3890-90-2

Basic information

• Product Name: Copper salicylate, Cu(O3C7H4)2
• Synonyms: copper caprylate;copper octylate
• CAS NO: 3890-90-2
• Molecular Formula: C₇H₆CuO₃
• Molecular Weight: 199.653
• Mol File: 3890-90-2.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 336.3°Cat760mmHg
• Flash Point: 144.5°C
• Density: g/cm³
• CAS DataBase Reference: Copper salicylate, Cu(O3C7H4)2(CAS DataBase Reference)
• NIST Chemistry Reference: Copper salicylate, Cu(O3C7H4)2(3890-90-2)
• EPA Substance Registry System: Copper salicylate, Cu(O3C7H4)2(3890-90-2)

Safety Data

• Hazardous Substances Data: 3890-90-2(Hazardous Substances Data)

Usage

General Description

Copper salicylate, also known as cupric salicylate or copper(II) salicylate, is a chemical compound with the formula Cu(O3C7H4)2. Copper salicylate, Cu(O3C7H4)2 is composed of copper(II) cations and salicylate anions. It is a coordination complex containing copper(II) ions coordinated to two salicylate ligands. Copper salicylate is a deep blue crystalline solid that is slightly soluble in water and more soluble in organic solvents. It is primarily used in the production of anti-corrosive coatings, as well as in the synthesis of various organic compounds. Additionally, it has been studied for its potential applications in the field of medicine, particularly for its anti-inflammatory and antioxidant properties.

Synthetic route

copper(II) nitrate + salicylic acid (69-72-7) → Cu(C6H4OHCOO)(1+) + disalicylatocuprate(II)(2-) + copper(II) o-hydroxybenzoate (3890-90-2)

Conditions	Yield
In water formation of Cu(C6H4OCOO), Cu(C6H4OCOO)2(2-) and Cu(C6H4OHCOO)(1+) from Cu(2+) and hydrogen salicylate ions investigated; complex formation constants determined potentiometrically; chem. anal.;

potassium salicylate (578-36-9) + copper(II) sulfate (7758-99-8) → copper(II) salicylate (526-25-0, 7100-15-4, 15240-24-1, 20936-31-6, 59404-11-4) + copper(II) o-hydroxybenzoate (3890-90-2) + copper(II) salicylate tetrahydrate (6020-32-2, 13214-98-7)

Conditions	Yield
In water concd. or hot soln.;;
In water concd. or hot soln.;;

copper(II) salicylate (526-25-0, 7100-15-4, 15240-24-1, 20936-31-6, 59404-11-4) → copper(II) o-hydroxybenzoate (3890-90-2)

Conditions	Yield
In neat (no solvent) byproducts: salicylic acid, phenol, CO2; heating at 250°C;; residue;;
In ethanol
In neat (no solvent) byproducts: salicylic acid, phenol, CO2; heating at 250°C;; residue;;

copper(II) mono(o-hydroxybenzoate) (monohydrate) (62320-94-9, 61841-85-8, 225373-00-2) → copper(II) o-hydroxybenzoate (3890-90-2)

Conditions	Yield
heating at 97-98°C in a N2-stream for 1 h;;
In solid heating to 155°C; reaction followed by X-ray powder diffraction;
In neat (no solvent) dehydration in a N2-stream at 97-98°C or in air at about 100°C for 1 h;;
heating at 97-98°C in a N2-stream for 1 h;;
In neat (no solvent) dehydration in a N2-stream at 97-98°C or in air at about 100°C for 1 h;;

3Cu(2+)*2OH(1-)*2CO3(2-)=Cu(OH)2*2CuCO3 + salicylic acid (69-72-7) → copper(II) o-hydroxybenzoate (3890-90-2)

Conditions	Yield
In not given byproducts: H2CO3, H2O; addn. of Cu-salt to soln. of acid, heating (3 - 4 h, stirring); filtration, washing (hot H2O), drying (room temp.);

barium salicylate (5908-78-1) → copper(II) o-hydroxybenzoate (3890-90-2)

Conditions	Yield
Multi-step reaction with 3 steps 1: H2O / water 2: neat (no solvent) 3: acetone View Scheme

potassium salicylate (578-36-9) → copper(II) o-hydroxybenzoate (3890-90-2)

Conditions	Yield
Multi-step reaction with 2 steps 1: not given 2: acetone View Scheme
Multi-step reaction with 2 steps 1: water 2: acetone View Scheme
Multi-step reaction with 3 steps 1: water 2: neat (no solvent) 3: acetone View Scheme
Multi-step reaction with 3 steps 1: H2O / water 2: neat (no solvent) 3: acetone View Scheme

sodium salicylate (54-21-7) → copper(II) o-hydroxybenzoate (3890-90-2)

Conditions	Yield
Multi-step reaction with 3 steps 1: H2O / water 2: neat (no solvent) 3: acetone View Scheme

copper(II) salicylate tetrahydrate (6020-32-2, 13214-98-7) → copper(II) o-hydroxybenzoate (3890-90-2)

