Bis(trimethylsilyl)mercury: Difference between revisions
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|GHSPictograms = {{GHS06}}{{GHS08}}{{GHS09}} |
|GHSPictograms = {{GHS06}}{{GHS08}}{{GHS09}} |
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|GHSSignalWord = Danger |
|GHSSignalWord = Danger |
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|HPhrases = {{H-phrases|300|310|330|373 |
|HPhrases = {{H-phrases|300|310|330|373|410}} |
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|PPhrases = {{P-phrases|260|262|264|270|271|273|280|284|301+310|302+350|304+340|310|314|320|321|322|330|361|363|391|403+233|405|501}} |
|PPhrases = {{P-phrases|260|262|264|270|271|273|280|284|301+310|302+350|304+340|310|314|320|321|322|330|361|363|391|403+233|405|501}} |
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This compound was first synthesized by Wiberg ''et al.'' in 1963, by the reaction of [[trimethylsilyl bromide]] with [[sodium amalgam]]:<ref name = wiberg>{{cite journal | doi = 10.1002/anie.196305071 | title = Recent Developments in the Chemistry of Metal Silyls of the Type M(SiR3)n | year = 1963 | author = Wiberg, E. | journal = [[Angew. Chem. Int. Ed. Engl.]] | volume = 2 | pages = 507 | last2 = Stecher | first2 = O. | last3 = Andrascheck | first3 = H. J. | last4 = Kreuzbichler | first4 = L. | last5 = Staude | first5 = E. | issue = 9}}</ref> |
This compound was first synthesized by Wiberg ''et al.'' in 1963, by the reaction of [[trimethylsilyl bromide]] with [[sodium amalgam]]:<ref name = wiberg>{{cite journal | doi = 10.1002/anie.196305071 | title = Recent Developments in the Chemistry of Metal Silyls of the Type M(SiR3)n | year = 1963 | author = Wiberg, E. | journal = [[Angew. Chem. Int. Ed. Engl.]] | volume = 2 | pages = 507 | last2 = Stecher | first2 = O. | last3 = Andrascheck | first3 = H. J. | last4 = Kreuzbichler | first4 = L. | last5 = Staude | first5 = E. | issue = 9}}</ref> |
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: 2 Na + Hg + TMSBr |
: 2 Na + Hg + TMSBr → TMS<sub>2</sub>Hg + 2 NaBr |
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== Reactions == |
== Reactions == |
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On prolonged heating at 100-160 °C, or when stood under light as an ethereal solution, it decomposes to [[hexamethyldisilane]]:<ref name = wiberg/> |
On prolonged heating at 100-160 °C, or when stood under light as an ethereal solution, it decomposes to [[hexamethyldisilane]]:<ref name = wiberg/> |
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: TMS<sub>2</sub>Hg |
: TMS<sub>2</sub>Hg → (CH<sub>3</sub>)<sub>3</sub>Si-Si(CH<sub>3</sub>)<sub>3</sub> + Hg |
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Reaction with [[hydrogen chloride]] gives [[trimethylsilane]] and [[trimethylsilyl chloride]]:<ref name = wiberg/> |
Reaction with [[hydrogen chloride]] gives [[trimethylsilane]] and [[trimethylsilyl chloride]]:<ref name = wiberg/> |
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: TMS<sub>2</sub>Hg + HCl |
: TMS<sub>2</sub>Hg + HCl → TMSH + TMSCl + Hg |
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== References == |
== References == |
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== Further reading == |
== Further reading == |
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* {{cite journal | doi = 10.1107/S0108270199016339 |date=Apr 2000 |author1=Pickett, Nl |author2=Just, O |author3=Vanderveer, Dg |author4=Rees Ws, Jr | title = Reinvestigation of bis(trimethylsilyl)mercury | volume = 56 | issue = 4| pages = 412–3 | pmid = 10815189 | journal = |
* {{cite journal | doi = 10.1107/S0108270199016339 |date=Apr 2000 |author1=Pickett, Nl |author2=Just, O |author3=Vanderveer, Dg |author4=Rees Ws, Jr | title = Reinvestigation of bis(trimethylsilyl)mercury | volume = 56 | issue = 4| pages = 412–3 | pmid = 10815189 | journal = Acta Crystallographica C| doi-access =}} |
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{{Mercury compounds}} |
{{Mercury compounds}} |
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Latest revision as of 21:53, 3 December 2023
mercury.svg)
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mercury-3D-vdW.png)
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| Identifiers | |
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3D model (JSmol)
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| ChemSpider | |
| EC Number |
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PubChem CID
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CompTox Dashboard (EPA)
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| Properties | |
| C6H18HgSi2 | |
| Molar mass | 346.972 g·mol−1 |
| Boiling point | 104 °C (377 K)(dec.) |
| Hazards | |
| GHS labelling: | |
  
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| Danger | |
| H300, H310, H330, H373, H410 | |
| P260, P262, P264, P270, P271, P273, P280, P284, P301+P310, P302+P350, P304+P340, P310, P314, P320, P321, P322, P330, P361, P363, P391, P403+P233, 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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Bis(trimethylsilyl)mercury is a chemical reagent with the formula (CH3)3-Si-Hg-Si-(CH3)3.
Synthesis
[edit]This compound was first synthesized by Wiberg et al. in 1963, by the reaction of trimethylsilyl bromide with sodium amalgam:[1]
- 2 Na + Hg + TMSBr → TMS2Hg + 2 NaBr
Reactions
[edit]On prolonged heating at 100-160 °C, or when stood under light as an ethereal solution, it decomposes to hexamethyldisilane:[1]
- TMS2Hg → (CH3)3Si-Si(CH3)3 + Hg
Reaction with hydrogen chloride gives trimethylsilane and trimethylsilyl chloride:[1]
- TMS2Hg + HCl → TMSH + TMSCl + Hg
References
[edit]- ^ a b c Wiberg, E.; Stecher, O.; Andrascheck, H. J.; Kreuzbichler, L.; Staude, E. (1963). "Recent Developments in the Chemistry of Metal Silyls of the Type M(SiR3)n". Angew. Chem. Int. Ed. Engl. 2 (9): 507. doi:10.1002/anie.196305071.
Further reading
[edit]- Pickett, Nl; Just, O; Vanderveer, Dg; Rees Ws, Jr (Apr 2000). "Reinvestigation of bis(trimethylsilyl)mercury". Acta Crystallographica C. 56 (4): 412–3. doi:10.1107/S0108270199016339. PMID 10815189.