Methylidynephosphane
| Methylidynephosphane | |
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Methylidynephosphane |
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Other names
Phosphaethyne |
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| Identifiers | |
| CAS number | 6829-52-3 |
| PubChem | 138843  |
| ChemSpider | 122445 |
| Jmol-3D images | Image 1 |
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| Properties | |
| Molecular formula | CHP |
| Molar mass | 43.99 g mol−1 |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) | |
| Infobox references | |
Methylidynephosphane (phosphaethyne) is a chemical compound which was the first phosphaalkyne compound discovered, containing the unusual C≡P carbon-phosphorus triple bond. It is thus the phosphorus analogue of hydrogen cyanide, with the nitrile nitrogen replaced by phosphorus. Methylidynephosphane can be synthesised by reaction of phosphine with carbon,[1] but is extremely reactive and polymerises readily at temperatures above −120 °C. However several derivatives substituted on the carbon atom with bulky groups such as t-butyl or trimethylsilyl are much more stable and are useful reagents for the synthesis of various organophosphorus compounds,[2] and the PCO− and PCS− anions are also known.[3]
[edit] References
- ^ Gier TE (1961). "HCP, A Unique Phosphorus Compound". J. Am. Chem. Soc. 83 (7): 1769. doi:10.1021/ja01468a058.
- ^ Regitz M (1990). "Phosphaalkynes: new building blocks in synthetic chemistry". Chem. Rev. 90: 191. doi:10.1021/cr00099a007.
- ^ Hubler K, Schwerdtfeger P. (1999). "Theoretical Studies of NMR Chemical Shifts and Vibrational Frequencies in λ3-Phosphaalkynes P≡C-R". Inorg. Chem. 38: 157–164. doi:10.1021/ic9811291.
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