Conditions	Yield
Multi-step reaction with 2 steps 1: neat (no solvent) 2: acetone View Scheme
Multi-step reaction with 2 steps 1: diethyl ether 2: neat (no solvent) View Scheme

salicylic acid (69-72-7) + copper dichloride → copper(II) o-hydroxybenzoate (3890-90-2)

Conditions	Yield
With ammonium hydroxide In water at 20℃; for 8h;	150 g

copper(II) sulfate (7758-99-8) + salicylic acid (69-72-7) → copper(II) o-hydroxybenzoate (3890-90-2)

Conditions	Yield
With sodium hydroxide In water at 20℃; for 8h;	150 g

copper hydroxide (20427-59-2) + salicylic acid (69-72-7) → copper(II) o-hydroxybenzoate (3890-90-2)

Conditions	Yield
In water at 60 - 65℃; for 2h;

copper(II) o-hydroxybenzoate (3890-90-2) + 1,2-diaminopropan (78-90-0, 10424-38-1) → 1-methyl-N,N'-disalicyliden-ethanediyldiamine; copper (II)-salt

Conditions	Yield
With ethanol

diaminodecane (646-25-3) + copper(II) o-hydroxybenzoate (3890-90-2) → N,N'-disalicylidene-decanediyldiamine; copper (II)-salt

Conditions	Yield
With ethanol

(R)-1-phenyl-ethyl-amine (3886-69-9) + copper(II) o-hydroxybenzoate (3890-90-2) → salicylaldehyde-((R)-1-phenyl-ethylimine); copper (II)-salt

Conditions	Yield
With diethyl ether

(R)-Bornylamine (32511-34-5) + copper(II) o-hydroxybenzoate (3890-90-2) → (1R)-2endo-salicylidenamino-bornane; copper (II)-salt

Conditions	Yield
With methanol

(1R,3S)-1,2,2-trimethyl-1,3-cyclopentanediamine (116481-14-2) + copper(II) o-hydroxybenzoate (3890-90-2) → (2R)-2.5t-bis-salicylidenamino-1.1.2r-trimethyl-cyclopentane; copper (II)-salt

Conditions	Yield
With ethanol

2-chloroethanamine hydrochloride (870-24-6) + copper(II) o-hydroxybenzoate (3890-90-2) → 2-[(2-chloro-ethylimino)-methyl]-phenol; copper (II)-salt

Conditions	Yield
With ethanol; sodium acetate

glycine ethyl ester hydrochloride (623-33-6) + copper(II) o-hydroxybenzoate (3890-90-2) → N-salicylidene-glycine ethyl ester; copper (II)-salt

Conditions	Yield
With ethanol; sodium acetate

glycine n-butyl ester hydrochloride (13048-99-2) + copper(II) o-hydroxybenzoate (3890-90-2) → N-salicylidene-glycine butyl ester; copper (II)-salt

Conditions	Yield
With sodium acetate; butan-1-ol

L-lysine ethyl ester dihydrochloride (3844-53-9) + copper(II) o-hydroxybenzoate (3890-90-2) → Nα,Nε-disalicylidene-L-lysine ethyl ester; copper (II)-salt

Conditions	Yield
With ethanol; sodium acetate

copper(II) o-hydroxybenzoate (3890-90-2) + sodium sulfanilate (515-74-2) → N-salicylidene-sulfanilic acid ; copper (II)-sodium-salt

Conditions	Yield
With ethanol

copper(II) o-hydroxybenzoate (3890-90-2) + N-Phenylhydroxylamine (100-65-2) → copper(II) bis(2-oxy-1-benzylideneanilinate)

Conditions	Yield
With ethanol

copper(II) o-hydroxybenzoate (3890-90-2) + ethylenediamine (107-15-3) → N,N'-ethylenebis(salicylideneiminato)copper(II)

Conditions	Yield
With ethanol

copper(II) o-hydroxybenzoate (3890-90-2) + N,N-diethylethylenediamine (100-36-7) → N,N-diethyl-N'-salicyliden-ethylenediamine; mixed copper (II)-salt of 2-diethylamino-1-salicylidenamino-ethane and of salicylaldehyde

copper(II) o-hydroxybenzoate (3890-90-2) + urea (57-13-6) → disalicyliden-urea; copper (II)-salt

Conditions	Yield
With ethanol

copper(II) o-hydroxybenzoate (3890-90-2) + p,p'-diaminobiphenyl (92-87-5) → disalicylidene-benzidine; in chloroform soluble copper (II)-salt

Conditions	Yield
With ethanol

copper(II) o-hydroxybenzoate (3890-90-2) + naphthalene-1,8-diamine (479-27-6) → N,N'-disalicylidene-naphthalene-1,8-diyldiamine; copper (II)-salt

Conditions	Yield
With ethanol

copper(II) o-hydroxybenzoate (3890-90-2) + 2-iodo-ethylamine hydriodide → 2-[(2-iodo-ethylimino)-methyl]-phenol; copper (II)-salt

Conditions	Yield
With ethanol; sodium acetate

copper(II) o-hydroxybenzoate (3890-90-2) + (R)-sec-butylamine salt of/the/ (1R)-3endo-bromo-2-oxo-bornane-sulfonic acid-(8) → salicylaldehyde-((R)-sec-butylimine); copper (II)-salt

