copper(II) oxalate
{{Chembox
| ImageFile1 = Copper (II) Oxalate Structural Formula V1.svg
| ImageSize1 = 140px
| ImageFile2 = Kupfer(II)-oxalat.jpg
| ImageSize2 = 220px
| ImageAlt =
| PIN =
| OtherNames = Copper (II) oxalate, cupric oxalate, copper(2+) ethanedioate
| Section1 = {{Chembox Identifiers
| index1_label = hemihydrate
| CASNo = 814-91-5
| CASNo_Ref = {{cascite|correct|CAS}}
| CASNo1 = 55671-32-4
| UNII_Ref = {{fdacite|changed|FDA}}
| UNII = BN136S94FS
| EINECS = 212-411-4
| PubChem = 54602330
| ChemSpiderID = 12596
| SMILES = O=C([O-])C([O-])=O.[Cu+2]
| InChI = 1S/C2H2O4.Cu/c3-1(4)2(5)6;/h(H,3,4)(H,5,6);/q;+2
| InChIKey =
| StdInChI =
| StdInChIKey = QYCVHILLJSYYBD-UHFFFAOYSA-N
| RTECS =
| MeSHName =
| UNNumber = 3077
}}
| Section2 = {{Chembox Properties
| Formula = {{chem|Cu|C|2|O|4}}
| MolarMass = 151.56
| Appearance = blue solid
| Density = 6.57 g/cm3
| MeltingPtC =
| BoilingPtC =
| SolubilityProduct = 4.43{{e|−10}}{{cite book |author1=John Rumble |title=CRC Handbook of Chemistry and Physics |date=June 18, 2018 |publisher=CRC Press |isbn=978-1138561632 |pages=5–188|edition=99 |language=English}}| Solubility = insoluble}}
| Section3 = {{Chembox Hazards
| MainHazards =
| GHSPictograms = {{GHS07}}{{cite web |title=Copper oxalate - Substance Information - ECHA |url=https://echa.europa.eu/substance-information/-/substanceinfo/100.011.283 |publisher=European Chemical Agency |access-date=17 June 2021}}
| GHSSignalWord = Warning
| HPhrases = {{H-phrases|302+312|302|312}}
| PPhrases = {{P-phrases|264|270|280|301+312|302+352|312|322|330|363|501}}
| FlashPtC =
| AutoignitionPt = }}
| Section4 = {{Chembox Thermochemistry
}}
| Section6 = {{Chembox Related
| OtherCompounds = Calcium oxalate
Sodium oxalate
Magnesium oxalate
Strontium oxalate
Barium oxalate
Iron(II) oxalate
Iron(III) oxalate
}}
}}
Copper(II) oxalate are inorganic compounds with the chemical formula {{chem2|CuC2O4(H2O)_{x} }}. The value of x can be 0 and 0.44. One of these species is found as the secondary mineral moolooite (0.44 hydrate).{{cite journal |doi=10.1039/C4DT01689K |title=The Crystal structure of paramagnetic copper(
Copper(II) monooxalates are practically insoluble in all solvents. They are coordination polymers.{{cite web |title=Hazardous Substances Data Bank (HSDB) : 265 |url=https://pubchem.ncbi.nlm.nih.gov/source/hsdb/265 |publisher=National Library of Medicine |access-date=17 June 2021 |language=en}}
Synthesis
Copper(II) oxalate can be produced by precipitation from acidified aqueous copper(II) salts and oxalic acid.{{cite book|author1=O. Glemser|author2=R. Sauer|chapter=Copper(II) Sulfide|title=Handbook of Preparative Inorganic Chemistry, 2nd Ed. |editor=G. Brauer|publisher=Academic Press|year=1963|place=NY,NY|volume=2pages=1017-1018}}{{cite book |last1=Gooch |first1=Frank Austin |title=The precipitation of copper oxalate in analysis |date=1909 |oclc=890741677 |page=448 }}
::{{chem2|CuSO4 + H2C2O4 + H2O -> CuC2O4*H2O + H2SO4}}
Reactions
Upon heating to 130 °C, the hydrated copper(II) oxalates convert to the anhydrous cupric oxalate. Further heating at higher temperatures under an atmosphere of hydrogen gives copper metal, suitable as a reagent.
The hydrates bind Lewis bases.
Hydrated copper(II) oxalate reacts with alkali metal oxalates and ammonium oxalate to give bis(oxalato)cuprate:{{cite book |doi=10.1002/9780470132371.ch1 |chapter=Potassium Dioxalatocuprate(II) 2-Hydrate |title=Inorganic Syntheses |date=1960 |last1=Kirschner |first1=Stanley |last2=McLean |first2=John A. |last3=Meerman |first3=Gerardine |volume=6 |pages=1–2 |isbn=978-0-470-13165-7 }}
: {{chem2|(CuC2O4)(H2O)_{x} + C2O4(2-) -> [Cu(C2O4)2](2-) + x H2O}}
Uses
Copper oxalate is used as a catalyst for organic reactions, as a stabilizer for acetylated polyformaldehyde.{{cite book |last1=Richardson |first1=H. Wayne |title=Handbook of Copper Compounds and Applications |date=1997 |publisher=CRC Press |isbn=978-0-8247-8998-5 |page=84 |url=https://books.google.com/books?id=Zk0z22smWUoC&pg=PA84 }}{{cite book |doi=10.1002/14356007.a07_567 |chapter=Copper Compounds |title=Ullmann's Encyclopedia of Industrial Chemistry |date=2000 |last1=Richardson |first1=H. Wayne |isbn=978-3-527-30385-4 }}
Related compounds
References
{{Reflist}}
{{Copper compounds}}
{{Oxalates}}