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Trimethyloxonium tetrafluoroborate information


Trimethyloxonium tetrafluoroborate
Structural formula of trimethyloxonium tetrafluoroborate
Ball-and-stick models of the component ions of trimethyloxonium tetrafluoroborate
Names
IUPAC name
Trimethyloxonium tetrafluoroborate
Other names
Meerwein's salt
Trimethyloxonium fluoroborate
Identifiers
CAS Number
  • 420-37-1 checkY
3D model (JSmol)
  • Interactive image
ChemSpider
  • 2016863
ECHA InfoCard 100.006.360 Edit this at Wikidata
PubChem CID
  • 2735153
UNII
  • BFC3NMU8S8 checkY
CompTox Dashboard (EPA)
  • DTXSID20883377 Edit this at Wikidata
InChI
  • InChI=1S/C3H9O.BF4/c1-4(2)3;2-1(3,4)5/h1-3H3;/q+1;-1
    Key: CZVZBKHWOFJNCR-UHFFFAOYSA-N
SMILES
  • F[B-](F)(F)F.[O+](C)(C)C
Properties
Chemical formula
[(CH3)3O]+[BF4]
Molar mass 147.91 g·mol−1
Appearance White solid
Melting point 179.6–180 °C (355.3–356.0 °F; 452.8–453.1 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Trimethyloxonium tetrafluoroborate is the organic compound with the formula [(CH3)3O]+[BF4]. (It is sometimes called "Meerwein's salt" after Hans Meerwein.[1][a]) This salt is a strong methylating agent, being a synthetic equivalent of CH+3. It is a white solid that rapidly decomposes upon exposure to atmospheric moisture, although it is robust enough to be weighed quickly without inert atmosphere protection. Triethyloxonium tetrafluoroborate is a closely related compound.

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Trimethyloxonium tetrafluoroborate

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Trimethyloxonium tetrafluoroborate is the organic compound with the formula [(CH3)3O]+[BF4]−. (It is sometimes called "Meerwein's salt" after Hans Meerwein...

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Triethyloxonium tetrafluoroborate

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Also well known and commercially available is the related trimethyloxonium tetrafluoroborate. The compounds are white solids that dissolve in polar organic...

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Dimethyl ether

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Dimethyl ether is the precursor to the useful alkylating agent, trimethyloxonium tetrafluoroborate. A mixture of dimethyl ether and propane is used in some over-the-counter...

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Alkylation

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halides are typical alkylating agents. Trimethyloxonium tetrafluoroborate and triethyloxonium tetrafluoroborate are particularly strong electrophiles due...

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Ester

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only for laboratory-scale procedures, as it is expensive. Trimethyloxonium tetrafluoroborate can be used for esterification of carboxylic acids under conditions...

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Oxonium ion

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example being trimethyloxonium. Tertiary alkyloxonium salts are useful alkylating agents. For example, triethyloxonium tetrafluoroborate (Et 3O+ )(BF−...

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Chromium hexacarbonyl

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anionic species in turn react with alkylating agents such as trimethyloxonium tetrafluoroborate [(CH3)3O]+[BF4]− to form (R−)(CH3O−)C=Cr(CO)5, where R stands...

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Vitamin B12 total synthesis

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into the corresponding methylester group (O-methylation by trimethyloxonium tetrafluoroborate, followed by decomposition of the iminium salt with aqueous...

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Tsou plot

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applied by Paterson and Knowles to inactivation of pepsin by trimethyloxonium tetrafluoroborate (Meerwein's reagent), a reagent that modifies carboxyl residues...

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