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Published TCIMAIL newest issue No.197
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CAS RN: 814-29-9 | Product Number: T0921
Tributylphosphine Oxide
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Purity: >95.0%(GC)
Synonyms:
- TBPO
Product Documents:
| Size | Unit Price | Belgium | Japan* | Quantity |
|---|---|---|---|---|
| 25G |
£109.00
|
3 | 36 |
|
*Stock available in Belgium will be delivered in 1 to 3 days
*Stock available in Japan will be delivered in 1 to 2 weeks (excludes regulated items and dry ice shipments).
| Product Number | T0921 |
| Purity / Analysis Method | >95.0%(GC) |
| Molecular Formula / Molecular Weight | C__1__2H__2__7OP = 218.32 |
| Physical State (20 deg.C) | Solid |
| Storage Temperature | Room Temperature (Recommended in a cool and dark place, <15°C) |
| Store Under Inert Gas | Store under inert gas |
| Condition to Avoid | Hygroscopic |
| CAS RN | 814-29-9 |
| Reaxys Registry Number | 1761977 |
| PubChem Substance ID | 87576741 |
| SDBS (AIST Spectral DB) | 15762 |
| MDL Number | MFCD00002082 |
Specifications
| Appearance | White to Almost white powder to crystal |
| Purity(GC) | min. 95.0 % |
Properties (reference)
| Melting Point | 71 °C |
| Solubility (soluble in) | Methanol |
GHS
| Pictogram |
|
| Signal Word | Danger |
| Hazard Statements | H302 + H312 + H332 : Harmful if swallowed, in contact with skin or if inhaled. H314 : Causes severe skin burns and eye damage. |
| Precautionary Statements | P260 : Do not breathe dust. P280 : Wear protective gloves/ protective clothing/ eye protection/ face protection/ hearing protection. P303 + P361 + P353 : IF ON SKIN (or hair): Take off immediately all contaminated clothing. Rinse skin with water. P301 + P330 + P331 : IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. 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 | 212-394-3 |
| RTECS# | SZ1575000 |
Transport Information:
| UN Number | UN1759 |
| Class | 8 |
| Packing Group | III |
| HS Number | 2931499090 |
Application
TCI Practical Example: Regioselective Silylation of an Unprotected Carbohydrate Using the Boronic Acid and the Phosphine Oxide
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Used Chemicals
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Procedure
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To a solution of methyl α-L-fucopyranoside (356 mg, 2 mmol), 4-(dimethylamino)phenylboronic acid (66 mg, 0.4 mmol, 0.2 equiv), tributylphosphine oxide (87 mg, 0.2 mmol, 0.2 equiv) and DIPEA (517 mg, 0.68 mL, 4.0 mmol, 2.0 equiv) in acetonitrile (10 mL) was added TBDPSCl (1.10 g, 1.03 mL, 4.0 mmol, 2.0 equiv) at rt and the mixture was stirred at 60 °C. After 24 h, methanol (1 mL) was added to the reaction mixture and the solvent was removed under reduced pressure. The residue was purified by column chromatography (ethyl acetate:hexane = 0:1 - 1:1 on silica gel) to give 1 as a colorless oil (510 mg，y. 61%).
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Experimenter’s Comments
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The reaction mixture was monitored by TLC (ethyl acetate:hexane = 1:1, Rf = 0.59).
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Analytical Data
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Compound 1
1H NMR (400 MHz, CDCl3); δ 7.75-7.67 (m, 4H), 7.48-7.36 (m, 6H), 4.68 (d, 1H, J = 3.2 Hz), 3.93-3.80 (m, 2H), 3.68 (brq, 1H, J = 6.5 Hz), 3.44-3.43 (m, 1H), 3.29 (s, 3H), 2.55 (brs, 1H), 1.53 (d, 1H, J = 8.9 Hz), 1.22 (d, 3H, J = 6.8 Hz), 1.10 (s, 9H).
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Lead Reference
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- Regioselective silylation of pyranosides using a boronic acid / Lewis base co-catalyst system
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