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184225

Hydrogen fluoride pyridine

pyridine ~30 %, hydrogen fluoride ~70 %

Synonym(s):

HF-Pyridine, Olah′s reagent, PPHF, Poly(pyridine fluoride), Pyridine hydrofluoride, Pyridinium poly(hydrogen fluoride), Pyridinium polybifluoride

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About This Item

UNSPSC Code:
12352301
NACRES:
NA.22
PubChem Substance ID:
24851101
MDL number:
MFCD00012436
Beilstein/REAXYS Number:
4750151
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form

liquid

Quality Level

200

composition

hydrogen fluoride, ~70% , pyridine, ~30%

density

1.1 g/mL at 20 °C (lit.)

storage temp.

−20°C

SMILES string

F[H].c1ccncc1

InChI

1S/C5H5N.FH/c1-2-4-6-5-3-1;/h1-5H;1H

InChI key

GRJJQCWNZGRKAU-UHFFFAOYSA-N

General description

May contain or form low levels of calcium fluoride during storage. Presence of this does not impact the specification values.

Application

Reactant for preparation of:
  • Epimers of shikimic acid with the features of fucosylated glycans via zinc-mediated reductive ring opening followed by a Barbier reaction
  • Vaccinia H1-related (VHR) phosphatase inhibitor with a nonacidic phosphate-mimicking core structure
  • Candidates for nucleic acid drugs
  • ω-substituted gem-difluoroalkanes by oxidative desulfurization-difluorination

Reagent for:
  • Halofluorination reactions
Convenient form of anhydrous HF, stable up to 50°C. Has been used for the preparation of β-fluoroamines from amino alcohols and for the fluorination of acetylenes.
Used together with hypervalent iodine(III) reagents for ipso-fluorination of para-substituted phenols providing cyclohexadienones. Employed with Selectfluor® (Catalog No. 439479) for geminal fluorination of 2,2-diaryl-1,3-dithiolanes.

Legal Information

Selectfluor is a registered trademark of Merck KGaA, Darmstadt, Germany

pictograms

Skull and crossbonesCorrosion
GHS06,GHS05

signalword

Danger

Hazard Classifications

Acute Tox. 1 Dermal - Acute Tox. 2 Inhalation - Acute Tox. 2 Oral - Eye Dam. 1 - Skin Corr. 1A

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

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