Methylene

See also: Methylenes
Methylene
IUPAC name

Dihydridocarbon(2•)[1]
Other names

Carbene[1]
Identifiers
CAS number 2465-56-7 Y
PubChem 123164
ChemSpider 109779 Y
MeSH carbene
ChEBI CHEBI:29357 Y
Beilstein Reference 1696832
Gmelin Reference 56
Jmol-3D images Image 1
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 ΔfHo298		 386.39 kJ mol−1
Standard molar
entropy So298		 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. 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

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]

See also

References

  1. ^ 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. 
  2. ^ Hoffmann, Roald (2005). Molecular Orbitals of Transition Metal Complexes. Oxford. p. 7. ISBN 0198530935 
  3. ^ IUPAC, Compendium of Chemical Terminology, 2nd ed. (the "Gold Book") (1997). Online corrected version:  (2006–) "carbenes".
  4. ^ Lazár, Milan; Lazr̀, Milan (1989). Free radicals in chemistry and biology. Boca Raton: CRC Press. ISBN 0-8493-5387-4. 
  5. ^ http://www.cracked.com/article_19021_5-amazing-things-invented-by-donald-duck-seriously_p2.html

Further reading