Chemistry:Monosodium acetylide
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| Names | |
|---|---|
| IUPAC name Ethynylsodium | |
| Other names sodium acetylide, sodium ethynide | |
| Identifiers | |
| 3D model (JSmol) | |
| ChEBI | |
| ChemSpider | |
| EC Number | 
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| 174471 | |
| PubChem CID | |
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| Properties | |
| C2HNa | |
| Molar mass | 48.020 g·mol−1 | 
| Appearance | white solid | 
| Density | 1.352 g/cm3 | 
| hydrolysis | |
| Hazards | |
| GHS pictograms |    | 
| GHS Signal word | Danger | 
| H261, H314 | |
| P231+232, P260, P264, P280, P301+330+331, P302+361+354Script error: No such module "Preview warning".Category:GHS errors, P304+340, P305+354+338Script error: No such module "Preview warning".Category:GHS errors, P316Script error: No such module "Preview warning".Category:GHS errors, P321, P363, P370+378, P402+404, P405, P501 | |
| Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
| Infobox references | |
Monosodium acetylide is an organosodium compound with the formula NaC2H. It is a derived from acetylene by deprotonation using a sodium base, typically sodium amide.[2] This compound, a white solid, has been characterized by neutron diffraction, which revealed an Na-C bond and an elongated C≡C bond of 1.27 Å, which is longer than the C≡C bond length in acetylene itself (1.204 Å).[3] As a reagent, monosodium acetylide has been largely displaced by monolithium acetylide, which can be prepared more easily.[4]
References
- ↑ "Sodium acetylide" (in en). https://pubchem.ncbi.nlm.nih.gov/compound/2733336#section=Safety-and-Hazards.
- ↑ K. N. Campbell, B. K. Campbell (1950). "n-Butylacetylene". Organic Syntheses 30: 15. doi:10.15227/orgsyn.030.0015.
- ↑ Atoji, Masao (1972). "Neutron Structure Determination of Monosodium Acetylide, NaC2H, at 293 and 5K". The Journal of Chemical Physics 56 (10): 4947–4951. doi:10.1063/1.1676972. Bibcode: 1972JChPh..56.4947A.
- ↑ M. M. Midland; J. I. McLoughlin; R. T. Werley Jr. (1990). "Preparation and Use of Lithium Acetylide: 1-Methyl-2-Ethynyl-endo-3,3-Dimethyl-2-Norbornanol". Organic Syntheses 68: 14. doi:10.15227/orgsyn.068.0014.
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