Selectfluor

Also known as 1-chloromethyl-4-fluoro-1,4-diazabicyclo[2.2.2]octane bis(tetrafluoroborate)

Selectfluor, a trademark of Air Products and Chemicals, is a reagent in chemistry that is used as a fluorine donor. This compound is a derivative of the nucleophillic base DABCO. It is a colourless salt that tolerates air and even water. It has been commercialized for use for electrophilic fluorination.

In the Vinony graph

Within Vinony's link graph, Selectfluor is referenced by 30 other articles, and connects out to chemistry, fluorine and International Standard Book Number.

It is catalogued under topics including Chembox image size set, Chloromethyl compounds and ECHA InfoCard ID from Wikidata.

Its subject is documented across 10 Wikipedia language editions.

Chemical data

Formula: C7H14B2ClF9N2
Molecular weight: 354.3 g/mol
IUPAC name: 1-(chloromethyl)-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane ditetrafluoroborate

via PubChem

Wikidata facts

Subclass of: chemical compound
Has part: boron
Mass: 354.089

Show 3 more facts

chemical formula: C₇H₁₄B₂ClF₉N₂
canonical SMILES: [B-](F)(F)(F)F.[B-](F)(F)(F)F.C1C[N+]2(CC[N+]1(CC2)CCl)F
Commons category: Selectfluor

Sources (4)

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Encyclopedic overview

7 sections

Contents

Preparation
Mechanism of fluorination
Applications
Specialized applications
Related reagents
References
Patents

==Preparation== 550px|F-TEDA-BF4 synthesis Selectfluor is synthesized by the N-alkylation of [[DABCO|diazabicyclo[2.2.2]octane (DABCO)]] with dichloromethane in a Menshutkin reaction, followed by ion exchange with sodium tetrafluoroborate (replacing the chloride counterion for the tetrafluoroborate). The resulting salt is treated with elemental fluorine and sodium tetrafluoroborate:

Excerpted from Wikipedia’s “Selectfluor” article, available under the CC BY-SA 4.0 licence.