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- 1,2-Bis(dicyanomethylene)squarate abstract "1,2-Bis(dicyanomethylene)squarate is a divalent anion with chemical formula C10N4O2−2 or ((N≡C-)2C=)2(C4O2)2−. It is one of the pseudo-oxocarbon anions, as it can be described as a derivative of the squarate oxocarbon anion C4O2−4 through the replacement of two adjacent oxygen atoms by dicyanomethylene groups =C(-C≡N)2. The anion can be obtained by reacting squaric acid with n-butanol to obtain the diester 1,2-dibutyl squarate (an oily orange liquid) and treating the latter with metallic sodium and malononitrile (N≡C-)2CH2 to give the trihydrated disodium salt 2Na+·C10N4O2−2·3H2O, a yellow water-soluble solid. The hydrated salt loses the water below 100 °C, but the resulting anhydrous salt is stable up to 400 °C. Reaction of the sodium salt with the chlorides of other cations in ethanol affords the following salts: dipotassium 2K+·K2C10N4O2−2, anhydrous, yellow, stable to 300 °C dirubidium 2Rb+·Rb2C10N4O2−2, anhydrous, brown, stable to 300 °C magnesium sodium chloride, Mg2+·Na+·Cl−·C10N4O2−2·4.5H2O, dark yellow, dehydrates at 60–106 °C, stable to 461 °C calcium disodium, 2Na+·Ca2+·2C10N4O2−2·9H2O, yellow, dehydrates at 50–90 °C, stable to 178 °C barium, Ba2+·C10N4O2−2·2H2O, yellow, dehydrates at 87 °C, stable to 337 °C tetra-n-butylammonium, 2(C4H5)4N+·C10N4O2−2·H2O, yellow, dehydrates at 145 °C, stable to 323 °CNuclear magnetic resonance shows that the aromatic character of the squarate core is retained.".
- 1,2-Bis(dicyanomethylene)squarate thumbnail Chemfm_1_2_bis_dicyanomethylene_squarate_2neg.svg?width=300.
- 1,2-Bis(dicyanomethylene)squarate wikiPageID "26093577".
- 1,2-Bis(dicyanomethylene)squarate wikiPageLength "2922".
- 1,2-Bis(dicyanomethylene)squarate wikiPageOutDegree "31".
- 1,2-Bis(dicyanomethylene)squarate wikiPageRevisionID "465846864".
- 1,2-Bis(dicyanomethylene)squarate wikiPageWikiLink 1,2-dibutyl_squarate.
- 1,2-Bis(dicyanomethylene)squarate wikiPageWikiLink 1,3-Bis(dicyanomethylene)squarate.
- 1,2-Bis(dicyanomethylene)squarate wikiPageWikiLink Anhydrous.
- 1,2-Bis(dicyanomethylene)squarate wikiPageWikiLink Anion.
- 1,2-Bis(dicyanomethylene)squarate wikiPageWikiLink Barium.
- 1,2-Bis(dicyanomethylene)squarate wikiPageWikiLink Calcium.
- 1,2-Bis(dicyanomethylene)squarate wikiPageWikiLink Category:Oxoanions.
- 1,2-Bis(dicyanomethylene)squarate wikiPageWikiLink Cations.
- 1,2-Bis(dicyanomethylene)squarate wikiPageWikiLink Chemical_formula.
- 1,2-Bis(dicyanomethylene)squarate wikiPageWikiLink Chloride.
- 1,2-Bis(dicyanomethylene)squarate wikiPageWikiLink Croconate_blue.
- 1,2-Bis(dicyanomethylene)squarate wikiPageWikiLink Croconate_violet.
- 1,2-Bis(dicyanomethylene)squarate wikiPageWikiLink Dicyanomethylene.
- 1,2-Bis(dicyanomethylene)squarate wikiPageWikiLink Diester.
- 1,2-Bis(dicyanomethylene)squarate wikiPageWikiLink Ester.
