Benzyltrimethylammonium fluoride

Benzyltrimethylammonium fluoride is a quaternary ammonium salt. It is commercially available as the hydrate. The compound is a source of organic-soluble fluoride to removal of silyl ether protecting groups. As is the case for tetra-n-butylammonium fluoride and most other quaternary ammonium fluorides, the compound cannot be obtained in anhydrous form.

Benzyltrimethylammonium fluoride[1]
Skeletal formula of benzyltrimethylammonium fluoride
Ball-and-stick model of the benzyltrimethylammonium fluoride ions
Names
Preferred IUPAC name
N,N,N-Trimethyl(phenyl)methanaminium fluoride
Other names
N,N,N-Trimethyl-1-phenylmethanaminium fluoride
Benzyltrimethylammonium fluoride
Identifiers
3D model (JSmol)
Abbreviations BTAF
ChemSpider
ECHA InfoCard 100.149.876
EC Number
  • 233-892-7
UNII
  • InChI=1S/C10H16N.FH/c1-11(2,3)9-10-7-5-4-6-8-10;/h4-8H,9H2,1-3H3;1H/q+1;/p-1 checkY
    Key: KFSZGBHNIHLIAA-UHFFFAOYSA-M checkY
  • InChI=1/C10H16N.FH/c1-11(2,3)9-10-7-5-4-6-8-10;/h4-8H,9H2,1-3H3;1H/q+1;/p-1
    Key: KFSZGBHNIHLIAA-REWHXWOFAM
  • C[N+](C)(C)CC1=CC=CC=C1.O.[F-]
Properties
C10H18FNO
Molar mass 187.258 g·mol−1
Appearance Solid
Melting point 181 to 183 °C (358 to 361 °F; 454 to 456 K) for hydrate
Hazards
GHS labelling:
GHS07: Exclamation mark
Warning
H315, H319, H335
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

References
  1. Benzyltrimethylammonium fluoride hydrate at Sigma-Aldrich


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