Mellitic anhydride

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Mellitic anhydride
Mellitic trianhydride.svg
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
3D model (Jmol)
ChemSpider
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):
PEL (Permissible)
none[1]
REL (Recommended)
TWA 0.005 ppm (0.04 mg/m3) Should be handled in the workplace as an extremely toxic substance.[1]
IDLH (Immediate danger)
N.D.[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YesYN ?)
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 empiric 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[edit]

  1. ^ a b c d e f "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.