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| Names | |||
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| Preferred IUPAC name
Trimethylsilanecarbonitrile | |||
| Other names
Cyanotrimethylsilane; TMS cyanide; Trimethylsilylnitrile; Trimethylsilylcarbonitrile; Trimethylsilylformonitrile
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| Identifiers | |||
3D model (JSmol)
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| Abbreviations | TMSCN | ||
| ChemSpider | |||
| ECHA InfoCard | 100.028.780 | ||
| EC Number |
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PubChem CID
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CompTox Dashboard (EPA)
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| Properties | |||
| C4H9NSi | |||
| Molar mass | 99.208 g·mol−1 | ||
| Density | 0.793 g/mL at 20 °C | ||
| Melting point | 8 to 11 °C (46 to 52 °F; 281 to 284 K) | ||
| Boiling point | 114 to 117 °C (237 to 243 °F; 387 to 390 K) | ||
| hydrolyzes | |||
| Solubility | organic solvents | ||
Refractive index (nD)
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1.392 | ||
| Hazards | |||
| GHS labelling: | |||
  
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| Danger | |||
| H225, H300, H310, H330, H410 | |||
| P210, P233, P240, P241, P242, P243, P260, P262, P264, P270, P271, P273, P280, P284, P301+P310, P302+P350, P303+P361+P353, P304+P340, P310, P320, P321, P322, P330, P361, P363, P370+P378, P391, P403+P233, P403+P235, P405, P501 | |||
| Flash point | 1 °C (34 °F; 274 K) | ||
| Related compounds | |||
Other anions
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Trimethylsilyl chloride | ||
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Trimethylsilyl cyanide is the chemical compound with the formula (CH3)3SiCN. This volatile liquid consists of a cyanide group, that is CN, attached to a trimethylsilyl group. The molecule is used in organic synthesis as the equivalent of hydrogen cyanide. It is prepared by the reaction of lithium cyanide and trimethylsilyl chloride:[1][2]
- LiCN + (CH3)3SiCl → (CH3)3SiCN + LiCl
- ^ Livinghouse, T. (1981). "Trimethylsilyl Cyanide: Cyanosilation of p-Benzoquinone". Organic Syntheses. 60: 126. doi:10.15227/orgsyn.060.0126.
- ^ Groutas, William C.; Jin, Zhendong; Zhang, Heng (2011). "Cyanotrimethylsilane". Encyclopedia of Reagents for Organic Synthesis. doi:10.1002/047084289X.rc276.pub2. ISBN 978-0471936237.