Copper(II) oxalate

Last updated
Copper(II) oxalate
Copper (II) Oxalate Structural Formula V1.svg
Kupfer(II)-oxalat.jpg
Names
Other names
Copper (II) oxalate, cupric oxalate, copper(2+) ethanedioate
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.011.283 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 212-411-4
PubChem CID
UNII
UN number 3077
  • Key: QYCVHILLJSYYBD-UHFFFAOYSA-N
  • InChI=1S/C2H2O4.Cu/c3-1(4)2(5)6;/h(H,3,4)(H,5,6);/q;+2
  • O=C([O-])C([O-])=O.[Cu+2]
Properties
CuC
2O
4
Molar mass 151.56
Appearanceblue solid
Density 6.57 g/cm3
insoluble
4.43×10−10 [1]
Hazards
GHS labelling:
GHS-pictogram-exclam.svg [2]
Warning
H302, H302+H312, H312
P264, P270, P280, P301+P312, P302+P352, P312, P322, P330, P363, P501
Thermochemistry
−751.3 kJ/mol [3]
Related compounds
Related compounds
 Calcium oxalate
Sodium oxalate
Magnesium oxalate
Strontium oxalate
Barium oxalate
Iron(II) oxalate
Iron(III) oxalate
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Copper(II) oxalate is an inorganic compound with the chemical formula CuC2O4•(H2O)x. The value of x lies between 0 (anhydrous form) and 0.44. One of these species is found as the secondary mineral moolooite (0.44 hydrate). [4] The anhydrous compound has been characterized by X-ray crystallography. [5] Many transition metal oxalate complexes are known.

Contents

Copper(II) oxalate, whether anhydrous or hydrated, is practically insoluble in all solvents, as it is a coordination polymer. [6]

Synthesis

Copper(II) oxalate can be produced by precipitation from acidified aqueous copper(II) salts and oxalic acid or an alkali metal oxalate. [7] [8]

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. [7]

The hydrates bind Lewis bases.

Hydrated copper(II) oxalate reacts with alkali metal oxalates and ammonium oxalate to give bis(oxalato)cuprate: [9]

(CuC2O4)(H2O)x + C2O2−4 → [Cu(C2O4)2]2− + x H2O

Uses

Copper oxalate is used as a catalyst for organic reactions, as a stabilizer for acetylated polyformaldehyde. [10] [11]

References

  1. ↑ John Rumble (June 18, 2018). CRC Handbook of Chemistry and Physics (99 ed.). CRC Press. pp. 5–188. ISBN   978-1138561632.
  2. ↑ "Copper oxalate - Substance Information - ECHA". European Chemical Agency . Retrieved 17 June 2021.
  3. ↑ Lamprecht, Emmanuel; Watkins, Gareth M.; Brown, Michael E. (July 2006). "The thermal decomposition of copper(II) oxalate revisited". Thermochimica Acta. 446 (1–2): 91–100. Bibcode:2006TcAc..446...91L. doi:10.1016/j.tca.2006.03.008.
  4. ↑ Christensen, Axel Nørlund; Lebech, Bente; Andersen, Niels Hessel; Grivel, Jean-Claude (2014). "The Crystal structure of paramagnetic copper(<SCP>ii</SCP>) oxalate (CuC2O4): Formation and thermal decomposition of randomly stacked anisotropic nano-sized crystallites" (PDF). Dalton Trans. 43 (44): 16754–16768. doi:10.1039/C4DT01689K. PMID   25278188.
  5. ↑ Schmittler, H. (1968). "Zum Strukturprinzip des fehlgeordneten Kupfer(II)-Oxalats CuC2O4·nH2O". Monatsberichte der Deutschen Akademie der Wissenschaften zu Berlin. 10: 581–604.
  6. ↑ "Hazardous Substances Data Bank (HSDB) : 265". National Library of Medicine . Retrieved 17 June 2021.
  7. 1 2 O. Glemser; R. Sauer (1963). "Copper(II) Sulfide". In G. Brauer (ed.). Handbook of Preparative Inorganic Chemistry, 2nd Ed. Vol. 2pages=1017-1018. NY, NY: Academic Press.
  8. ↑ Gooch, Frank Austin (1909). The precipitation of copper oxalate in analysis. p. 448. OCLC   890741677.
  9. ↑ Kirschner, Stanley; McLean, John A.; Meerman, Gerardine (1960). "Potassium Dioxalatocuprate(II) 2-Hydrate". Inorganic Syntheses. Vol. 6. pp. 1–2. doi:10.1002/9780470132371.ch1. ISBN   978-0-470-13165-7.{{cite book}}: ISBN / Date incompatibility (help)
  10. ↑ Richardson, H. Wayne (1997). Handbook of Copper Compounds and Applications. CRC Press. p. 84. ISBN   978-0-8247-8998-5.
  11. ↑ Richardson, H. Wayne (2000). "Copper Compounds". Ullmann's Encyclopedia of Industrial Chemistry. doi:10.1002/14356007.a07_567. ISBN   978-3-527-30385-4.
  12. ↑ Royappa, A. Timothy; Royappa, Andrew D.; Moral, Raphael F.; Rheingold, Arnold L.; Papoular, Robert J.; Blum, Deke M.; Duong, Tien Q.; Stepherson, Jacob R.; Vu, Oliver D.; Chen, Banghao; Suchomel, Matthew R.; Golen, James A.; André, Gilles; Kourkoumelis, Nikolaos; Mercer, Andrew D.; Pekarek, Allegra M.; Kelly, Dylan C. (November 2016). "Copper(I) oxalate complexes: Synthesis, structures and surprises". Polyhedron. 119: 563–574. doi: 10.1016/j.poly.2016.09.043 .
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