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Merck
CN

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:
MDL number:
Beilstein/REAXYS Number:
4750151
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form

liquid

Quality Level

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

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


pictograms

Skull and crossbonesCorrosion

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

Regulatory Information

监管及禁止进口产品

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Journal of Fluorine Chemistry, 37, 343-343 (1987)
Tetrahedron Letters, 32, 69-69 (1991)
Tetrahedron, 60, 6629-6629 (2004)



Global Trade Item Number

SKUGTIN
184225-25G04061838756589
184225-100G04061838756572