Mellitic acid

Mellitic acid[1]
Skeletal formula
Ball-and-stick model[2]
Space-filling model
Names
Preferred IUPAC name
Benzenehexacarboxylic acid
Other names
Graphitic acid
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.007.495 Edit this at Wikidata
UNII
  • InChI=1S/C12H6O12/c13-7(14)1-2(8(15)16)4(10(19)20)6(12(23)24)5(11(21)22)3(1)9(17)18/h(H,13,14)(H,15,16)(H,17,18)(H,19,20)(H,21,22)(H,23,24) checkY
    Key: YDSWCNNOKPMOTP-UHFFFAOYSA-N checkY
  • InChI=1/C12H6O12/c13-7(14)1-2(8(15)16)4(10(19)20)6(12(23)24)5(11(21)22)3(1)9(17)18/h(H,13,14)(H,15,16)(H,17,18)(H,19,20)(H,21,22)(H,23,24)
    Key: YDSWCNNOKPMOTP-UHFFFAOYAB
  • O=C(O)c1c(c(c(c(c1C(=O)O)C(=O)O)C(=O)O)C(=O)O)C(=O)O
Properties
C12H6O12
Molar mass 342.16 g/mol
Density 1.68 g/cm3, 2.078 (calc.)[3]
Melting point > 300 °C (572 °F; 573 K)
Boiling point 678 °C (1,252 °F; 951 K) (calc.)[3]
Acidity (pKa) 5.0, 2.19, 3.31, 4.78, 5.89, 6.96[4]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

Mellitic acid, also called graphitic acid or benzenehexacarboxylic acid, is an acid first discovered in 1799 by Martin Heinrich Klaproth in the mineral mellite (honeystone), which is the aluminium salt of the acid.[5] It crystallizes in fine silky needles and is soluble in water and alcohol.

  1. ^ MSDS for mellitic acid[permanent dead link]
  2. ^ Cite error: The named reference bart was invoked but never defined (see the help page).
  3. ^ a b Curate Data: Predicted Properties: 2244. ChemSpider.com.
  4. ^ Brown, H.C., et al., in Baude, E.A. and Nachod, F.C., Determination of Organic Structures by Physical Methods, Academic Press, New York, 1955.
  5. ^ Klaproth (1802). Beiträge zur chemischen Kenntniss der Mineralkörper, Band 3 (in German). p. 114.