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239283

Sigma-Aldrich

Potassium hydrogenfluoride

99%

Synonym(s):

Potassium bifluoride, Potassium hydrogen difluoride

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About This Item

Linear Formula:
KHF2
CAS Number:
7789-29-9
Molecular Weight:
78.10
EC Number:
232-156-2
MDL number:
MFCD00011403
UNSPSC Code:
12352300
PubChem Substance ID:
329752525
NACRES:
NA.55

assay

99%

form

lumps
powder or crystals

mp

239 °C (lit.)

density

2.37 g/mL at 25 °C (lit.)

SMILES string

[F-].[K+].F[H]

InChI

1S/2FH.K/h2*1H;/q;;+1/p-1

InChI key

VBKNTGMWIPUCRF-UHFFFAOYSA-M

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Application

  • Synthesis of 4′-deoxy-4′-fluorokanamycin A and B: This study discusses the synthetic applications of Potassium hydrogenfluoride in the development of fluorinated antibiotics, highlighting its role in selective fluorination processes (Takahashi Y et al., 1992).
  • Reaction of 2-deoxy-6-O-[2,3-dideoxy-4,6-O-isopropylidene-2,3-(N-tosylepimino)-alpha-D-mannopyranosyl]-4,5-O-isopropylidene-1,3-di-N-tosylstreptamine with potassium hydrogenfluoride: This article explores the chemical behavior of Potassium hydrogenfluoride under specific synthetic conditions, providing insights into its role in complex organic transformations (Kobayashi Y et al., 1992).
  • A synthetic study of methyl 3-deoxy-3-fluoro-alpha-D-glucopyranosides from methyl 2,3-anhydro-alpha-D-allopyranosides, and synthesis of 3′-deoxy-3′-fluorokanamycin A and 3′-chloro-3′-deoxykanamycin A: This research delves into the synthesis of modified sugars using Potassium hydrogenfluoride, illustrating its utility in the creation of novel glycoside structures, which are important in drug development (Umemura E et al., 1992).

pictograms

Skull and crossbonesCorrosion
GHS06,GHS05

signalword

Danger

hcodes

H301,H314

Hazard Classifications

Acute Tox. 3 Oral - Eye Dam. 1 - Skin Corr. 1B

Storage Class

6.1B - Non-combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

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Potassium Hydrogen Fluoride.
Molander GA, et al.
e-EROS Encyclopedia of Reagents for Organic Synthesis. (2012)
Reaction of 2-deoxy-6-O-[2,3-dideoxy-4,6-O-isopropylidene-2,3- (N-tosylepimino)-alpha-D-mannopyranosyl]-4,5-O-isopropylidene-1,3-di-N- tosylstreptamine with potassium hydrogenfluoride.
Y Kobayashi et al.
Carbohydrate research, 229(2), 363-368 (1992-05-22)
Gary A Molander et al.
The Journal of organic chemistry, 73(17), 6841-6844 (2008-08-07)
A number of alkynyl pinacolboronates bearing various functional groups were synthesized according to literature methods. These were then stereoselectively reduced to the cis-alkenyl pinacolboronates via hydroboration with dicyclohexylborane followed by chemoselective protodeboronation using acetic acid. Treatment with potassium hydrogen fluoride
Zhibo Liu et al.
Nature protocols, 10(9), 1423-1432 (2015-08-28)
Herein we present a general protocol for the functionalization of biomolecules with an organotrifluoroborate moiety so that they can be radiolabeled with aqueous (18)F fluoride ((18)F(-)) and used for positron emission tomography (PET) imaging. Among the β(+)-emitting radionuclides, fluorine-18 ((18)F)
Matthew J Hesse et al.
Angewandte Chemie (International ed. in English), 51(50), 12444-12448 (2012-11-07)
E-allylic boronic esters undergo a highly diastereoselective protodeboronation with TBAF⋅3 H(2)O to give Z-trisubstituted alkenes. The selectivity can be switched to give predominantly the E-alkene instead by using KHF(2)/TsOH (see scheme). The utility of the methodology has been illustrated in a

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