Substance
ID:737937
Names and Identifiers
IUPAC Traditional name
pyridine hydrofluoride
IUPAC name
pyridine hydrofluoride
Synonyms
Olah's ReagentHydrogen fluoride pyridine complex氟化氢吡啶络合物Pyridinium poly(hydrogen fluoride)
Registration numbers
MDL Number
CAS Number
Beilstein Number
Merck Index
Properties
Safety Information
GHS Pictograms
Corrosive to metals, category 1
Skin corrosion, categories 1A,1B,1C
Serious eye damage, category 1
Acute toxicity (oral, dermal, inhalation), categories 1,2,3
European Hazard Symbols
Highly toxic (T+)Packing Group
I
GHS Hazard statements
H300-H310-H330-H314-H318
GHS Precautionary statements
P260-P301+P310-P303+P361+P353-P304+P340-P305+P351+P338-P320-P330-P361-P405-P501A
Risk Statements
26/27/28-35
Hazard Class
8
UN Number
UN1790
Storage Warning
Moisture Sensitive
Safety Statements
26-28-36/37/39-45
TSCA Listed
否
Product Information
Purity
ca 70% HF
Physical Property
Density
1.100
Boiling Point
50°C/1mm
Molecule Details
No Data Available
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Molecular Spectra
No Data Available
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References
• In combination with nitrosonium tetrafluorborate, ketoximes are converted to gem-difluorides: Synlett, 425 (1994).
• 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).
• 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).