1,2-Bis(dicyanomethylene)squarate (original) (raw)
1,2-二(二氰基亚甲基)方酸盐是一类含有C10N4O2−2或((N≡C−)2C=)2(C4O2)2−二价阴离子的化合物。它是方酸根的两个邻位氧被二氰基亚甲基（=C(−C≡N)2）取代得到的化合物。 其阴离子可由方酸-1,2-二丁酯（由方酸和正丁醇反应制得）和金属钠与丙二腈反应得到。钠盐和其它盐类在乙醇中反应，可以制得多种盐类。
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| dbo: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 groups =C(−C≡N)2. The anion can be obtained by reacting squaric acid with n-butanol to obtain the diester (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+1⁄2H2O, 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 °C Nuclear magnetic resonance shows that the aromatic character of the squarate core is retained. (en) 1,2-二(二氰基亚甲基)方酸盐是一类含有C10N4O2−2或((N≡C−)2C=)2(C4O2)2−二价阴离子的化合物。它是方酸根的两个邻位氧被二氰基亚甲基（=C(−C≡N)2）取代得到的化合物。 其阴离子可由方酸-1,2-二丁酯（由方酸和正丁醇反应制得）和金属钠与丙二腈反应得到。钠盐和其它盐类在乙醇中反应，可以制得多种盐类。 (zh) |
| dbo:thumbnail | wiki-commons:Special:FilePath/Chemfm_1_2_bis_dicyanomethylene_squarate_2neg.svg?width=300 |
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| dbo:wikiPageWikiLink | dbr:Calcium dbr:Potassium dbr:Rubidium dbr:Barium dbr:Hydrate dbr:1,3-Bis(dicyanomethylene)squarate dbc:Cyclobutenes dbc:Oxyanions dbr:N-Butanol dbr:Croconate_blue dbr:Croconate_violet dbr:Anion dbr:Magnesium dbr:Malononitrile dbr:Functional_group dbr:Cations dbr:Anhydrous dbr:Oxygen dbr:Tetrabutylammonium dbr:Chemical_formula dbr:Chloride dbr:Sodium dbr:Squaric_acid dbr:Nuclear_magnetic_resonance dbr:Valence_(chemistry) dbr:Oxocarbon_anion dbr:Pseudo-oxocarbon_anion dbr:Diester dbr:1,2-dibutyl_squarate dbr:Dicyanomethylene dbr:File:Chemfm_1_2_bis_dicyanomethylene_squarate_2neg.svg |
| dbp:wikiPageUsesTemplate | dbt:Chem dbt:Frac dbt:Reflist dbt:Sub dbt:Sup |
| dcterms:subject | dbc:Cyclobutenes dbc:Oxyanions |
| gold:hypernym | dbr:Anion |
| rdf:type | dbo:ChemicalCompound |
| rdfs:comment | 1,2-二(二氰基亚甲基)方酸盐是一类含有C10N4O2−2或((N≡C−)2C=)2(C4O2)2−二价阴离子的化合物。它是方酸根的两个邻位氧被二氰基亚甲基（=C(−C≡N)2）取代得到的化合物。 其阴离子可由方酸-1,2-二丁酯（由方酸和正丁醇反应制得）和金属钠与丙二腈反应得到。钠盐和其它盐类在乙醇中反应，可以制得多种盐类。 (zh) 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 groups =C(−C≡N)2. Nuclear magnetic resonance shows that the aromatic character of the squarate core is retained. (en) |
| rdfs:label | 1,2-Bis(dicyanomethylene)squarate (en) 1,2-二(二氰基亚甲基)方酸盐 (zh) |
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