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CAS RN: 1450-14-2 | 产品编码: H0638
Hexamethyldisilane
技术规格
Appearance | White or Colorless to Light yellow powder to lump to clear liquid |
Purity(GC) | min. 98.0 % |
物性(参考值)
熔点 | 13 °C |
沸点 | 113 °C |
闪点 | -9 °C |
比重 | 0.73 |
折射率 | 1.42 |
GHS
象形图 |
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信号词 | Danger |
危险性说明 | 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 vapor. |
防范说明 | P501 : Dispose of contents/ container to an approved waste disposal plant. P261 : Avoid breathing dust/ fume/ gas/ mist/ vapors/ spray. P273 : Avoid release to the environment. P272 : Contaminated work clothing should not be allowed out of the workplace. P240 : Ground/bond container and receiving equipment. P210 : Keep away from heat/sparks/open flames/hot surfaces. No smoking. P233 : Keep container tightly closed. 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/ eye protection/ face protection. P370 + P378 : In case of fire: Use dry sand, dry chemical or alcohol-resistant foam to extinguish. P337 + P313 : If eye irritation persists: Get medical advice/ attention. P305 + P351 + P338 : IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. P362 + P364 : Take off contaminated clothing and wash it before reuse. P303 + P361 + P353 : IF ON SKIN (or hair): Take off immediately all contaminated clothing. Rinse skin with water/shower. P333 + P313 : If skin irritation or rash occurs: Get medical advice/ attention. P304 + P340 + P312 : IF INHALED: Remove person to fresh air and keep comfortable for breathing. Call a POISON CENTER/doctor if you feel unwell. 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. |
相关法规
RTECS# | JM9170000 |
运输信息
UN编号 | UN1993 |
类别 | 3 |
包装类别 | II |
HS编码* | 2931.90-000 |
应用
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
应用
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.
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