2-(Dicyanomethylene)croconate is a
divalent
In chemistry, the valence (US spelling) or valency (British spelling) of an atom is a measure of its combining capacity with other atoms when it forms chemical compounds or molecules. Valence is generally understood to be the number of chemica ...
anion
An ion () is an atom or molecule with a net electrical charge. The charge of an electron is considered to be negative by convention and this charge is equal and opposite to the charge of a proton, which is considered to be positive by conven ...
with
chemical formula
A chemical formula is a way of presenting information about the chemical proportions of atoms that constitute a particular chemical compound or molecule, using chemical element symbols, numbers, and sometimes also other symbols, such as pare ...
or ((N≡C−)
2C=)(C
5O
4)
2−. It is one of the
pseudo-oxocarbon anions, as it can be described as a derivative of the
croconate oxocarbon anion
In chemistry, an oxocarbon anion is a negative ion consisting solely of carbon and oxygen atoms, and therefore having the general formula for some integers ''x'', ''y'', and ''n''.
The most common oxocarbon anions are carbonate, , and oxalate, ...
through the replacement of one
oxygen
Oxygen is a chemical element; it has chemical symbol, symbol O and atomic number 8. It is a member of the chalcogen group (periodic table), group in the periodic table, a highly reactivity (chemistry), reactive nonmetal (chemistry), non ...
atom by a
dicyanomethylene group
A group is a number of persons or things that are located, gathered, or classed together.
Groups of people
* Cultural group, a group whose members share the same cultural identity
* Ethnic group, a group whose members share the same ethnic iden ...
=C(−C≡N)
2.
The anion was synthesized and characterized by
A. Fatiadi in 1980, by hydrolysis of
croconate violet treated with
potassium hydroxide
Potassium hydroxide is an inorganic compound with the formula K OH, and is commonly called caustic potash.
Along with sodium hydroxide (NaOH), KOH is a prototypical strong base. It has many industrial and niche applications, most of which utili ...
.
[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.
] It gives an orange solution in water.
See also
*
Croconate violet, 1,3-bis(dicyanomethylene)croconate
*
Croconate blue, 1,2,3-tris(dicyanomethylene)croconate
*
1,2-Bis(dicyanomethylene)squarate
*
1,3-Bis(dicyanomethylene)squarate
References
Oxyanions
Cyclopentenes
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