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CAS RN: 429-41-4 | Product Number: T1338

Tetrabutylammonium Fluoride (ca. 1mol/L in Tetrahydrofuran)


Purity:
Synonyms:
  • TBAF (ca. 1mol/L in Tetrahydrofuran)
Product Documents:
25ML
£24.00
9   ≥100 
100ML
£49.00
≥40  ≥100 
500ML
£149.00
8   ≥100 

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Product Number T1338
Molecular Formula / Molecular Weight C__1__6H__3__6FN = 261.47 
Physical State (20 deg.C) Liquid
Storage Temperature Refrigerated (0-10°C)
Store Under Inert Gas Store under inert gas
Condition to Avoid Air Sensitive
CAS RN 429-41-4
Reaxys Registry Number 3570522
PubChem Substance ID 87577107
Merck Index (14) 9187
MDL Number

MFCD00011747

Specifications
Appearance Colorless to Red to Green clear liquid
Concentration(Nonaqueous Titration) 1.0 to 1.1 mol/L
Water max. 10.0 %
TBHF-HF(neutralization titration) max. 5.0 %
Bromide max. 1.0 %
Properties (reference)
Flash point -17 °C
Specific Gravity (20/20) 0.92
Solubility in water Completely miscible
GHS
Pictogram Pictogram Pictogram Pictogram Pictogram
Signal Word Danger
Hazard Statements H302 : Harmful if swallowed.
H314 : Causes severe skin burns and eye damage.
H371 : May cause damage to organs.
H372 : Causes damage to organs through prolonged or repeated exposure.
H351 : Suspected of causing cancer.
H335 : May cause respiratory irritation.
H225 : Highly flammable liquid and vapour.
Precautionary Statements P260 : Do not breathe mist or vapours.
P210 : Keep away from heat, hot surfaces, sparks, open flames and other ignition sources. No smoking.
P280 : Wear protective gloves/ protective clothing/ eye protection/ face protection/ hearing protection.
P370 + P378 : In case of fire: Use dry sand, dry chemical or alcohol-resistant foam to extinguish.
P303 + P361 + P353 : IF ON SKIN (or hair): Take off immediately all contaminated clothing. Rinse skin with water.
P304 + P340 + P310 : IF INHALED: Remove person to fresh air and keep comfortable for breathing. Immediately call a POISON CENTER/doctor.
P305 + P351 + P338 + P310 : IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Immediately call a POISON CENTER/doctor.
Related Laws:
EC Number 207-057-2
Transport Information:
UN Number UN2924
Class 3 / 8
Packing Group II
HS Number 2923900090
Application
TCI Practical Example: Selective TBDPS-Deprotection of a Compound Protected by Acetonide and TBDPS Groups

Selective TBDPS-Deprotection of a Compound Protected by Acetonide and TBDPS Groups

Used Chemicals

Procedure

To a mixture of 5-O-tert-butyldiphenylsilyl-2,3-O-isopropylidene-D-ribono-1,4-lactone (100 mg, 0.234 mmol) in THF (100 mL) was cooled with an ice/water bath. TBAF (ca. 1 mol/L in THF, 0.3652 mL, 0.352 mmol) was added dropwise to the mixture and stirred at the same temperature for 2 h. sat. NH4Cl aq. (10 mL) and ethyl acetate (25 mL) were added to the reaction mixture and the two layers were separated. The organic layer was washed with water (10 mL), sat. NaCl aq. (10 mL), dried over Na2SO4 and concentrated under reduced pressure. The residue was triturated in hexane (5 mL) to give 2,3-O-isopropylidene-D-ribonic γ-lactone (0.0389 g, 88% yield) as a white solid.

Experimenter’s Comments

The reaction mixture was monitored by TLC (dichloromethane:ethyl acetate = 9:1, Rf = 0.5, stained by KMnO4 solution containing K2CO3 and NaOH).

Analytical Data

1H NMR (400 MHz, CDCl3); δ 4.82(d, 1H, J = 5.6 Hz), 4.76 (d, 1H, J = 5.6 Hz), 4.61 (t, 1H, J = 2.0 Hz), 4.00 – 3.95 (1H, m), 3.83 - 3.78 (1H, m), 1.88 (1H, t, J = 5.2 Hz), 1.47 (3H, s), 1.37 (3H, s).

Other Reference


Application
Generation of Benzyne and Reaction with Furan

T1338

Reference


Application
Synthesis of β,β-Difluorohomoallylic Alcohols

Typical Procedure:
Under an argon atmosphere, TBAF (1.0 M in THF, 1.5 mL, 1.5 mmol) is added into a suspension of flame-dried MS4Å (1.0 g) in THF (4.0 mL) and the mixture is stirred at room temperature for 2.0 h. Then the mixture is cooled at -20 °C and a solution of ethyl 4,4-difluoro-3-(triethylsilyl)but-3-enoate (265 mg, 1.0 mmol) and benzaldehyde (204 µL, 2.0 mmol) is added to the mixture over 1.0 h at -20 °C. After stirring the mixture for
1 h at the same temperature, the whole is poured into aqueous 10% HCl, extracted with Et2O and the organic layer is dried with anhydrous MgSO4. After evaporation of the solvent, the residue is purified by column chromatography (SiO2, EtOAc : hexane) to give the desired product.

References


PubMed Literature


Product Documents (Note: Some products will not have analytical charts available.)
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