- 1,2-Bis(dicyanomethylene)squarate wikiPageWikiLink Functional_group.
- 1,2-Bis(dicyanomethylene)squarate wikiPageWikiLink Hydrate.
- 1,2-Bis(dicyanomethylene)squarate wikiPageWikiLink Ion.
- 1,2-Bis(dicyanomethylene)squarate wikiPageWikiLink Magnesium.
- 1,2-Bis(dicyanomethylene)squarate wikiPageWikiLink Malononitrile.
- 1,2-Bis(dicyanomethylene)squarate wikiPageWikiLink N-Butanol.
- 1,2-Bis(dicyanomethylene)squarate wikiPageWikiLink Nuclear_magnetic_resonance.
- 1,2-Bis(dicyanomethylene)squarate wikiPageWikiLink Oxocarbon_anion.
- 1,2-Bis(dicyanomethylene)squarate wikiPageWikiLink Oxygen.
- 1,2-Bis(dicyanomethylene)squarate wikiPageWikiLink Potassium.
- 1,2-Bis(dicyanomethylene)squarate wikiPageWikiLink Pseudo-oxocarbon_anion.
- 1,2-Bis(dicyanomethylene)squarate wikiPageWikiLink Rubidium.
- 1,2-Bis(dicyanomethylene)squarate wikiPageWikiLink Sodium.
- 1,2-Bis(dicyanomethylene)squarate wikiPageWikiLink Squaric_acid.
- 1,2-Bis(dicyanomethylene)squarate wikiPageWikiLink Tetrabutylammonium.
- 1,2-Bis(dicyanomethylene)squarate wikiPageWikiLink Valence_(chemistry).
- 1,2-Bis(dicyanomethylene)squarate wikiPageWikiLink File:Chemfm_1_2_bis_dicyanomethylene_squarate_2neg.svg.
- 1,2-Bis(dicyanomethylene)squarate wikiPageWikiLinkText "1,2-Bis(dicyanomethylene)squarate".
- 1,2-Bis(dicyanomethylene)squarate hasPhotoCollection 1,2-Bis(dicyanomethylene)squarate.
- 1,2-Bis(dicyanomethylene)squarate wikiPageUsesTemplate Template:Chem.
- 1,2-Bis(dicyanomethylene)squarate wikiPageUsesTemplate Template:Reflist.
- 1,2-Bis(dicyanomethylene)squarate subject Category:Oxoanions.
- 1,2-Bis(dicyanomethylene)squarate hypernym Anion.
- 1,2-Bis(dicyanomethylene)squarate type ChemicalCompound.
- 1,2-Bis(dicyanomethylene)squarate comment "1,2-Bis(dicyanomethylene)squarate is a divalent anion with chemical formula C10N4O2−2 or ((N≡C-)2C=)2(C4O2)2−. It is one of the pseudo-oxocarbon anions, as it can be described as a derivative of the squarate oxocarbon anion C4O2−4 through the replacement of two adjacent oxygen atoms by dicyanomethylene groups =C(-C≡N)2.".
- 1,2-Bis(dicyanomethylene)squarate label "1,2-Bis(dicyanomethylene)squarate".
- 1,2-Bis(dicyanomethylene)squarate sameAs m.0b6fx_h.
- 1,2-Bis(dicyanomethylene)squarate sameAs Q4545650.
- 1,2-Bis(dicyanomethylene)squarate sameAs Q4545650.
- 1,2-Bis(dicyanomethylene)squarate wasDerivedFrom 1,2-Bis(dicyanomethylene)squarate?oldid=465846864.
- 1,2-Bis(dicyanomethylene)squarate depiction Chemfm_1_2_bis_dicyanomethylene_squarate_2neg.svg.
- 1,2-Bis(dicyanomethylene)squarate isPrimaryTopicOf 1,2-Bis(dicyanomethylene)squarate.