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184225 Aldrich

Hydrogen fluoride pyridine

pyridine ~30 %, hydrogen fluoride ~70 %

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

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Properties

Related Categories Chemical Synthesis, Deprotecting Reagents, Fluoride Sources, Fluorination, Fluorination Reagents,
InChI Key   GRJJQCWNZGRKAU-UHFFFAOYSA-N
composition   hydrogen fluoride, ~70%
  pyridine, ~30%
density   1.1 g/mL at 20 °C(lit.)
storage temp.   −20°C

Description

General description

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

Packaging

25, 100 g in poly bottle

Application

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.

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

Legal Information

Selectfluor is a registered trademark of Air Products & Chemicals, Inc.

Sure/Pac is a trademark of Sigma-Aldrich Co. LLC

Price and Availability


Cross-Coupling Guide
Safety & Documentation
Protocols & Articles
Peer-Reviewed Papers
15

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