGMRW-UHFFFAOYSA-N

Application

Potassium 1-Boc-1H-indole-5-trifluoroborate can be used as a substrate in:
  • The cross-coupling reaction of 2(chloromethyl)-2,1-borazaronaphthalenes with trifluoroborates.
  • Fluorination reactions of potassium salts of aryl and heteroaryl trifluoroborates.
  • Nitrosation reactions of potassium trifluoroborates using nitrosonium tetrafluoroborate.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Skin Irrit. 2

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKBG6891

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Silver-mediated fluorination of potassium aryltrifluoroborates with Selectfluor
Dubbaka SR, et al.
Tetrahedron, 70(51), 9676-9681 (2014)
Accessing 2-(Hetero) arylmethyl-,-allyl-, and-propargyl-2, 1-borazaronaphthalenes: Palladium-Catalyzed Cross-Couplings of 2-(Chloromethyl)-2, 1-borazaronaphthalenes
Molander GA, et al.
Organic Letters, 16(22), 6024-6027 (2014)
Gary A Molander et al.
The Journal of organic chemistry, 77(9), 4402-4413 (2012-04-25)
Organotrifluoroborates have emerged as an alternative to toxic and air- and moisture-sensitive organometallic species for the synthesis of functionalized aryl and heteroaryl compounds. It has been shown that the trifluoroborate moiety can be easily converted into a variety of different

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