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Merck
CN

86844

Tetrabutylammonium difluorotriphenylstannate

purum, ≥97.0% (RT)

Synonym(s):

Tetrabutylammonium difluorotriphenyltin

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About This Item

Linear Formula:
(CH3CH2CH2CH2)4N[(C6H5)3SnF2]
CAS Number:
Molecular Weight:
630.48
UNSPSC Code:
12352101
Beilstein/REAXYS Number:
8668854
MDL number:
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grade

purum

assay

≥97.0% (RT)

mp

192-193 °C

SMILES string

CCCC[N+](CCCC)(CCCC)CCCC.F[Sn-](F)(c1ccccc1)(c2ccccc2)c3ccccc3

InChI

1S/C16H36N.3C6H5.2FH.Sn/c1-5-9-13-17(14-10-6-2,15-11-7-3)16-12-8-4;3*1-2-4-6-5-3-1;;;/h5-16H2,1-4H3;3*1-5H;2*1H;/q+1;;;;;;+1/p-2

InChI key

ODMXVCNGZGLSRS-UHFFFAOYSA-L

Application

Reactant for:
  • Reaction with K tert-butoxide to give disilylated fluorosilylenoid for subsequent self-condensation to fluorodisilanyl anion
  • Cross-coupling reactions with vinyl and aryl triflates
  • Cocatalyst in phase-transfer fluorination of alkyl halides and sulfonates
  • Used as a nucleophilic fluorinating agent

Other Notes

Hypervalent tin fluoride: a useful nonhygroscopic, very stable (to up to 210°) fluorinating agent

Regulatory Information

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A. Garcia Martinez et al.
Tetrahedron Letters, 33, 7787-7787 (1992)
M. Gingras
Tetrahedron Letters, 32, 7381-7381 (1991)

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