2-(Dicyanomethylene)croconate

2-(Dicyanomethylene)croconate
Names
IUPAC name
2-(Dicyanomethylene)croconate
Identifiers
ChemSpider 26234929
Jmol interactive 3D Image
Image
Image
Properties
C
8
N
2
O
4
Molar mass 188.0966 g mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

2-(Dicyanomethylene)croconate is a divalent anion with chemical formula C
8
N
2
O2−
4
or ((N≡C−)2C=)(C5O4)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
through the replacement of one oxygen atom by a dicyanomethylene group =C(−C≡N)2.

The anion was synthesized and characterized by A. Fatiadi in 1980, by hydrolysis of croconate violet treated with potassium hydroxide.[1] It gives an orange solution in water.

See also

References

  1. Alexander J. Fatiadi (1980), "Pseudooxocarbons. Synthesis of 1,2,3-tris(dicyanomethylene)croconate salts. A new bond-delocalized dianion, croconate blue". Journal of Organic Chemistry volume 45, pages 1338–1339. doi:10.1021/jo01295a044
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