14167-18-1

Basic information

• Product Name: SALCOMINE
• Synonyms: N,N'-DISALICYLALETHYLENEDIAMINE COBALT(II);N,N'-ETHYLENEBIS(SALICYLIDENEIMINATO)COBALT(II);SALCOMINE;SALEN-CO;CO(SALEN)2;((2,2’-(1,2-ethanediylbis(nitrilomethylidyne))bis(phenolato))(2-)-n,n-cobal;((alpha,alpha’-(ethylenedinitrilo)di-o-cresolato)(2-))-cobal;(N,N'-Ethylenebis(salicylaldehyde iminato))cobalt(II)
• CAS NO: 14167-18-1
• Molecular Formula: C₁₆H₁₄N₂O₂*Co
• Molecular Weight: 325.23
• EINECS: 238-012-5
• Product Categories: Catalysts for Organic Synthesis;Classes of Metal Compounds;Co (Cobalt) Compounds;Homogeneous Catalysts;Metal Complexes;Synthetic Organic Chemistry;Transition Metal Compounds
• Mol File: 14167-18-1.mol
• Article Data: 23

Chemical Properties

• Melting Point: >300 °C
• Boiling Point: 498.2ºC at 760 mmHg
• Appearance: black crystalline powder
• Storage Temp.: Inert atmosphere,Room Temperature
• Water Solubility: Insoluble in water. Soluble in benzene, chloroform, and pyridine.
• Stability: Stable. Incompatible with strong acids, strong oxidizing agents.
• CAS DataBase Reference: SALCOMINE(CAS DataBase Reference)
• NIST Chemistry Reference: SALCOMINE(14167-18-1)
• EPA Substance Registry System: SALCOMINE(14167-18-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 2
• RTECS: GG0590000
• F: 10
• TSCA: Yes
• Hazardous Substances Data: 14167-18-1(Hazardous Substances Data)

Usage

Description

Salcomine is a solid complex between the cobalt(II) ion and the condensation product of salicylaldehyde and ethylenediamine, known as "Schiff's bases." Complexation with cobalt nullifies their basic properties. It is a black crystalline powder that acts as an oxygen carrier and is used as a catalyst for various oxidation reactions.

Uses

Used in Chemical Industry:
Salcomine is used as a catalyst for the oxidation of 2,6-disubstituted phenols by dioxygen, facilitating important chemical reactions in the industry.
Used in Pharmaceutical Industry:
Salcomine is used as an experimental inhibitor of human cytomegalovirus proteinase activity, potentially contributing to the development of treatments for viral infections.
Used in Dye Industry:
Salcomine is used in the production of metal complex dyes, where it serves as a redox catalyst, enhancing the color properties and stability of the dyes.

Reactivity Profile

SALCOMINE may increase the rate of oxidation reactions such as the conversion of amines to nitro compounds by peroxides or hydroperoxides.

Purification Methods

The powder should have an oxygen capacity of 4.7-4.8% as measured by the increase in weight under O2 at 100 pounds pressure at ca 20o. The O2 is expelled on heating the material to 65o. It crystallises from pyridine, CHCl3 or *C6H6, and the solvent may be removed by heating at 120o in a vacuum. However, this heating may mean reduced O2 capacity. In the dry state it absorbs O2, turning from a maroon colour to black. [Diehl & Hack Inorg Synth III 196 1950.]

Upstream product

• 71-48-7 cobalt(II) acetate 
• 90-02-8 salicylaldehyde 
• 107-15-3 ethylenediamine 
• 94-93-9 N,N'-ethylenebis(salicylideneimine) 
• 105194-95-4 N,N'-ethylenebis(salicylaldiminato)cobalt(II) * benzene 
• 25446-27-9 N,N'-di(salicylidene)ethylenediaminatocobalt(II) * CHCl₃ 
• 88231-31-6 Co((CH₂NCHC₆H₄(O))2)Cl 
• 60352-14-9 Co((CH₂NCHC₆H₄(O))2)(OH) 
• 54194-52-4 cobalt(III)((CH₂NCHC₆H₄(O))2)(OAc) 
• 99837-11-3 (3,4-dimethylpyridine)(N,N'-ethylenebis(salicylideneaminato))cobalt(II) 
• 99837-13-5 (3-cyanopyridine)(N,N'-ethylenebis(salicylideneaminato))cobalt(II) 
• 99837-14-6 (4-cyanopyridine)(N,N'-ethylenebis(salicylideneaminato))cobalt(II) 
• 36385-83-8 (3-methylpyridine)(N,N'-ethylenebis(salicylideneaminato))cobalt(II) 
• 36487-56-6 (3,5-dimethylpyridine)(N,N'-ethylenebis(salicylideneaminato))cobalt(II) 

