Published TCIMAIL newest issue No.196
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CAS RN: 1450-14-2 | Product Number: H0638
Hexamethyldisilane
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Purity: >98.0%(GC)
Synonyms:
Product Documents:
| Size | Unit Price | Belgium | Japan* | Quantity |
|---|---|---|---|---|
| 10ML |
€25.00
|
7 | ≥100 |
|
| 100ML |
€163.00
|
1 | ≥40 |
|
*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 | H0638 |
| Purity / Analysis Method | >98.0%(GC) |
| Molecular Formula / Molecular Weight | C__6H__1__8Si__2 = 146.38 |
| 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 | 1450-14-2 |
| Reaxys Registry Number | 1633463 |
| PubChem Substance ID | 87571012 |
| SDBS (AIST Spectral DB) | 18249 |
| MDL Number | MFCD00008258 |
Specifications
| Appearance | White or Colorless to Light yellow powder to lump to clear liquid |
| Purity(GC) | min. 98.0 % |
Properties (reference)
| Melting Point | 13 °C |
| Boiling Point | 113 °C |
| Flash point | -9 °C |
| Specific Gravity (20/20) | 0.73 |
| Refractive Index | 1.42 |
GHS
| Pictogram |
|
| Signal Word | Danger |
| Hazard Statements | H319 : Causes serious eye irritation. H317 : May cause an allergic skin reaction. H335 : May cause respiratory irritation. H413 : May cause long lasting harmful effects to aquatic life. H225 : Highly flammable liquid and vapour. |
| Precautionary Statements | P273 : Avoid release to the environment. P261 : Avoid breathing mist or vapours. P210 : Keep away from heat, hot surfaces, sparks, open flames and other ignition sources. No smoking. P233 : Keep container tightly closed. 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. |
Related Laws:
| EC Number | 215-911-0 |
| RTECS# | JM9170000 |
Transport Information:
| UN Number | UN1993 |
| Class | 3 |
| Packing Group | II |
| HS Number | 2931900090 |
Application
A Novel Cyanation Reaction of Arenes Using Acetonitrile as a Cyano Source
[Experimental Procedure]
Cyanation of Cumene (R=i-Pr) : An oven-dried Schlenk tube equipped with a magnetic stir bar is evacuated and backfilled with O2 three times. Cumene (0.5 mmol), N-iodosuccinimide (NIS) (1.05 eq., 0.525 mmol), Cu(ClO4)2·6H2O (20 mol%, 0.1 mmol), acetonitrile (1.2 mL) are added into the tube and the reaction is stirred at 150°C for 1 hour. The reaction mixture is allowed to cool down. Under O2, 1,10-phenanthroline (20 mol%, 0.1 mmol), TEMPO free radical (2 eq., 1 mmol), hexamethyldisilane (1 eq., 0.5 mmol) are added into the reaction mixture. The reaction is then heated up to 150°C for 2.5 days under O2. After completion, the insoluble is removed by filtration. The filtrate is concentrated under vacuo and the residue is purified by column chromatography on silica gel using EtOAc / petroleum ether to give the corresponding p- or o-cyanated cumenes as a yellow liquid (65 mg, 90% yield, p:o = 6:1).
Cyanation of Cumene (R=i-Pr) : An oven-dried Schlenk tube equipped with a magnetic stir bar is evacuated and backfilled with O2 three times. Cumene (0.5 mmol), N-iodosuccinimide (NIS) (1.05 eq., 0.525 mmol), Cu(ClO4)2·6H2O (20 mol%, 0.1 mmol), acetonitrile (1.2 mL) are added into the tube and the reaction is stirred at 150°C for 1 hour. The reaction mixture is allowed to cool down. Under O2, 1,10-phenanthroline (20 mol%, 0.1 mmol), TEMPO free radical (2 eq., 1 mmol), hexamethyldisilane (1 eq., 0.5 mmol) are added into the reaction mixture. The reaction is then heated up to 150°C for 2.5 days under O2. After completion, the insoluble is removed by filtration. The filtrate is concentrated under vacuo and the residue is purified by column chromatography on silica gel using EtOAc / petroleum ether to give the corresponding p- or o-cyanated cumenes as a yellow liquid (65 mg, 90% yield, p:o = 6:1).
References
- Acetonitrile as a Cyanating Reagent: Cu-Catalyzed Cyanation of Arenes
Application
Stereospecific deoxygenation
References
- P. B. Dervan, M. A. Shippey, J. Am. Chem. Soc. 1976, 98, 1265.
- H. Vorbruggem, K. Krolikiewicz, Tetrahedron Lett. 1984, 25, 1259.
- H. Matsumoto, S. Koike, I. Matsubara, T. Nakano, Y. Nagai, Chem. Lett. 1982, 533.
- H. Sakurai, F. Kondo, J. Organomet. Chem. 1975, 92, C46.
- W. C. Still, J. Org. Chem. 1976, 41, 3063.
PubMed Literature
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[Research Articles] A Novel Cyanation Reaction of Arenes Using Acetonitrile as a Cyano SourceProduct Documents (Note: Some products will not have analytical charts available.)
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