Mellitic anhydride

Mellitic anhydride
Mellitic anhydride molecule
Names
IUPAC name
4,9,14-trioxatetracyclo[10.3.0.02,6.07,11]pentadeca-1,6,11-triene-3,5,8,10,13,15-hexone
Identifiers
4253-24-1 N
ChemSpider 223826 N
Jmol interactive 3D Image
PubChem 255291
Properties
C12O9
Molar mass 288.12 g·mol−1
Appearance colorless solid[1]
Melting point 161 °C; 322 °F; 434 K [1]
Vapor pressure 0.000004 mmHg (20°C)[1]
Hazards
US health exposure limits (NIOSH):
none[1]
TWA 0.005 ppm (0.04 mg/m3) Should be handled in the workplace as an extremely toxic substance.[1]
N.D.[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Mellitic anhydride, the anhydride of mellitic acid, is an organic compound with the formula C12O9.

Mellitic anhydride is an oxide of carbon (oxocarbon), like CO2, CO, and C3O2. It is a white sublimable solid, apparently obtained by Liebig and Wöhler in 1830 in their study of mellite ("honey stone"); they assigned it the formula C4O3.[2][3][4] The substance was properly characterized in 1913 by H. Meyer and K. Steiner.[5][6] It retains the aromatic character of the benzene ring.[7][8]

References

  1. 1 2 3 4 5 6 "NIOSH Pocket Guide to Chemical Hazards #0635". National Institute for Occupational Safety and Health (NIOSH).
  2. Wöhler, F. (1826). "Ueber die Honigsteinsäure". Annalen der Physik und Chemie 83 (7): 325–334. doi:10.1002/andp.18260830706.
  3. Liebig, J.; Wöhler, F. (1830). "Ueber die Zusammensetzung der Honigsteinsäure". Annalen der Physik und Chemie 94 (2): 161–164. doi:10.1002/andp.18300940202.
  4. Erdmann, O. L.; Marchand, R. F. (1848). "Ueber die Mellithsäure". Journal für Praktische Chemie 43 (2/3): 129–144. doi:10.1002/prac.18480430113.
  5. Meyer, H.; Steiner, K. (1913). "Über ein neues Kohlenoxyd C12O9" [A new carbon oxide C12O9]. Berichte der Deutschen Chemischen Gesellschaft 46 (1): 813–815. doi:10.1002/cber.191304601105.
  6. Bugge, G. (1914). "Chemie: Ein neues Kohlenoxyd". Naturwissenschaftliche Wochenschrift. 13/29 (12): 188.
  7. Fowler, P. W.; Lillington, M. (2007). "Mellitic Trianhydride, C12O9: The Aromatic Oxide of Carbon". Journal of Chemical Information and Modeling 47 (3): 905–908. doi:10.1021/ci600547n.
  8. Ermer, O.; Neudörfl, J. (2000). "Structure of Mellitic Trianhydride". Helvetica Chimica Acta 83 (1): 300–309. doi:10.1002/(SICI)1522-2675(20000119)83:1<300::AID-HLCA300>3.0.CO;2-L.


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