Copper(II) acetate

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Cupric acetate
)
Copper(II) acetate

Small crystals of copper(II) acetate
Copper(II) acetate hydrate
Copper(II) acetate monohydrate
Names
IUPAC name
Tetra-μ2-acetatodiaquadicopper(II)
Other names
Copper(II) ethanoate
Cupric acetate
Copper acetate
Verdigris
Identifiers
3D model (
JSmol
)
ChemSpider
ECHA InfoCard
 100.005.049 Edit this at Wikidata
EC Number
  • 205-553-3
UNII
UN number 3077
  • InChI=1S/2C2H4O2.Cu/c2*1-2(3)4;/h2*1H3,(H,3,4);/q;;+2/p-2 checkY
    Key: OPQARKPSCNTWTJ-UHFFFAOYSA-L checkY
  • InChI=1/2C2H4O2.Cu/c2*1-2(3)4;/h2*1H3,(H,3,4);/q;;+2/p-2
    Key: OPQARKPSCNTWTJ-NUQVWONBAO
  • [O+]1C(C)O[Cu-3]23([OH2+])[O+]C(C)O[Cu-3]1([OH2+])(OC(C)[O+]2)OC(C)[O+]3
Properties
Cu(CH3COO)2
Molar mass 181.63 g/mol (anhydrous)
199.65 g/mol (hydrate)
Appearance Dark green crystalline solid
Odor Odorless (hydrate)
Density 1.882 g/cm3 (hydrate)
Melting point 115 °C (anhydrous) [1]

Undetermined (hydrate)[2]

Boiling point 240 °C (464 °F; 513 K)
Hydrate:
7.2 g/100 mL (cold water)
20 g/100 mL (hot water)
Solubility Soluble in alcohol
Slightly soluble in ether and glycerol
1.545 (hydrate)
Structure
Monoclinic
Hazards
GHS labelling:
GHS05: CorrosiveGHS06: ToxicGHS07: Exclamation markGHS09: Environmental hazard
Danger
H301, H302, H311, H314, H410, H411, H412
P260, P264, P270, P273, P280, P301+P310, P301+P312, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P310, P312, P321, P322, P330, P361, P363, P391, P405, P501
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g. chloroformFlammability 0: Will not burn. E.g. waterInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
2
0
0
Flash point Non-flammable
Lethal dose or concentration (LD, LC):
710 mg/kg oral rat[4]
NIOSH (US health exposure limits):
PEL (Permissible)
 TWA 1 mg/m3 (as Cu)[3]
REL (Recommended)
 TWA 1 mg/m3 (as Cu)[3]
IDLH
(Immediate danger)
 TWA 100 mg/m3 (as Cu)[3]
Safety data sheet (SDS) Baker MSDS
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

Copper(II) acetate, also referred to as cupric acetate, is the

organic compounds.[5] Copper acetate, like all copper compounds, emits a blue-green glow in a flame
.

Structure

Copper acetate hydrate adopts the

antiferromagnetic exchange coupling, which ascribe its low-temperature diamagnetic behavior to cancellation of the two opposing spins on the adjacent copper atoms.[12]

  • Copper(II) acetate monohydrate, dichroic
    Copper(II) acetate monohydrate, dichroic

Synthesis

Copper(II) acetate is prepared industrially by heating

basic copper(II) carbonate with acetic acid.[5]

Uses in chemical synthesis

Copper(II) acetate has found some use as an

diyne:[13][14]

Cu2(OAc)4 + 2 RC≡CH → 2 CuOAc + RC≡C−C≡CR + 2 HOAc

The reaction proceeds via the intermediacy of copper(I) acetylides, which are then oxidized by the copper(II) acetate, releasing the acetylide radical. A related reaction involving copper acetylides is the synthesis of ynamines, terminal alkynes with amine groups using Cu2(OAc)4.[15] It has been used for hydroamination of acrylonitrile.[16]

It is also an oxidising agent in Barfoed's test.

It reacts with

Paris green
.

Related compounds

Heating a mixture of anhydrous copper(II) acetate and copper metal affords copper(I) acetate:[17][18]

Cu + Cu(OAc)2 → 2 CuOAc

Unlike the copper(II) derivative, copper(I) acetate is colourless and diamagnetic.

"Basic copper acetate" is prepared by neutralizing an aqueous solution of copper(II) acetate. The basic acetate is poorly soluble. This material is a component of verdigris, the blue-green substance that forms on copper during long exposures to atmosphere.


Other Uses

A mixture of copper acetate and ammonium chloride is used to chemically color copper with a bronze patina.[19]

Mineralogy

The mineral hoganite is a naturally occurring form of copper(II) acetate.[20][21] A related mineral, also containing calcium, is paceite.[21] Both are very rare.[22][23]

  • Copper(II) acetate, crystalline
    Copper(II) acetate, crystalline
  • Copper acetate, crystalline
    Copper(II) acetate, milled

References

  1. ^ "Copper(II) acetate | C4H6CuO4 | ChemSpider".
  2. doi:10.1021/ed053p397
    .
  3. ^ a b c NIOSH Pocket Guide to Chemical Hazards. "#0150". National Institute for Occupational Safety and Health (NIOSH).
  4. ^ "Mineral Safety Data Sheet: Copper (II) Acetate, Monohydrate" (PDF). Archived from the original (PDF) on 2011-09-28. Retrieved 2011-06-14.
  5. ^
    ISBN 978-3527306732
    .
  6. S2CID 4292992
    .
  7. ^ Wells, A. F. (1984). Structural Inorganic Chemistry. Oxford: Clarendon Press.[ISBN missing]
  8. ISBN 9780120236206
    .
  9. ISSN 0365-110X
    .
  10. ISSN 1364-5447
    .
  11. ISSN 0567-7408
    .
  12. ISBN 978-3642707353
    .
  13. doi:10.15227/orgsyn.054.0001
    ; Collected Volumes, vol. 6, p. 68.
  14. doi:10.15227/orgsyn.045.0039
    ; Collected Volumes, vol. 5, p. 517.
  15. ISBN 978-0-470-84289-8
    ..
  16. doi:10.15227/orgsyn.038.0014
    ; Collected Volumes, vol. 4, p. 146.
  17. ISBN 9780470132517. {{cite book}}: |journal= ignored (help
    )
  18. ISBN 0471936235
    .
  19. ^ Budija, Goran. "Collection of formulas for the chemical,electrochemical and heat colouring of metals,the cyanide free immersion plating and electroplating" (PDF). Finishing.com. Retrieved December 30, 2023.
  20. PMID 17321784
    .
  21. ^
    S2CID 97116531
    .
  22. ^ "Paceite".
  23. ^ "List of Minerals". 21 March 2011.

External links

Wikimedia Commons has media related to Copper(II) acetate.
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