Cupric acetate
[CAS# 142-71-2]

Identification

• Classification: Organic raw materials >> Carboxylic compounds and derivatives >> Salt of carboxylic acid ester and its derivatives
• Name: Cupric acetate
• Synonyms: Copper(II) acetate
• Molecular Formula: C₄H₆CuO₄
• Molecular Weight: 181.63
• CAS Registry Number: 142-71-2
• EC Number: 205-553-3
• SMILES: CC(=O)[O-].CC(=O)[O-].[Cu+2]

Properties

• Melting point: 115 ºC

Safety Data

• Hazard Symbols: GHS05;GHS06;GHS07;GHS09 Danger
• Hazard Statements: H301-H302-H311-H314-H318-H400-H410-H411-H412
• Precautionary Statements: P260-P262-P264-P264+P265-P270-P273-P280-P301+P316-P301+P317-P301+P330+P331-P302+P352-P302+P361+P354-P304+P340-P305+P354+P338-P316-P317-P321-P330-P361+P364-P363-P391-P405-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Acute toxicity	Acute Tox.	4	H302
Acute hazardous to the aquatic environment	Aquatic Acute	1	H400
Serious eye damage	Eye Dam.	1	H318
Skin corrosion	Skin Corr.	1B	H314
Chronic hazardous to the aquatic environment	Aquatic Chronic	2	H411
Chronic hazardous to the aquatic environment	Aquatic Chronic	3	H412
Acute toxicity	Acute Tox.	3	H301
Chronic hazardous to the aquatic environment	Aquatic Chronic	1	H410
Skin irritation	Skin Irrit.	2	H315
Eye irritation	Eye Irrit.	2	H319
Specific target organ toxicity - single exposure	STOT SE	3	H335
Acute toxicity	Acute Tox.	4	H312
Acute toxicity	Acute Tox.	4	H332

• Transport Information: UN 3077

Discovory and Applicatios

Cupric acetate, also known as copper(II) acetate, is an inorganic compound with the formula Cu(CH₃COO)₂·H₂O in its monohydrate form, although an anhydrous form also exists. It consists of divalent copper ions coordinated by acetate anions, usually forming a dimeric structure in the solid state, where two copper centers are bridged by four acetate groups. This arrangement, often called the paddlewheel structure, has been well studied in coordination chemistry as a model for metal–metal bonding interactions. The compound is typically blue-green in color and exhibits characteristic solubility in water and certain polar organic solvents.

Historically, cupric acetate has been known since at least the Renaissance period, when basic copper acetates, such as verdigris, were prepared by exposing copper or bronze to acetic acid vapors during the aging of wine or vinegar. The pure, well-defined salt, however, became more widely available through refined synthetic methods in the 18th and 19th centuries. Laboratory preparation is commonly achieved by reacting copper(II) oxide, hydroxide, or carbonate with acetic acid, followed by crystallization.

Cupric acetate has numerous applications in both laboratory research and industry. In organic synthesis, it serves as a catalyst or oxidizing agent in various reactions, including oxidative coupling of alkynes to form diynes, oxidative cyclization, and the Wacker-type oxidation of olefins. Its role in facilitating C–H activation processes has made it useful in modern synthetic methodologies. The compound has also been used in the preparation of other copper complexes by ligand exchange reactions.

In the field of polymer chemistry, cupric acetate is used as a catalyst in polycondensation reactions, particularly in the production of polyesters and other condensation polymers where controlled oxidation is beneficial. In analytical chemistry, it can function as a reagent for detecting certain functional groups or in gravimetric determinations involving copper.

Cupric acetate also finds application as a fungicide and pesticide, capitalizing on copper’s broad-spectrum antimicrobial properties. It has been incorporated into formulations for protecting agricultural crops, although its use is regulated to avoid excessive copper accumulation in soil. In textile dyeing, it has historically been employed as a mordant to improve dye adherence to fibers.

In research, the compound’s dimeric structure has been extensively studied using X-ray crystallography, magnetic susceptibility measurements, and spectroscopic methods, providing insights into metal–metal interactions and bridging ligand effects. Its well-defined coordination environment makes it a valuable reference material in coordination chemistry.

Handling cupric acetate requires caution due to the toxicity of soluble copper salts. Ingestion or prolonged skin contact can cause irritation or systemic copper toxicity, and environmental release must be minimized to prevent ecological harm. Storage in a dry, well-ventilated area away from strong acids and bases is recommended to maintain stability and prevent decomposition.

References

2015. p-Excess aromatic s2-P ligands: synthesis and structure of an unprecedented �2-P-1,3-benzazaphosphole bridged tetranuclear copper(I) acetate complex. Dalton Transactions, 44(4).
DOI: 10.1039/c4dt03072a

2012. Ligand-Assisted, Copper(II) Acetate-Accelerated Azide�Alkyne Cycloaddition. Chemistry � An Asian Journal, 6(10).
DOI: 10.1002/asia.201100426

2011. Soft X-ray Induced Photoreduction of Organic Cu(II) Compounds Probed by X-ray Absorption Near-Edge (XANES) Spectroscopy. Analytical Chemistry, 83(16).
DOI: 10.1021/ac201622g