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Cupric acetate monohydrate

HCID 165397
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Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
6046-93-1
Standard SMILES
CC(=O)[O-].CC(=O)[O-].O.[Cu+2]
InChIKey
NWFNSTOSIVLCJA-UHFFFAOYSA-L
Molecular formula
C4H8CuO5
Average molar mass
199.65 g/mol
Monoisotopic mass
198.96677086

Overview

See also: Copper (II) acetate, monohydrate (annotation moved to); Copper di(acetate) hydrate (annotation moved to).

Names & identifiers

Preferred name
Cupric acetate monohydrate
IUPAC
copper;diacetate;hydrate
English name
Copper (II) acetate monohydrate
Molecular formula
C4H8CuO5
Molecular weight
199.65

Names & synonyms

Copper(II) acetate monohydrateCupric acetate monohydrateCopper(2+) acetate, monohydrate39J9V52S86DTXSID90209202RefChem:580026DTXCID701316936046-93-1Copper(II) acetate hydratecopper acetate monohydrate66923-66-8Copper (II) Acetate Monohydrate
Show more names
COPPER ACETATECuAcCu(OAc)2·H2O205-553-3CopperdiacetatemonohydrateVERDIGRIS
Copper diacetate monohydrateAcetic acid, copper(2+) salt, monohydratecopper;diacetate;hydrateC4H8CuO5Copper(II) acetate xhydrateCopper (II) acetate hydrateCopper(II)acetate monohydratecopper acetate hydrate

Database identifiers

CAS
6046-93-1
PubChem CID
165397
DTXSID
DTXSID90209202
UNII
39J9V52S86
EC Number
611-978-9

Properties

Computed structural propertiesFilling in

Topological polar surface area
81.3 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
5
Rotatable bonds
0
Heavy atoms
10
Formal charge
0
Complexity
25.5

Experimental & physicochemical properties

Chemical ClassesMetals -> Organic Acids, Metal Salts
Melting Point115 °C
Physical DescriptionDark green solid; [Merck Index] Blue-green odorless powder; [Alfa Aesar MSDS]

Physicochemical properties

Melting point
115 °C · 115 °C
Boiling point
240 °C · 240 °C
Density
1.88 · 1.88
bulk density
1100 kg/m3 · 1100kg/m3
vapor density
6.9 · 6.9 (vs air)
storage temp.
5 °C · Store at +5°C to +30°C.
solubility
72 g/l · 72g/l
form
Solid
color
Dark Green
Specific Gravity
1.882 · 1.882
PH
5.2 · 5.2-5.5 (20g/l, H2O, 20℃)

Safety & regulation

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

GHS classification

GHS Classification · 6 items

Danger

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P260, P261, P264, P264+P265, P270, P271, P273, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P351+P338, P305+P354+P338, P316, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P363, P391, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 235 reports by companies from 16 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Warning

H302: Harmful if swallowed [Warning Acute toxicity, oral]

Hazard information

Regulatory Information · 2 items

Chemical: Acetic acid, copper(2+) salt, monohydrate

Regulation (EC) No 1831/2003 (amended)

Other Safety InformationIMAP assessments - Acetic acid, copper(2+) salt, monohydrate: Human health tier I assessment
Hazards SummaryA skin and strong eye irritant; Harmful by ingestion; [Alfa Aesar MSDS] See Copper(II) acetate.
Hazard Classes and Categories · 2 items

Acute Tox. 4 (100%)

Acute toxicity (Oral) - Category 4

Safety & protection

Exposure Control and Personal Protection0.01 [mg/m3], respirable fraction (Cu, inorganic cmpnds)[German Research Foundation (DFG)]
Threshold Limit Values (TLV)

Chemistry & industry

Uses & manufacturing

Uses · 2 items

Used to make Paris Green and Fehling's reagent, as a fungicide, catalyst, ceramic pigment, and in textile dyeing; [Merck Index]

Farming (Pesticides) [Category: Industry]

Applications · 4 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.Copper(II) acetate monohydrate is used in DNA extraction in biochemical applications. It is also used as a catalyst or oxidizing agent in organic syntheses.Catalyst for activation of alcohols as greener alkylating reagents.Copper-Catalyzed Aerobic Oxidation of Amines to Imines under Neat Conditions with Low Catalyst Loading.

UsesCatalyst for activation of alcohols as greener alkylating reagentsCopper-Catalyzed Aerobic Oxidation of Amines to Imines under Neat Conditions with Low Catalyst Loading

UsesCopper(II) acetate monohydrate is used in formation of Cu chelates of -dicarbonyl compounds as a means of purification and in the eglinton (modified glaser) coupling of terminal alkynes. It is also used as a catalyst for the michael reaction giving increased yields and absence of side-reactions. It Promotes ullmann-type C-O and C-N coupling reactions of arylboronic acids with phenols, amines and various other nitrogen derivatives. It is also used in biochemical applications such as DNA extraction.

General DescriptionCopper (II) acetate monohydrate is soluble in water and slightly soluble in methanol, diethylether and acetone. It can be synthesized by reacting acetic acid with copper (II) carbonate or copper(II) hydroxide or copper (II) oxide. Large scale commercial production is undertaken by placing copper metal in the presence of air and refluxing acetic acid. As a transition metal acetate, it can be used to form oxide nanoparticles by sonochemical methods.

