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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
grade:
for analytical purposes
form:
lumps
powder or crystals
Pricing and availability is not currently available.

grade

for analytical purposes

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

Signal Word

Danger

Hazard Statements

H301,H314

Hazard Classifications

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

Storage Class Code

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

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKCX3981
MKCQ5636
MKCQ2988
MKCN3916
MKCM3067

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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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    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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