Copper(II) trifluoroacetate

Copper(II) trifluoroacetate is the trifluoroacetate of divalent copper with the chemical formula Cu(CF3COO)2. It exists as the anhydride, hydrate and adducts of other solvents. The hydrate begins to lose two waters of crystallisation at 108 °C, and loses all crystal water at 173 °C to form the anhydrous form. This begins to decompose at 220 °C. It finds some use as a reagent in organic chemistry.[6]

Copper(II) trifluoroacetate
Names
IUPAC name
copper;2,2,2-trifluoroacetate
Identifiers
3D model (JSmol)
ChemSpider
EC Number
  • 626-936-5
  • InChI=1S/2C2HF3O2.Cu/c2*3-2(4,5)1(6)7;/h2*(H,6,7);/q;;+2/p-2
    Key: JIDMEYQIXXJQCC-UHFFFAOYSA-L
  • C(=O)(C(F)(F)F)[O-].C(=O)(C(F)(F)F)[O-].[Cu+2]
Properties
(CF3COO)2Cu
Molar mass 289.578
Appearance blue wet crystals (anhydrous)[1]
light blue crystals (tetrahydrate)[2][3]
blue crystals (diacetonitrile)
soluble[4]
Hazards
GHS labelling:[5]
GHS07: Exclamation mark
Warning
H315, H319, H335
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Preparation

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Copper trifluoroacetate can be obtained by reacting trifluoroacetic acid with copper oxide, copper hydroxide or basic copper carbonate. Acetone can replace the water molecules in copper trifluoroacetate hydrate, and under reduced pressure conditions, the acetone can be removed to obtain anhydrous material.[1]

Adducts

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Copper trifluoroacetate forms adducts with a variety of Lewis bases, such as ammonia, water, dioxane,[7] and quinoline.[8] The Lewis bases bind to the axial positions.

References

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  1. ^ a b Cotton FA , Dikarev EV , Petrukhina MA (2000). "Syntheses and crystal structures of "unligated" copper(I) and copper(II) trifluoroacetates". Inorganic Chemistry. 39: 6072-6079. doi:10.1021/ic000663h.{{cite journal}}: CS1 maint: multiple names: authors list (link)
  2. ^ Karpova, Elena V.; Boltalin, Alexander I.; Zakharov, Maxim A.; Sorokina, Nataliya I.; Korenev, Yuri M.; Troyanov, Sergei I. (Apr 1998). <741::aid-zaac741>3.0.co;2-4 "Synthesis and Crystal Structure of Copper(II) Trifluoroacetates, Cu2(CF3COO)4 · 2 CH3CN and Cu(CF3COO)2(H2O)4". Zeitschrift für anorganische und allgemeine Chemie. 624 (4): 741–744. doi:10.1002/(sici)1521-3749(199804)624:4<741::aid-zaac741>3.0.co;2-4. ISSN 0044-2313.
  3. ^ Elena V. Karpova, Alexander I. Boltalin, Maxim A. Zakharov, et al. Synthesis and Crystal Structure of Copper(II) Trifluoroacetates, Cu2(CF3COO)4 · 2 CH3CN and Cu(CF3COO)2(H2O)4. ZAAC, 1998. 624(4): 741-744
  4. ^ MJ Baillie, DH Brown, KC Moss. Anhydrous metal trifluoroacetates. Journal of the Chemical Society A Inorganic Physical Theoretical, 1968: 3110-3114. DOI: 10.1039/j19680003110
  5. ^ "Copper (II) Trifluoroacetate". pubchem.ncbi.nlm.nih.gov.
  6. ^ Ollevier, Thierry (2001-04-15), "Copper(II) Trifluoroacetate", Encyclopedia of Reagents for Organic Synthesis, Chichester, UK: John Wiley & Sons, Ltd, p. 1, doi:10.1002/047084289x.rn01852, ISBN 978-0-470-84289-8, retrieved 2024-05-16
  7. ^ V. Calvo, P. Corteés, Y. Moreno, A. Vegas, E. Spodine (2000). "Influence of Hydrogen Bridges on the Magnetic Properties of Copper(II) Bis(trifluoroacetate) Complexes". Bol. Soc. Chil. Quím. 45. doi:10.4067/S0366-16442000000200013.{{cite journal}}: CS1 maint: multiple names: authors list (link)
  8. ^ Moreland, James A.; Doedens, Robert J. (Feb 1975). "Synthesis, crystal structure, and magnetic properties of a dimeric quinoline adduct of copper(II) trifluoroacetate". Journal of the American Chemical Society. 97 (3): 508–513. doi:10.1021/ja00836a007. ISSN 0002-7863.