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Names | |
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IUPAC name
cyclopenta-2,4-dien-1-yl(trimethyl)silane
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Identifiers | |
3D model (
JSmol)
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ChemSpider | |
PubChem
CID
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Properties | |
C8H14Si | |
Molar mass | 138.285 g·mol−1 |
Appearance | Colorless liquid |
Density | 0.833 g/mL [1] |
Boiling point | 138 to 140 °C (280 to 284 °F; 411 to 413 K) [1] |
Hazards | |
GHS labelling: | |
![]() ![]() | |
Warning | |
H226, H315, H319, H335 | |
P210, P233, P240, P241, P242, P243, P261, P264, P271, P280, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P370+P378, P403+P233, P403+P235, P405, P501 | |
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 cyclopentadiene is an organosilicon compound with the chemical formula C5H5Si(CH3)3. It exists as a colorless liquid. It is used in the synthesis of some metal cyclopentadienyl complexes and has attracted interest for its fluxional structure.
Trimethylsilyl cyclopentadiene is an example of a molecule that undergoes rapid sigmatropic rearrangement. Observations of trimethylsilyl cyclopentadiene using gas phase NMR spectroscopy show that the protons on the ring are chemically equivalent, indicated by a single peak. This phenomenon, an example of fluxionality, is explained by the migration of the silyl group from carbon-to-carbon, thereby giving the appearance of equivalent CH signals. [2]
Properties: [3]
refractive index n20/D 1.471(lit.)
bp 138-140 °C(lit.)
density 0.833 g/mL at 25 °C(lit.)
storage temp. −20 °C
Trimethylsilyl cyclopentadiene is prepared by the reaction trimethylsilyl chloride (Me3SiCl) with sodium cyclopentadienide (NaC5H5): [4] [5]
![]() | |
Names | |
---|---|
IUPAC name
cyclopenta-2,4-dien-1-yl(trimethyl)silane
| |
Identifiers | |
3D model (
JSmol)
|
|
ChemSpider | |
PubChem
CID
|
|
| |
| |
Properties | |
C8H14Si | |
Molar mass | 138.285 g·mol−1 |
Appearance | Colorless liquid |
Density | 0.833 g/mL [1] |
Boiling point | 138 to 140 °C (280 to 284 °F; 411 to 413 K) [1] |
Hazards | |
GHS labelling: | |
![]() ![]() | |
Warning | |
H226, H315, H319, H335 | |
P210, P233, P240, P241, P242, P243, P261, P264, P271, P280, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P370+P378, P403+P233, P403+P235, P405, P501 | |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
|
Trimethylsilyl cyclopentadiene is an organosilicon compound with the chemical formula C5H5Si(CH3)3. It exists as a colorless liquid. It is used in the synthesis of some metal cyclopentadienyl complexes and has attracted interest for its fluxional structure.
Trimethylsilyl cyclopentadiene is an example of a molecule that undergoes rapid sigmatropic rearrangement. Observations of trimethylsilyl cyclopentadiene using gas phase NMR spectroscopy show that the protons on the ring are chemically equivalent, indicated by a single peak. This phenomenon, an example of fluxionality, is explained by the migration of the silyl group from carbon-to-carbon, thereby giving the appearance of equivalent CH signals. [2]
Properties: [3]
refractive index n20/D 1.471(lit.)
bp 138-140 °C(lit.)
density 0.833 g/mL at 25 °C(lit.)
storage temp. −20 °C
Trimethylsilyl cyclopentadiene is prepared by the reaction trimethylsilyl chloride (Me3SiCl) with sodium cyclopentadienide (NaC5H5): [4] [5]