Conditions	Yield
With ethanol; sodium acetate

copper(II) o-hydroxybenzoate (3890-90-2) + L-alanine ethyl ester hydrochloride → N-salicyliden-alanine ethyl ester; copper (II)-salt

Conditions	Yield
With ethanol; sodium acetate ohne erkennbares opt. Drehungsvermoegen ist erhalten worden;

copper(II) o-hydroxybenzoate (3890-90-2) + glycine-<(1R)-menthyl ester>-hydrochloride → N-salicylidene-glycine-((1R)-menthyl ester); copper (II)-salt

Conditions	Yield
With ethanol; sodium acetate

copper(II) o-hydroxybenzoate (3890-90-2) + 1.3-diamino-propane dihydrochloride → N,N'-disalicylidene-propanediyldiamine; copper (II)-salt

Conditions	Yield
With ethanol; sodium acetate

copper(II) o-hydroxybenzoate (3890-90-2) + 1,4-diamino-butane dihydrochloride → N,N'-disalicylidene-butanediyldiamine; copper (II)-salt

Conditions	Yield
With ethanol; sodium acetate

copper(II) o-hydroxybenzoate (3890-90-2) + 1.5-diamino-pentane dihydrochloride → N,N'-disalicylidene-pentanediyldiamine; copper (II)-salt

Conditions	Yield
With sodium acetate

copper(II) o-hydroxybenzoate (3890-90-2) + L-phenylalanine ethyl ester hydrochloride → N-salicylidene-phenylalanine ethyl ester; copper (II)-salt

Conditions	Yield
With ethanol; sodium acetate

copper(II) o-hydroxybenzoate (3890-90-2) + (R)-1.4-diamino-2-methyl-butane dihydrochloride → (R)-1,4-bis-salicylidenamino-2-methyl-butane; copper (II)-salt

Conditions	Yield
With ethanol; sodium acetate

copper(II) o-hydroxybenzoate (3890-90-2) + (1R)-1.2.2-trimethyl-1r.3c-bis-aminomethyl-cyclopentane hydrochloride → (1R)-1.2.2-trimethyl-1r.3c-bis-(salicylidenamino-methyl)-cyclopentane; copper (II)-salt

Conditions	Yield
With ethanol; sodium acetate

copper(II) o-hydroxybenzoate (3890-90-2) + L-lysine-dihydrochloride → Nα,Nε-disalicylidene-L-lysine ; copper (II)-salt

Conditions	Yield
With ethanol; sodium acetate

copper(II) o-hydroxybenzoate (3890-90-2) + (2R)-2.5c-diamino-1.1.2r-trimethyl-cyclopentane → (2R)-2.5c-bis-salicylidenamino-1.1.2r-trimethyl-cyclopentane; copper (II)-salt

Conditions	Yield
With ethanol

copper(II) o-hydroxybenzoate (3890-90-2) + (R)-propylenediamine dihydrochloride → (R)-1.2-bis-salicylidenamino-propane; copper (II)-salt

Conditions	Yield
With ethanol; sodium acetate

water (7732-18-5) + copper(II) o-hydroxybenzoate (3890-90-2) → salicylic acid (69-72-7)

Upstream product

• 69-72-7 salicylic acid 
• 20427-59-2 copper hydroxide 
• 7758-99-8 copper(II) sulfate 
• 6020-32-2 copper(II) salicylate tetrahydrate 
• 54-21-7 sodium salicylate 
• 578-36-9 potassium salicylate 
• 5908-78-1 barium salicylate 
• 62320-94-9 copper(II) mono(o-hydroxybenzoate) (monohydrate) 
• 526-25-0 copper(II) salicylate 

Downstream Products

• 69-72-7 salicylic acid 

Relevant articles and documents

Preparation and thermal decomposition of copper(II) complexes with 4-methylemidazole

Simple and mixed compounds of the formulae Cu(4-Meim)2, CuSal(4-Meim), CuSal(4-Meim)2 and CuSalox(4-Meim)2, where 4-Meim=4-methylimidazole, Sal=(OC6H4COO)2-, Salox=(OC6H4CHNO)2- have been prepared. Thermal decomposition reactions have been established on the basis of thermal and X-ray analyses of these compounds. The pyrolysis proceeds in several (3-4) stages connected with the mass loss and exothermic effects. As a result of the last stage of decomposition CuO is formed.

Thermal investigation of the compounds of the copper(II) mono(o-hydroxybenzoate) with chelate ligands

Heteroligand complexes of copper(II) were obtained as a result of the reaction of Cu(II) mono (o-hydroxybenzoate) (monohydrate) with 8-hydroxyquinoline (HOx), o-aminophenol (NH2Ph) and 2,2'-dipyridyl (2,2'-dipy). The mixture of the mono compound with: Cu(II) di(o-aminobenzoate) or Cu(II) di(o-hydroxybenzaldoximate) were obtained by the reaction with o-aminobenzoic acid (H2A) and o-hydroxybenzaldoxime (H2Salox). The obtained compounds and their sinters were subjected to chemical, X-ray and thermal analyses.