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Updated live from Wikipedia, last check: May 23, 2013 08:48 UTC (42 seconds ago)
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Aconitic acid[1]
Cis-aconitic acid
Trans-aconitic acid
IUPAC name
Other names Achilleic acid
Equisetic acid
Citridinic acid
Pyrocitric acid
Identifiers
CAS number 499-12-7 Yes check.svgY
PubChem 309
MeSH Aconitate
SMILES
InChI
InChI key GTZCVFVGUGFEME-UHFFFAOYAL
ChemSpider ID 303
Properties
Molecular formula C6H6O6
Molar mass 174.108 g/mol
Appearance colourless crystals
Melting point

198-199°C (decomp)

 Yes check.svgY (what is this?)  (verify)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Aconitic acid is an organic acid. The two isomers are cis-aconitic acid and trans-aconitic acid. The conjugate base of cis-aconitic acid, cis-aconitate is an intermediate in the isomerisation of citrate to isocitrate in the citric acid cycle. It is acted upon by aconitase.

Aconitic acid can be synthesized by dehydration of citric acid using sulfuric acid:[2]

(HO2CCH2)2COH(CO2H) → HO2CCH=C(CO2H)CH2CO2H + H2O

It was first prepared by thermal dehydration.[3]

References

  1. ^ cis-aconitate - Compound Summary, PubChem.
  2. ^ William F. Bruce (1943), "Acontinic Acid", Org. Synth., http://www.orgsyn.org/orgsyn/orgsyn/prepContent.asp?prep=CV2P0012  ; Coll. Vol. 2: 12  
  3. ^ B. Pawolleck,"Substitutionsproducte der Citronensäure und ein Versuch zur Synthese der letzteren" Justus Liebig's Annalen der Chemie 1875, volume 178, 150-170. doi:10.1002/jlac.18751780203







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