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CAS RN: 429-41-4 | 產品號碼: T1338
Tetrabutylammonium Fluoride (ca. 1mol/L in Tetrahydrofuran)
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產品規格
| 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 % |
性質
| flp | -17 °C |
| 比重 | 0.92 |
| 水溶性 | Completely miscible |
GHS
| 圖形表示 |
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| 信號詞 | Danger |
| 危險性說明 | 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 vapor. |
| 防範說明 | P501 : Dispose of contents/ container to an approved waste disposal plant. P260 : Do not breathe dust/ fume/ gas/ mist/ vapors/ spray. P270 : Do not eat, drink or smoke when using this product. P202 : Do not handle until all safety precautions have been read and understood. P240 : Ground/bond container and receiving equipment. P210 : Keep away from heat/sparks/open flames/hot surfaces. No smoking. P233 : Keep container tightly closed. P201 : Obtain special instructions before use. P243 : Take precautionary measures against static discharge. P241 : Use explosion-proof electrical/ ventilating/ lighting/ equipment. P242 : Use only non-sparking tools. P271 : Use only outdoors or in a well-ventilated area. P264 : Wash skin thoroughly after handling. P280 : Wear protective gloves/ protective clothing/ eye protection/ face protection. P370 + P378 : In case of fire: Use dry sand, dry chemical or alcohol-resistant foam to extinguish. P308 + P311 : IF exposed or concerned: Call a POISON CENTER/doctor. P303 + P361 + P353 : IF ON SKIN (or hair): Take off immediately all contaminated clothing. Rinse skin with water/shower. P301 + P330 + P331 : IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. P363 : Wash contaminated clothing before reuse. P301 + P312 + P330 : IF SWALLOWED: Call a POISON CENTER/doctor if you feel unwell. Rinse mouth. 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. P403 + P233 : Store in a well-ventilated place. Keep container tightly closed. P403 + P235 : Store in a well-ventilated place. Keep cool. P405 : Store locked up. |
相關法規
運輸資料
| UN編號 | UN2924 |
| 類別 | 3 / 8 |
| 包裝類別 | II |
| HS編碼* | 2923.90-000 |
Application
TCI Practical Example: Selective TBDPS-Deprotection of a Compound Protected by Acetonide and TBDPS Groups
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Used Chemicals
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- 5-O-tert-Butyldiphenylsilyl-2,3-O-isopropylidene-D-ribono-1,4-lactone
- TBAF (ca. 1mol/L in Tetrahydrofuran) [T1338]
- THF
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Procedure
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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.
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Experimenter’s Comments
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The reaction mixture was monitored by TLC (dichloromethane:ethyl acetate = 9:1, Rf = 0.5, stained by KMnO4 solution containing K2CO3 and NaOH).
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Analytical Data
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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).
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Other Reference
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- Novel Deprotection of SEM Ethers: A Very Mild and Selective Method Using Magnesium Bromide
Application
Generation of Benzyne and Reaction with Furan
Reference
- A New and Efficient Hypervalent Iodine-Benzyne Precursor, (Phenyl)[o-(trimethylsilyl)phenyl]iodonium Triflate: Generation, Trapping Reaction, and Nature of Benzyne
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.
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
- New approach to synthesize β,β-difluorohomoallylic alcohols
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![Tetrabutylammonium Fluoride (ca. 1mol/L in Tetrahydrofuran) [for Catalyst of silylation and cleavage of silyl ether]](/medias/T1125.jpg?context=bWFzdGVyfHJvb3R8MzI2MjR8aW1hZ2UvanBlZ3xhRFpsTDJoa05DODRPVE15TkRJek56WXhPVFV3TDFReE1USTFMbXB3Wnd8NTE3NWNiNjJjMmNkNWMxYjlkM2Q5NjRmNTFlZDE3ZjgwMGU1Y2Y1NzkyNDlhNjQ2NjNjODU5OTY5ODgzMGQ3YQ "Tetrabutylammonium Fluoride (ca. 1mol/L in Tetrahydrofuran) [for Catalyst of silylation and cleavage of silyl ether]")
