1-(Chloromethyl)-4-fluoro-1,4-diazabicyclo[2.2.2]octane-1,4-diium tetrafluoroborate, CAS No. 140681-55-6

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140681-55-6

Catalog No. EBD26018

CAS 140681-55-6

Name 1-(Chloromethyl)-4-fluoro-1,4-diazabicyclo[2.2.2]octane-1,4-diium tetrafluoroborate

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Basic Information

Synonyms: Selectfluor Selectfluorfluorinatingreagent 1-Chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octanebis(tetrafluoroborate) SELECTFLUORF-TEDA-BF4 1-(Chloromethyl)-4-fluoro-1,4-diazabicyclo[2.2.2]octane-1,4-diiumtetrafluoroborate Selectfluorfluorinatingreagent(Selectfluor) n-chloromethyl-n'-fluorotriethylenediammoniumbis(tetrafluoroborate)

Molecular Formula: C7H14B2ClF9N2

Molecular Weight: 354.26

MDL Number: MFCD00142607

Categories: Synthetic Chemistry > Basic Synthetic Reagents > Halogenation Reagents

Product Description:

1-(Chloromethyl)-4-fluoro-1,4-diazabicyclo[2.2.2]octane-1,4-diium tetrafluoroborate is a quaternary ammonium salt featuring a bicyclic [2.2.2]octane core with both chloromethyl and fluoro substituents, paired with two tetrafluoroborate counterions. It is a highly reactive, electrophilic fluorinating and chlorinating reagent, often referred to as a "Selectfluor" derivative. This compound is primarily utilized in organic synthesis as a versatile halogenation agent, enabling the introduction of fluorine or chlorine atoms into organic molecules under mild conditions. Its mechanism involves the transfer of the electrophilic halogen (F_ or Cl_) to nucleophilic substrates, such as alkenes, aromatics, or enolates, making it valuable for constructing fluorinated pharmaceuticals, agrochemicals, and functional materials. Due to its high reactivity and stability as a crystalline solid, it is widely employed in research laboratories for late-stage functionalization and the development of novel synthetic methodologies. It should be handled with care due to its potential as an oxidizer and irritant.

Physical Properties

Melting Point: 260 °C(lit.)

Solubility: soluble

Storage: 2-8°C

Safety Information

Packing Level: II

Hazard Category: 4.2

Transport Codes: 3088

Analytical Data

Appearance: white powder.