Furantetracarboxylic acid

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Furantetracarboxylic acid
Furantetracarboxylic acid.svg
Names
Preferred IUPAC name
Furantetracarboxylic acid
Identifiers
3D model (JSmol)
ChemSpider
PubChem CID
UNII
  • InChI=1S/C8H4O9/c9-5(10)1-2(6(11)12)4(8(15)16)17-3(1)7(13)14/h(H,9,10)(H,11,12)(H,13,14)(H,15,16)
    Key: IREPGQRTQFRMQR-UHFFFAOYSA-N
  • C1(=C(OC(=C1C(=O)O)C(=O)O)C(=O)O)C(=O)O
Properties
C8H4O9
Molar mass 244.11 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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In chemistry, furantetracarboxylic acid is an organic compound with formula C
8
H
4
O
9
, or (C4O)(-(CO)OH)4, which can be viewed as deriving from furan C
4
H
4
O
through replacement of the four hydrogen atoms by carboxyl functional groups -(CO)OH.

By removal of four protons, the acid is expected to yield the anion C
8
O4−
9
, furantetracarboxylate, which is one of the oxocarbon anions (consisting solely of oxygen and carbon. By loss of 1 through 3 protons it forms the anions C
8
H
3
O
9
, C
8
H
2
O2−
9
, and C
8
HO3−
9
, called respectively trihydrogen-, dihydrogen-, and hydrogenfurantetracarboxylate. The same names are used for the corresponding esters.

The acid can be obtained by from dioxalylsuccinate. [1] [2] [3]

The salt rubidium trihydrogenfurantetracarboxylate RbH
3
C
8
O
9
crystallizes as white needles. [4]

See also

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6
H
4
O
8
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11
N
4
O2−
3
or ((N≡C−)2C=)2(C5O3)2−. It is one of the pseudo-oxocarbon anions, as it can be described as a derivative of the croconate oxocarbon anion C
5
O2−
5
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2
C
11
N
4
O
3
.

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10
H
4
O
10
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6
H
4
O
2
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2
·zH
2
O
, for various values of x, y, and z; or, equivalently, Mg
x+y
(OH)
2x
Cl
2y
(H
2
O)
zx
. The simple chemical formula that is often used is MgClOH, which appears in high school subject, for example.Other names for this class are magnesium chloride hydroxide, magnesium oxychloride, and basic magnesium chloride. Some of these compounds are major components of Sorel cement.

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References

  1. B. I. Zapadinskii, B. I. Liogon'kii, and A. A. Berlin (1973), Syntheses of Tetracarboxylic Acids. Russian Chemical Reviews, volume 42 issue 11, page 939. Online version accessed on 2010-01-03.
  2. H.Sutter (1932), Annalen, volume 499, page 47. Cited by Zapadinskii et al.
  3. T.Reichstein, A.Grussner, K.Schiudlerk, and E. Hardmeyer (1933), Helv.Chim.Acta, volume 16, page 276. Cited by Zapadinskii et al.
  4. Iain C. Paul and Leslie L. Martin (1967), The crystal and molecular structure of the monorubidium salt of furantetracarboxylic acid. Acta Crystallogr. volume 22 pages 559-567 doi : 10.1107/S0365110X67001136