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
• CAS Number: 62778-11-4
• Beilstein: 4750151
• MDL number: MFCD00012436
• UNSPSC Code: 12352301
• PubChem Substance ID: 24851101
• NACRES: NA.22

Properties

• form: liquid
• 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

Description

General description

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

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 Merck KGaA, Darmstadt, Germany

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

Safety Information

• Pictograms: GHS06,GHS05
• Signal Word: Danger
• Hazard Statements: H300 + H310 + H330,H314
• Precautionary Statements: P260 - P270 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 1 Dermal - Acute Tox. 2 Inhalation - Acute Tox. 2 Oral - Eye Dam. 1 - Skin Corr. 1A
• Storage Class Code: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• WGK: WGK 2
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves