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CAS 429-41-4

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Tetrabutylammonium fluoride

Description:
Tetrabutylammonium fluoride (TBAF) is an organic compound with the formula (C4H9)4NF. It is a quaternary ammonium salt, characterized by its four butyl groups attached to a nitrogen atom, which is also bonded to a fluoride ion. TBAF is typically encountered as a white crystalline solid or a colorless solution in polar solvents. It is known for its strong basicity and is often used as a fluoride source in organic synthesis, particularly in reactions involving the deprotection of silyl ethers. TBAF is soluble in polar aprotic solvents like dimethyl sulfoxide (DMSO) and acetonitrile, but it is less soluble in nonpolar solvents. The compound is hygroscopic, meaning it can absorb moisture from the air, which can affect its stability and reactivity. Safety precautions are necessary when handling TBAF, as it can be corrosive and toxic upon contact with skin or if inhaled. Overall, TBAF is a valuable reagent in synthetic organic chemistry, particularly in the preparation of fluorinated compounds.
Formula:C16H36N·F
InChI:InChI=1S/C16H36N.FH/c1-5-9-13-17(14-10-6-2,15-11-7-3)16-12-8-4;/h5-16H2,1-4H3;1H/q+1;/p-1
InChI key:InChIKey=FPGGTKZVZWFYPV-UHFFFAOYSA-M
SMILES:[N+](CCCC)(CCCC)(CCCC)CCCC.[F-]
Synonyms:
  • 1-Butanaminium, N,N,N-tributyl-, fluoride (1:1)
  • Ammonium, tetrabutyl-, fluoride
  • Fluorure de tetrabutylammonium
  • Fluoruro De Tetrabutilamonio
  • Tbaf
  • Tetra-n-butylammonium fluoride
  • Tetrabutylammonium Fluoride
  • Tetrabutylammoniumfluorid
  • Tetranbutylammoniumfluoride
  • lithiumtrisamylborohydride
  • See more synonyms
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