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CuOAc

HCID 11073409
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Basic information

CAS
142-71-2
Standard SMILES
CC(=O)O.[Cu]
InChIKey
UMRSVAKGZBVPKD-UHFFFAOYSA-N
Molecular formula
C2H4CuO2
Average molar mass
123.6 g/mol
Monoisotopic mass
122.950726

Overview

See also: Acetic acid, copper salt (1:?) (preferred).

Names & identifiers

Preferred name
CuOAc
IUPAC
acetic acid;copper
English name
Copper(II) acetate
Molecular formula
C2H4O2.1/2Cu
Molecular weight
181.63

Names & synonyms

UNII-9U3N93LMZBMFCD00058908Kupferazetatcopper(i)acetateCuOAcCu(II)-AceteatCopper(I) acetate, 97%SCHEMBL221318CS-35557D88447Cu(oAc)2CUPRIC ACETATE
Show more names
COPPER ACETATECopper (II) AcetataeacetatedecuivreCopper(Ⅱ) acetateBARFOED'S REAGENTAI-61-AoctanmednatyCupper acetate

Database identifiers

CAS
142-71-2
PubChem CID
11073409

Properties

Computed structural properties

Topological polar surface area
37.3 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
2
Rotatable bonds
0
Heavy atoms
5
Formal charge
0
Complexity
34.6

Physicochemical properties

Melting point
115 °C · 115°C
Density
1.92 at · 1.92 at 21.9℃
vapor density
6.9 · 6.9 (vs air)
vapor pressure
0.002 Pa · 0.002Pa at 25℃
storage temp.
Inert atmosphere,Room Temperature
solubility
DMSO (Slightly, Heated), Methanol (Slightly, Heated)
form
Powder
color
Green to blue
Flame Color
Green
Water Solubility
Soluble in water and alcohol. Slightly soluble in ether and glycerol.
Sensitive
Hygroscopic
Merck
14 · 14,2624
BRN
3595638 · 3595638
Exposure limits
1 mg/m3NIOSH: · ACGIH: TWA 1 mg/m3NIOSH: IDLH 100 mg/m3; TWA 1 mg/m3
Stability
hygroscopic
Cosmetics Ingredients Functions
SKIN CONDITIONING

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

Safety data

F
3-10
PPE
dust mask type N95 (US), Eyeshields, Gloves
wgk
3
tsca
TSCA listed
rtecs
AG3480000
ridadr
UN 3077 9/PG 3
hs_code
29152990
Toxicity
mouse,LD50,intraperitoneal,2500ug/kg (2.5mg/kg),Biochemical Pharmacology. Vol. 30, Pg. 771, 1981.
risk_code
22-36/37/38-50/53
Signal word
Danger
Symbol(GHS)
GHS05,GHS07,GHS09
hazard_code
Xn,N
safety_code
26-60-61-37/39-29
hazard_class
9
Storage Class
8B - Non-combustible corrosive hazardous materials
Hazard statements
H302-H314-H410
Limited Quantities
1 Kg (2.2 lbs) (solid)
Excepted Quantities
Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml)
REACH Registrations
Active
Hazard Classifications
Acute Tox. 4 OralAquatic Acute 1Aquatic Chronic 2Eye Dam. 1Skin Corr. 1B
Precautionary statements
P260-P273-P280-P301+P312+P330-P303+P361+P353-P305+P351+P338
Hazardous Substances Data
142-71-2(Hazardous Substances Data)

Chemistry & industry

Applications · 6 items

UsesCopper(II) acetate is used as a pigment for ceramics; in the manufacture of Paris green; in textile dyeing; as a fungicide; and as a catalyst.

DescriptionCopper (II) acetate, also referred to as cupric acetate, is the chemical compound with the formula Cu(OAc)22 where OAc- is acetate (CH3CO2-). The hydrated derivative, which contains one molecule of water for each Cu atom, is available commercially. Anhydrous Cu(OAc)2 is a dark green crystalline solid, whereas Cu2(OAc)4(H2O)2 is more bluish-green. Since ancient times, copper acetates of some form have been used as fungicides and green pigments. Today, copper acetates are used as reagents for the synthesis of various inorganic and organic compounds. Copper acetate, like all copper compounds, emits a blue-green glow in a flame.

