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

|DeltaHf = −751.3 kJ/mol{{cite journal |last1=Lamprecht |first1=Emmanuel |last2=Watkins |first2=Gareth M. |last3=Brown |first3=Michael E. |title=The thermal decomposition of copper(II) oxalate revisited |journal=Thermochimica Acta |date=July 2006 |volume=446 |issue=1–2 |pages=91–100 |doi=10.1016/j.tca.2006.03.008 |bibcode=2006TcAc..446...91L }}

}}

| 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(ii) oxalate (CuC2O4): Formation and thermal decomposition of randomly stacked anisotropic nano-sized crystallites |date=2014 |last1=Christensen |first1=Axel Nørlund |last2=Lebech |first2=Bente |last3=Andersen |first3=Niels Hessel |last4=Grivel |first4=Jean-Claude |journal=Dalton Trans |volume=43 |issue=44 |pages=16754–16768 |pmid=25278188 |url=https://backend.orbit.dtu.dk/ws/files/101897309/rsc_7.pdf }} The anhydrous compound has been characterized by X-ray crystallography.{{cite journal|title=Zum Strukturprinzip des fehlgeordneten Kupfer(II)-Oxalats CuC2O4·nH2O|journal=Monatsberichte der Deutschen Akademie der Wissenschaften zu Berlin|year=1968|volume=10|page= 581-604|author=Schmittler, H.}} Many transition metal oxalate complexes are known.

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

  • Cuprous oxalates.{{cite journal |last1=Royappa |first1=A. Timothy |last2=Royappa |first2=Andrew D. |last3=Moral |first3=Raphael F. |last4=Rheingold |first4=Arnold L. |last5=Papoular |first5=Robert J. |last6=Blum |first6=Deke M. |last7=Duong |first7=Tien Q. |last8=Stepherson |first8=Jacob R. |last9=Vu |first9=Oliver D. |last10=Chen |first10=Banghao |last11=Suchomel |first11=Matthew R. |last12=Golen |first12=James A. |last13=André |first13=Gilles |last14=Kourkoumelis |first14=Nikolaos |last15=Mercer |first15=Andrew D. |last16=Pekarek |first16=Allegra M. |last17=Kelly |first17=Dylan C. |title=Copper(I) oxalate complexes: Synthesis, structures and surprises |journal=Polyhedron |date=November 2016 |volume=119 |pages=563–574 |doi=10.1016/j.poly.2016.09.043 |doi-access=free }}

References