Trioxoglutaric acid

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Trioxoglutaric acid
Skeletal formula
Names
Preferred IUPAC name
Trioxopentanedioic acid
Other names
2,3,4-Triioxoglutaric acid
Identifiers
3D model (
JSmol
)
  • InChI=1S/C5H2O7/c6-1(2(7)4(9)10)3(8)5(11)12/h(H,9,10)(H,11,12)
    Key: PMUUJAYAGCHVLX-UHFFFAOYSA-N
  • OC(=O)C(=O)C(=O)C(=O)C(=O)O
Properties
C5H2O7
Molar mass 174.064 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Trioxoglutaric acid

oxomalonic, and dioxosuccinic acids
.

Removal of two

esters with the [−O−(C=O)5−O−] moiety
.

Removal of a single proton would result in the monovalent anion hydrogentrioxoglutarate, C
5
HO
7
or HO−(C=O)5−O.

Status

As of 2020, there seems to be no reliable published report of synthesis or isolation of the acid or its salts. It is however listed in one survey as one of the specialty chemicals produced by thermal hydrolysis of cotton hulls at a Soviet plant in the 1960s.[2]

Also, a theoretical chemistry paper mentions it as a (hypothetical?) fully oxidized derivative of pentane.[1]

See also

  • α-Ketoglutaric acid
    (or 2-oxoglutaric acid)
  • β-Ketoglutaric acid
    (or 3-oxoglutaric acid)

References

  1. ^ .
  2. ^ Mikhail Li Rabinovich (2010): "Wood hydrolysis industry in the Soviet Union and Russia: A mini-review". Cellulose Chemistry and Technology, volume 44, issues 4-6, pages 173-186.