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Published TCIMAIL newest issue No.199
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CAS RN: 754-05-2 | Product Number: V0067
Vinyltrimethylsilane
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Purity: >97.0%(GC)
Synonyms:
- Trimethylvinylsilane
Product Documents:
| Size | Unit Price | Belgium | Japan* | Quantity |
Shipping Information
|
|---|---|---|---|---|---|
| 25ML |
€72.00
|
4 | ≥40 |
|
|
| 100ML |
€239.00
|
3 | ≥40 |
|
* Stock available in Belgium: Shipment on the same day
* Stock available in Japan: Please check the Shipping Simulation for estimated shipments. (excludes regulated items and dry ice shipments)
| Product Number | V0067 |
Purity / Analysis Method 
|
>97.0%(GC) |
| Molecular Formula / Molecular Weight | C__5H__1__2Si = 100.24 |
| Physical State (20 deg.C) | Liquid |
| Storage Temperature
|
Room Temperature (Recommended in a cool and dark place, <15°C) |
| Store Under Inert Gas | Store under inert gas |
| Condition to Avoid | Moisture Sensitive |
| CAS RN | 754-05-2 |
| Reaxys Registry Number | 956572 |
| PubChem Substance ID | 87577858 |
| SDBS (AIST Spectral DB) | 23057 |
| MDL Number | MFCD00008606 |
Specifications
| Appearance | Colorless to Almost colorless clear liquid |
| Purity(GC) | min. 97.0 % |
Properties (reference)
| Boiling Point | 56 °C |
| Flash point | -24 °C |
| Specific Gravity (20/20) | 0.69 |
| Refractive Index | 1.39 |
| Solubility in water | Insoluble |
| Solubility (soluble in) | Methanol |
GHS
| Pictogram |
|
| Signal Word | Danger |
| Hazard Statements | H315 : Causes skin irritation. H319 : Causes serious eye irritation. H225 : Highly flammable liquid and vapour. |
| Precautionary Statements | P210 : Keep away from heat, hot surfaces, sparks, open flames and other ignition sources. No smoking. P233 : Keep container tightly closed. P264 : Wash skin thoroughly after handling. 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. |
Related Laws:
| EC Number | 212-042-9 |
Transport Information:
| UN Number | UN1993 |
| Class | 3 |
| Packing Group | II |
| HS Number | 2931900090 |
Application
Trimethylsilylation of Alcohols using TMS Reagents
Reference
- Protection for the Hydroxyl Group, Including 1,2- and 1,3-Diols
- P. G. M. Wuts, in Greene’s Protective Groups in Organic Synthesis, 5th ed., ed. by P. G. M. Wuts, John Wiley & Sons, Inc., Hoboken, New Jersey, 2014, Chap. 2, 17.
Application
Arylations of non-Substituted Trialkylvinylsilane
Typical Procedure:
A THF solution of TASF (1.0 M solution, 0.40 mL, 0.40 mmol) is added to trimethylvinylsilane (40 mg, 0.40 mmol) and allylpalladium chloride dimer (2.7 mg, 0.0075 mmol) dissolved in HMPA (0.3 mL) at 0 °C under an argon atmosphere. 1-Iodonaphthalene (76 mg, 0.30 mmol) is injected to the resulting solution, and the mixture is stirred at 50 °C for 2 h. After completion of the reaction, the bulk of the solvent is removed by passing the reaction mixture through a silica gel column with pentane as the eluent. Evaporation of the pentane under reduced pressure gives pure 1-vinylnaphthalene (42 mg, Y. 98%).
A THF solution of TASF (1.0 M solution, 0.40 mL, 0.40 mmol) is added to trimethylvinylsilane (40 mg, 0.40 mmol) and allylpalladium chloride dimer (2.7 mg, 0.0075 mmol) dissolved in HMPA (0.3 mL) at 0 °C under an argon atmosphere. 1-Iodonaphthalene (76 mg, 0.30 mmol) is injected to the resulting solution, and the mixture is stirred at 50 °C for 2 h. After completion of the reaction, the bulk of the solvent is removed by passing the reaction mixture through a silica gel column with pentane as the eluent. Evaporation of the pentane under reduced pressure gives pure 1-vinylnaphthalene (42 mg, Y. 98%).
References
- Cross-coupling of organosilanes with organic halides mediated by a palladium catalyst and tris(diethylamino)sulfonium difluorotrimethylsilicate
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