Methylene
From Wikipedia, the free encyclopedia
See also: Methylenes
| Methylene | |
|---|---|
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Dihydridocarbon(2•)[1] |
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Other names
Carbene[1] |
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| Identifiers | |
| CAS number | 2465-56-7  |
| PubChem | 123164 |
| ChemSpider | 109779 |
| MeSH | carbene |
| ChEBI | CHEBI:29357 |
| Beilstein Reference | 1696832 |
| Gmelin Reference | 56 |
| Jmol-3D images | Image 1 |
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| Properties | |
| Molecular formula | CH22• |
| Molar mass | 14.0266 g mol−1 |
| Exact mass | 14.015650064 g mol−1 |
| Appearance | Colourless gas |
| Solubility in water | Reacts |
| Thermochemistry | |
| Std enthalpy of formation ΔfH |
386.39 kJ mol−1 |
| Standard molar entropy S |
193.93 J K−1 mol−1 |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) | |
| Infobox references | |
Methylene is a carbene encountered in organic chemistry.[2][3] Methylene has a non-linear triplet ground state and is thus paramagnetic. It is not stable in the gaseous state, as it is highly reactive towards itself. Methylene can be considered to be a diradical; addition reactions are very fast and exothermic. Methylene tends to dimerize even at low concentrations into ethene.[4]
Contents |
[edit] Trivia
Carl Barks was the first to make a reference to methylene in his comic Donald Duck, almost 20 years before science could prove its existence.[5]
[edit] See also
[edit] References
- ^ a b "methanediyl (CHEBI:29357)". Chemical Enrities of Bioloical Interest. UK: European Bioinformatics Institute. 14 January 2009. IUPAC Names. http://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI%3A29357. Retrieved 2 January 2012.
- ^ Hoffmann, Roald (2005). Molecular Orbitals of Transition Metal Complexes. Oxford. p. 7. ISBN 0198530935
- ^ IUPAC, Compendium of Chemical Terminology, 2nd ed. (the "Gold Book") (1997). Online corrected version: (2006–) "carbenes".
- ^ Lazár, Milan; Lazr̀, Milan (1989). Free radicals in chemistry and biology. Boca Raton: CRC Press. ISBN 0-8493-5387-4.
- ^ http://www.cracked.com/article_19021_5-amazing-things-invented-by-donald-duck-seriously_p2.html
[edit] Further reading
- Shavitt, I (1985). "Geometry and singlet-triplet energy gap in methylene: A critical review of experimental and theoretical determinations". Tetrahedron 41 (8): 1531. doi:10.1016/S0040-4020(01)96393-8.
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