Downstream Products

• 25446-27-9 bis(salicylidene)-ethylenediamine-cobalt(II) * chloroform 
• 11137-79-4 bis(salicylidene)-ethylenediamine-cobalt(II) * oxygen 
• 67530-50-1 Na⁽¹⁺⁾*Co⁽²⁺⁾*C₁₆H₁₄N₂O₂^(2-)*I^(1-)=Co(C₁₆H₁₄N₂O₂)NaI 
• 82536-93-4 Co⁽¹⁺⁾*(OC₆H₄CHNCH₂)2^(2-)*K⁽¹⁺⁾*CO₂*C₅H₅N=[Co(OC₆H₄CHNCH₂)2K(C₅H₅N)(CO₂)] 
• 82536-89-8 Co⁽¹⁺⁾*(OC₆H₄CHNCH₂)2^(2-)*0.5(C₄H₈O)*Cs⁽¹⁺⁾=Co(OC₆H₄CHNCH₂)2Cs(C₄H₈O)0.5 
• 124-38-9 carbon dioxide 

Relevant articles and documents

Catalyst for synthesizing benzenediol, and preparation method and application thereof

The invention relates to a catalyst for synthesizing benzenediol, and a preparation method and application thereof. The complex is composed of EDTA -salicylaldehyde bis-amine Schiff base which is complexed with metal ions. The preparation method comprises the following steps: firstly dropping the second amine into an ethanol solution of salicylaldehyde, and heating and refluxing. Washing, drying to give bis salicylaldehyde bis-amine Schiff base and mixing with any ratio EDTA to form a bidentate ligand. Then, the double-ligand preparation solution is added dropwise into the central ion solution, and the EDTA -salicylaldehyde condensed diamine Schiff base metal complex composite catalyst is prepared by heating, refluxing, washing and drying. The composite catalyst is used for phenol hydrogen peroxide hydroxylation reaction and phenol conversion rate _AOMARKENCODEGTX0AOA 30%, Benzenediol selectivity-AOMARKENCODEGTX0AOA 90 -93%.

Oxidative Desulfurization of Dibenzothiophene Using Cobalt (II) Complexes with Substituted Salen-Type Ligands as Catalysts in Model Fuel Oil

Three cobalt(II)-salen complexes (CoL1, CoL2 and CoL3) were synthesized via the reaction of the three tetradentate ligands as N,N′-ethylenebis(salicylimine) L1, N,N′-ethylenebis(3-tert-butylsalicylimine) L2 and N,N′-ethylenebis(3,5-di-tert-butylsalicylimine) L3, with a stoichiometric amount of cobalt(II) acetate tetrahydrate, respectively. All the three complexes were studied as oxidative desulfurization catalyst on dibenzothiophene taken in model fuel oil n-dodecane. The acetonitrile used as an extracting solvent and H2O2 as an oxidant. Comparatively CoL3 proved to be the best catalyst which showed the 76% DBT removal at the optimized conditions. The nth-order kinetic model is the best way to represent oxidation kinetics of complexes. Graphic Abstract: [Figure not available: see fulltext.]This cobalt(II) Schiffs base complexes were studied as catalyst for oxidative desulfurization of dibenzothiphene (DBT) taken as model sulphur compounds in fuel model oil (n-dodecane) using H2O2 as oxidant and acetonitrile as extracting solvent for DBT sulfone in a batch experiment.

Potential application of two cobalt (III) Schiff base complexes in cancer chemotherapy: Leads from a study using breast and lung cancer cells

Cobalt (III) Schiff base complexes are of attraction in the context of their potential application in cancer therapy. The aim of this study has been to find the mechanism of action of cobalt (III) Schiff base complexes 1 and 2, the synthesis and characterization of which have already been reported, in inhibiting growth of human breast cancer cell MCF-7 and lung cancer cell A549. The already proclaimed anti-proliferative effect of the cobalt complexes was ascertained using MTT cytotoxicity assay. More assays such as Acridine orange & Ethidium bromide staining, AnnexinV-Cy3 staining, Hoechst staining, comet assay, and Reactive Oxygen Species (ROS) assay- all supported the cytotoxic property of the complexes. Moreover, the expression levels of mRNA of pro- and antiapoptotic genes also supported the effectiveness of cobalt complexes by modifying the ratio of Bax: Bcl-2. In addition, the cobalt complexes induced apoptosis in MCF- 7 and A549 cells through modulation of pro-apoptotic, anti-apoptotic, and ROS modulatory gene expressions. The present study validates the scientific evidence for antiproliferative efficacy of cobalt complexes against MCF-7 and A549 cells. Thus, this study takes cobalt complexes 1 and 2 to a step higher towards their use as anticancer agents.