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32001-55-1 molecular structure
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pyridine hydrofluoride

ChemBase ID: 8093
Molecular Formular: C5H6FN
Molecular Mass: 99.1062432
Monoisotopic Mass: 99.04842742
SMILES and InChIs

SMILES:
c1cnccc1.F
Canonical SMILES:
c1cccnc1.F
InChI:
InChI=1S/C5H5N.FH/c1-2-4-6-5-3-1;/h1-5H;1H
InChIKey:
GRJJQCWNZGRKAU-UHFFFAOYSA-N

Cite this record

CBID:8093 http://www.chembase.cn/molecule-8093.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
pyridine hydrofluoride
IUPAC Traditional name
pyridine hydrofluoride
Synonyms
Olah′s reagent
PPHF
Poly(pyridine fluoride)
Pyridinium poly(hydrogen fluoride)
Pyridinium polybifluoride
HF-Pyridine
Pyridine hydrofluoride
Hydrogen fluoride pyridine
Hydrogen fluoride/pyridine (55% HF)
Hydrogen fluoride-pyridine (70% HF)
Olah's Reagent
Hydrogen fluoride/pyridine (70% HF)
Hydrogen fluoride pyridine complex
pyridine hydrofluoride
HF-吡啶
氟化氢吡啶
吡啶氢氟酸盐
氟化氢吡啶络合物
CAS Number
32001-55-1
62778-11-4
MDL Number
MFCD00012436
Beilstein Number
4750151
Merck Index
146821
PubChem SID
160971400
24851101
PubChem CID
64774

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
H Acceptors H Donor
LogD (pH = 5.5) 0.6230428  LogD (pH = 7.4) 0.75354445 
Log P 0.7555734  Molar Refractivity 23.9011 cm3
Polarizability 9.4423685 Å3 Polar Surface Area 12.89 Å2
Rotatable Bonds Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Boiling Point
50°C/1mm expand Show data source
50°C/1mm expand Show data source
Flash Point
none°C expand Show data source
Density
1.1 expand Show data source
1.1 g/mL at 20 °C(lit.) expand Show data source
1.100 expand Show data source
Hydrophobicity(logP)
0.645 expand Show data source
Storage Warning
Moisture Sensitive expand Show data source
MOISTURE SENSITIVE, KEEP COLD, TOXIC, CORROSIVE expand Show data source
Toxic expand Show data source
Very Toxic/Corrosive/Keep Cold expand Show data source
European Hazard Symbols
Toxic Toxic (T) expand Show data source
Highly toxic Highly toxic (T+) expand Show data source
UN Number
1790 expand Show data source
UN1790 expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
German water hazard class
3 expand Show data source
Hazard Class
8 expand Show data source
Packing Group
1 expand Show data source
I expand Show data source
Risk Statements
26/27/28-35 expand Show data source
Safety Statements
26-28-36/37/39-45 expand Show data source
TSCA Listed
true expand Show data source
expand Show data source
GHS Pictograms
GHS05 expand Show data source
GHS06 expand Show data source
GHS Signal Word
Danger expand Show data source
GHS Hazard statements
H300-H310-H314-H330 expand Show data source
H300-H310-H330-H314-H318 expand Show data source
GHS Precautionary statements
P260-P264-P280-P284-P301 + P310-P302 + P350 expand Show data source
P260-P301+P310-P303+P361+P353-P304+P340-P305+P351+P338-P320-P330-P361-P405-P501A expand Show data source
Personal Protective Equipment
Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter expand Show data source
RID/ADR
UN 1790 8/PG 1 expand Show data source
Storage Temperature
-20°C expand Show data source
Purity
95% expand Show data source
ca 70% HF expand Show data source
Compostion
hydrogen fluoride, ~70% expand Show data source
pyridine, ~30% expand Show data source
Linear Formula
C5H5N · (HF)x expand Show data source

DETAILS

DETAILS

Apollo Scientific Apollo Scientific Sigma Aldrich Sigma Aldrich
Apollo Scientific Ltd - PC4828 external link
Convenient form of anhy. HF for hydrofluorination & halo-fluorination of alkenes and alkynes, ask for references.. Packaged in Nalgene bottles
Sigma Aldrich - 184225 external link
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.1,2Used together with hypervalent iodine(III) reagents for ipso-fluorination of para-substituted phenols providing cyclohexadienones.3 Employed with Selectfluor™ (Catalog No. 439479) for geminal fluorination of 2,2-diaryl-1,3-dithiolanes.4
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-difluorinationReagent 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

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Convenient form of anhydrous HF, showing increased reactivity in many reactions: J. Org. Chem., 44, 3872 (1979). Alkenes and alkynes undergo hydrofluorination; in the presence of NIS or NBS, iodo- or bromofluorination occurs: Synthesis, 779 (1973). Secondary and tertiary alcohols are converted to alkyl fluorides: Synthesis, 653 (1974). Diazotization of ɑ-amino acids in the presence of the reagent provides good yields of ɑ-fluoro acids: Synthesis, 654 (1974). Reaction with aryldiazonium salts or triazenes leads to aryl fluorides, providing a convenient alternative to the Balz-Schiemann reaction (see Tetrafluoroboric acid, L14037): J. Am. Chem. Soc., 97, 208 (1975); J. Chem. Soc., Chem. Commun., 914 (1979); Bull. Chem. Soc. Jpn., 63, 2058 (1990).
  • • In combination with nitrosonium tetrafluorborate, ketoximes are converted to gem-difluorides: Synlett, 425 (1994).
  • • For use in electrophilic electrochemical fluorination, see: J. Fluorine Chem., 83, 31 (1997).
  • • The reagent is also widely applied to the cleavage of a variety of silyl protecting groups including TBDMS, TES, TBDPS and TIPS: Synthesis, 453 (1986); J. Am .Chem. Soc., 112, 7001 (1990); for further discussion see: P. Kocienski, Protecting Groups, Thieme, Stuttgart (1994).
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PATENTS

PATENTS

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INTERNET

INTERNET

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