Trimethylsilyl cyanide

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Trimethylsilyl cyanide
Trimethylsilyl cyanide's structure3D model of trimethylsilyl cyanide
General
Systematic name trimethylsilylformonitrile
Other names Trimethylsilylnitrile
Trimethylsilanecarbonitrile
Trimethylsilylcarbonitrile
Molecular formula C4H9NSi
Molar mass 99.21 g/mol
Appearance
CAS number [7677-24-9]
Properties
Density and phase  ? g cm−3, solid
Solubility in water  ? g/100 ml (? °C)
Melting point  ? °C (? K)
Boiling point  ?
Structure
Coordination
geometry
 ?
Crystal structure  ?
Hazards
MSDS External MSDS
Main hazards  ?
NFPA 704
Flash point  ? °C
R/S statement R: ?
S: ?
RTECS number  ?
Supplementary data page
Structure and
properties
n, εr, etc.
Thermodynamic
data
Phase behaviour
Solid, liquid, gas
Spectral data UV, IR, NMR, MS
Related compounds
Other nitriles  ?
Except where noted otherwise, data are given for
materials in their standard state (at 25 °C, 100 kPa)
Infobox disclaimer and references

Trimethylsilyl cyanide is a reagent in organic chemistry. One common use of this reagent is to convert pyridine-N-oxides into 2-cyanopyridine. This is best done in dichloromethane using dimethyl carbomyl chloride as the activating electrophile. It is possible to use benzoyl chloride but the yields are lower and the regioselectivity of the addition of the cyano group is much lower.


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