Preparation methods · 2 items

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

Related reactions

144 records
New reaction record
HRID 16042 reaction equation
HRID 16042As reactantuspto-grants-2010_06
HRID 36498 reaction equation
HRID 36498As catalystuspto-grants-1995_05
HRID 65439 reaction equation
HRID 65439As catalystuspto-grants-1986_09
HRID 73492 reaction equation
HRID 73492As catalystuspto-grants-2014_09
HRID 85136 reaction equation
HRID 85136As catalystuspto-grants-2014_09
HRID 218103 reaction equation
HRID 218103As catalystuspto-grants-2012_06
HRID 240534 reaction equation
HRID 240534As catalystuspto-grants-2014_02
HRID 252295 reaction equation
HRID 252295As catalystuspto-grants-2011_01
Page 1 of 18

Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Odor
Slight acetic acid odor
PH Range
5.2 · 5.2 - 5.5
Water Solubility
72 g/L · 72 g/L (20 ºC)
Hydrolytic Sensitivity
0 · 0: forms stable aqueous solutions
Merck
14 · 14,2624
BRN
3730548 · 3730548
Exposure limits
1 mg/m3NIOSH: · ACGIH: TWA 1 mg/m3NIOSH: IDLH 100 mg/m3; TWA 1 mg/m3
Stability
Stable. Incompatible with oxidizing agents.
InChI
1S/2C2H4O2.Cu.H2O/c2*1-2(3)4;;/h2*1H3,(H,3,4);;1H2/q;;+2;/p-2
InChIKey
NWFNSTOSIVLCJA-UHFFFAOYSA-L
SMILES
O.CC(=O)O[Cu]OC(C)=O
LogP
-0.285 · -0.285 (est)
CAS DataBase Reference
6046 · 6046-93-1(CAS DataBase Reference)
FDA UNII
39 J9V52S86 · 39J9V52S86
UNSPSC Code
12352103 · 12352103
NACRES
24 · NB.24
Symbol(GHS)
5 · GHS05,GHS07,GHS09
Signal word
Danger
Hazard statements
302 · H302-H314-H410
Precautionary statements
260 · P260-P273-P280-P301+P312-P303+P361+P353-P305+P351+P338
PPE
95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes
Xn,N,Xi,C
Risk Statements
22 · 22-36/37/38-50/53-34
Safety Statements
36 · 36/37/39-60-61-36-26-45
RIDADR
3077 · UN 3077 9/PG 3
WGK Germany
3 · 3
RTECS
3500000 · AG3500000
TSCA
Yes
HazardClass
9 · 9
PackingGroup
III
HS Code
29152900 · 29152900
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
Toxicity
50 orally · LD50 orally in Rabbit: 501 mg/kg
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)
1.0 [mg/m3], as Cu
Permissible Exposure Limit (PEL)1.0 [mg/m3], as Cu
Protective Action Criteria (PAC) · 3 items

9.4 [mg/m3]

23 [mg/m3]

140 [mg/m3]

Immediately Dangerous to Life or Health (IDLH)100.0 [mg/m3], as Cu

Toxicology

Adverse EffectsOccupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.

Safety data

PPE
dust mask type N95 (US), Eyeshields, Gloves
wgk
3
tsca
Yes
rtecs
AG3500000
ridadr
UN 3077 9/PG 3
hs_code
29152900
Toxicity
LD50 orally in Rabbit: 501 mg/kg
risk_code
22-36/37/38-50/53-34
Signal word
Danger
Symbol(GHS)
GHS05,GHS07,GHS09
hazard_code
Xn,N,Xi,C
safety_code
36/37/39-60-61-36-26-45
hazard_class
9
Storage Class
8B - Non-combustible corrosive hazardous materials
packing_group
III
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)
Hazard Classifications
Acute Tox. 4 OralAquatic Acute 1Aquatic Chronic 2Eye Dam. 1Skin Corr. 1B
Precautionary statements
P260-P273-P280-P301+P312-P303+P361+P353-P305+P351+P338

PreparationCopper(II) acetate monohydrate can easily be produced by the reaction of acetic acid solutions with copper(II) carbonate or copper(II) hydroxide or by the reaction of copper(II) oxide with hot acetic acid. Large-scale commercial production uses copper metal in the presence of air and refluxing acetic acid. Copper(II) acetate monohydrate is used as a catalyst in the polymerization of organic materials and as a mordant in the dying of textiles. It is also used as a ceramic pigment and as a fungicide.

Upstream & downstream products

Upstream raw materials

Copper(II) sulfateAcetic acidCupric carbonate basicSodium carbonate

Downstream products

Adipic acid3-Fluoropyridine-2-carboxylic acidAcetylacetoneNabumetone3-(Methylthio)butanalDye-fixing agent M6-Methyl-2-(methylsulfanyl)pyrimidin-4-ylaminea copper chelate3,4-HexanedioneIodoacetic acidPropionic acid3-(Methylthio)propionaldehyde1,3-Diphenylguanidine2-Amino-6-t-butyl-4-(trifluoromethyl)pyrimidineCrotonic acidDL-Methioninecalcium copper phosphateCopper quinolateCopper(II) sulfate pentahydrateNetilmicin sulfatephthalogen auxiliary agent K4-Chloro-6-methyl-2-(methylthio)pyrimidine6-Methyl-2-(methylthio)pyrimidin-4-olBenzilL-Methionine2-Mercapto-6-methylpyrimidin-4-ol