difluorotriphenylstannanuide; tetrabutylazanium

• ChemBase ID: 8557
• Molecular Formular: C34H51F2NSn
• Molecular Mass: 630.4732464
• Monoisotopic Mass: 631.30115108
• SMILES: c1([Sn-](c2ccccc2)(c2ccccc2)(F)F)ccccc1.[N+](CCCC)(CCCC)(CCCC)CCCC
• Canonical SMILES: F[Sn-](c1ccccc1)(c1ccccc1)(c1ccccc1)F.CCCC[N+](CCCC)(CCCC)CCCC
• InChI: 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
• InChIKey: ODMXVCNGZGLSRS-UHFFFAOYSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: difluorotriphenylstannanuide; tetrabutylazanium
• IUPAC Traditional name: difluorotriphenylstannanuide; tetrabutylammonium
• Synonyms: Tetrabutylammonium difluorotriphenyltin; Tetrabutylammonium difluorotriphenylstannate; Gingras' Reagent; Tetra-n-butylammonium difluorotriphenylstannate; Tetrabutylammonium difluorotriphenylstannate; 四丁基二氟三苯基锡酸铵

Database IDs

• CAS Number: 139353-88-1
• EC Number: 000-000-0
• MDL Number: MFCD00192465
• Beilstein Number: 8668854
• PubChem SID: 160971864; 24866231
• PubChem CID: 2733194

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 4.9916
• LogD (pH = 7.4): 4.9916
• Log P: 4.9916
• Molar Refractivity: 79.4255 cm^3
• Polarizability: 34.634083 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: 188-191°C; 192-193 °C; 192-193 °C(lit.); 192-193°C

Safety Information

• Storage Warning: Hygroscopic; IRRITANT
• European Hazard Symbols: Nature polluting (N); Toxic (T); X
• UN Number: 3146; UN3146
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3; III
• Risk Statements: 20/21/22-50/53; 23/24/25-50/53
• Safety Statements: 26-27-28-45-60-61; 9-36/37-57
• TSCA Listed: false; 否
• GHS Pictograms: GHS06; GHS09
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H311-H331-H410; H331-H302-H312-H400-H410
• GHS Precautionary statements: P261-P273-P280-P301 + P310-P311-P501; P261-P280-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges; Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 3146 6.1/PG 3

Product Information

• Purity: ≥97.0% (RT); 97%
• Grade: purum
• Linear Formula: (CH3CH2CH2CH2)4N[(C6H5)3SnF2]

DETAILS

Sigma Aldrich - 418625

Packaging
1 g in glass bottle
250 mg in glass bottle
Application
Reactant for:
• Reaction with K tert-butoxide to give disilylated fluorosilylenoid for subsequent self-condensation to fluorodisilanyl anion1
• Cross-coupling reactions with vinyl and aryl triflates2
• Cocatalyst in phase-transfer fluorination of alkyl halides and sulfonates3
• Used as a nucleophilic fluorinating agent4

Sigma Aldrich - 86844

Other Notes
Hypervalent tin fluoride: a useful nonhygroscopic, very stable (to up to 210°) fluorinating agent5,6
Application
Reactant for:
• Reaction with K tert-butoxide to give disilylated fluorosilylenoid for subsequent self-condensation to fluorodisilanyl anion1
• Cross-coupling reactions with vinyl and aryl triflates2
• Cocatalyst in phase-transfer fluorination of alkyl halides and sulfonates3
• Used as a nucleophilic fluorinating agent4

REFERENCES

• Can be regarded as a non-hygroscopic anhydrous equivalent of TBAF useful in the preparation of gem-difluorides: Synlett., 8, 587 (1993), and the alkylation of enol silyl ethers: Tetrahedron Lett., 32, 7381 (1991). For use in the fluorination of carbohydrates, see: Tetrahedron Asymmetry, 9, 213 (1998).