HistoryCopper (II) acetate was historically prepared in vineyards, since acetic acid is a byproduct of fermentation. Copper sheets were alternately layered with fermented grape skins and dregs left over from wine production and exposed to air. This would leave a blue substance on the outside of the sheet. This was then scraped off and dissolved in water. The resulting solid was used as a pigment, or combined with arsenic trioxide to form copper acetoarsenite, a powerful insecticide and fungicide called Paris Green or Schweinfurt Green. During the Second World War copper acetate was used as shark repellent . Under war conditions, before adoption it has been tested only very briefly (while in general successfully). The source says copper acetate does repel sharks in some situations but not in all.

UsesCopper(II) acetate is used in biochemical applications such as DNA extraction. It is used as a source of copper in inorganic synthesis, an oxidizing agent and catalyst in organic synthesis. It is also used to couple two terminal alkynes to make a 1,3-diyne. It is widely used in pigments, manufacture of paris green, textile dyeing, skin conditioner in cosmetics, antioxidant and stabilizer in food grade polymers.

UsesUsed as a catalyst or oxidizing agent in organic syntheses

General DescriptionA blue-green crystalline solid. The primary hazard is the threat to the environment. Immediate steps should be taken to limit its spread to the environment. Cupric acetate is used as an insecticide, in the preparation of other chemicals, as a fungicide, and mildew preventive.

Related reactions

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Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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InChI
1S/2C2H4O2.Cu/c2*1-2(3)4;/h2*1H3,(H,3,4);/q;;+2/p-2
InChIKey
OPQARKPSCNTWTJ-UHFFFAOYSA-L
SMILES
CC(=O)O[Cu]OC(C)=O
LogP
-0.285 · -0.285 (est)
Surface tension
72 mN/m · 72mN/m at 1.01-1.08g/L and 21.2-21.6℃
Dissociation constant
4.69 · 4.69-4.89
CAS DataBase Reference
142 · 142-71-2(CAS DataBase Reference)
Indirect Additives used in Food Contact Substances
CUPRIC ACETATE
FDA 21 CFR
178.201 · 178.2010
EWG's Food Scores
1 · 1
FDA UNII
39 M11XPH03 · 39M11XPH03
EPA Substance Registry System
Cupric acetate (142-71-2)
UNSPSC Code
12352302 · 12352302
NACRES
23 · NA.23
Symbol(GHS)
5 · GHS05,GHS07,GHS09
Signal word
Danger
Hazard statements
302 · H302-H314-H410
Precautionary statements
260 · P260-P273-P280-P301+P312+P330-P303+P361+P353-P305+P351+P338
PPE
95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes
Xn,N
Risk Statements
22 · 22-36/37/38-50/53
Safety Statements
26 · 26-60-61-37/39-29
RIDADR
3077 · UN 3077 9/PG 3
WGK Germany
3 · 3
RTECS
3480000 · AG3480000
F
3 · 3-10
TSCA
TSCA listed
HazardClass
9 · 9
HS Code
29152990 · 29152990
Storage Class
8 B · 8B - Non-combustible corrosive hazardous materials
Hazard Classifications
4 OralAquatic · Acute Tox. 4 OralAquatic Acute 1Aquatic Chronic 2Eye Dam. 1Skin Corr. 1B
Hazardous Substances Data
142 · 142-71-2(Hazardous Substances Data)
Toxicity
50 · mouse,LD50,intraperitoneal,2500ug/kg (2.5mg/kg),Biochemical Pharmacology. Vol. 30, Pg. 771, 1981.
REACH Registrations
Active
Limited Quantities
1 Kg · 1 Kg (2.2 lbs) (solid)
Excepted Quantities
Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml)

Preparation methods

PreparationCopper(II) acetate is prepared by treatment of copper(II) oxide, CuO, or copper(II) carbonate, CuCO3, with acetic acid, followed by crystallization: CuO + 2CH3COOH → (CH3COO)2Cu + H2O

Upstream & downstream products

Upstream raw materials

C. I. Pigment Blue 30 (77420)Copper(II) sulfate pentahydrateCopper(II) sulfateSodium carbonate decahydrateCupric carbonate basic

Downstream products

N,N,N',N'-Tetramethyl-2-butene-1,4-diamineNabumetone3-(Methylthio)butanalDye-fixing agent MCopper quinolateFlufenamic acidNetilmicin sulfateDisperse Blue 34,6-Dimethylpyrimidine-5-carboxylic acid2,6-Dimethyl-3,5-heptanedioneVanillin acetatemeso-Tetrakis(4-chlorophenyl)porphyrin-Cu(II)Thioacetanilide2-methyl oxazole 4-ethyl ester2-Iodo-4-nitroaniline