14167-18-1

Usage

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) 
• 25446-27-9 N,N'-di(salicylidene)ethylenediaminatocobalt(II) * CHCl₃ 
• 6147-53-1 cobalt(II) diacetate tetrahydrate 
• 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) 
• 2564-83-2 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical 
• 21710-17-8 [(aqua)(Co(III))(sal2en)]hydroxide 
• 99837-11-3 (3,4-dimethylpyridine)(N,N'-ethylenebis(salicylideneaminato))cobalt(II) 
• 99837-13-5 (3-cyanopyridine)(N,N'-ethylenebis(salicylideneaminato))cobalt(II) 

Downstream Products

• 93-58-3 benzoic acid methyl ester 
• 98-86-2 acetophenone 
• 939-48-0 isopropyl benzoate 
• 93-89-0 benzoic acid ethyl ester 
• 99432-24-3 cobalt(III)-N,N'-disalicylideneethylenediamine-2,4-dinitrophenolate 
• 67530-50-1 Na⁽¹⁺⁾*Co⁽²⁺⁾*C₁₆H₁₄N₂O₂^(2-)*I^(1-)=Co(C₁₆H₁₄N₂O₂)NaI 
• 104649-12-9 N,N'-ethylenebis(salicylaldiminato)(phenylethynyl)cobalt 
• 104649-13-0 pyridine-N,N'-ethylenebis(salicylaldiminato)(phenylethynyl)cobalt 
• 25446-27-9 bis(salicylidene)-ethylenediamine-cobalt(II) * chloroform 

Relevant academic research and scientific papers

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.

Sonochemical synthesis of Co3O4nanoparticles deposited on GO sheets and their potential application as a nanofiller in MMMs for O2/N2separation

In this study we report an environmentally friendly, facile and straightforward sonochemical synthetic strategy for a Co3O4/GO nanocomposite usingN,N′-bis(salicylidene)ethylenediaminocobalt(ii) as a precursor and graphene oxide sheets as an immobilization support for Co3O4nanoparticles. The synthesis was facilitated by physical and chemical effects of cavitation bubbles. The synthesized nanocomposite was thoroughly characterized for its composition and morphology using Fourier transform infrared spectroscopy (FTIR), Energy dispersive X-ray spectroscopy (EDS), Scanning electron microscopy (SEM), UV-visible, Raman and X-ray diffraction spectroscopy (XRD),etc.The results show Co3O4nanoparticles of 10 nm (SD 3 nm) were prepared on well exfoliated sheets of GO. The applicability of the synthesized Co3O4/GO nanocomposite was optimized as a nanofiller for mixed matrix membranes (MMMs) comprised of poly(2-acrylamido-2-methyl-1-propanesulfonic acid) and polyvinyl chloride. The affinity of the prepared MMMs was evaluated for the separation of O2/N2gases by varying the concentration of nanofiller,i.e.0.03%, 0.04%, 0.05% and 0.075% (w/v). The results display high separation performance for O2/N2gases with excellent permeance (N2167 GPU and O2432 GPU at 1 bar) and O2/N2selectivity of 2.58, when the MMMs were loaded with 0.05% (w/v) of Co3O4/GO nanocomposite.

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.

Preparation of organocobalt(iii) complexesviaO2activation

The coupling of selective C-H activation with O2activation is an important goal for organic synthesis. New experimental and computational results, along with the results from experimental work accumulated over many decades, now unequivocally link O2activation with C-H activation by the classic Co(salen) complexes. A common holistic mechanistic framework can rationalise the formation of ostensibly diverse peroxo, superoxo, organo and alkoxide complexes of CoIII(salen). DFT calculations show that cobalt(iii)superoxo, dicobalt(iii)peroxo and cobalt(iii)hydroperoxo complexes are all viable intermediates as participants in hydrogen atom transfer reactions, whereas a Co(iv)oxo intermediate is unlikely. The reaction conditions will determine the pathway followed and all pathways are initiated through the initial formation of a superoxo complex, CoIII(salen)(O2?)(MeOH) (EPR:g= 2.025,A= 19 G). Organo and alkoxide ligands are derived from solvent media and the trends in reactivity reveal that combination of the pKaand BDE of the C-H of the respective solvent substrates are important. These data explain why landmark, structurally characterized, μ2-?1,?2-peroxide and ?1-superoxide Co(salen)-O2adducts were predominantly isolated from solvents with high C-H pKavalues (DMSO, DMF, DMA).

Tunable surface modification of a hematite photoanode by a Co(salen)-based cocatalyst for boosting photoelectrochemical performance

In this work, a water splitting photoanode composed of hematite (α-Fe2O3) nanorods was modified with a Co(salen)-based cocatalyst, which was proven to exhibit special photoelectrochemical (PEC) oxygen evolution activity. Co(salen) was deposited on the surface of the α-Fe2O3 photoanode as a precursor of the cocatalyst and then heat-treated at different temperatures. When the annealing temperature is 250 °C, Co(salen) transforms into Co3+ species stabilized with C-N ligands, which act as active sites and decrease the OER energy barrier for the photoelectrochemical process of the α-Fe2O3 photoanode. Meanwhile, the interaction between Co-C-N and Fe (Co-C-N?Fe) via van der Waals force can provide a photocarrier transfer pathway to achieve a 1.7 fold higher photocurrent at 1.23 V vs. RHE and 180 mV onset potential negative shift compared to those of the pure α-Fe2O3 photoanode. This work demonstrates a unique surface structure of a cocatalyst created by a post synthetic strategy using a metal complex precursor containing organic ligands.

Improvement of the water oxidation performance of Ti, F co-modified hematite by surface modification with a Co(salen) molecular cocatalyst

A promising integral modification method to solve the correlative drawbacks of hematite photoanodes from the bulk to the surface was proposed. In this study, a new system was developed by combining Ti-doping and F-treatment in hematite nanorods, and finally modified with Co(salen) as a cocatalyst. Ti-Doping dramatically enhanced the current density owing to the increase of conductivity, while F-treatment lowered the onset potential by forming F-Ti moieties on the surface of hematite nanorods. The loading of Co(salen) on the surface of hematite nanorods as a molecular catalyst further improved the photoelectrochemical performances of both the photocurrent and the onset potential. This complex structure of F-Ti-Fe2O3/Co(salen) acquired a current density of 3.02 mA cm-2 at 1.23 V vs. RHE under illumination, which was 6 times higher than that of pristine hematite. Compared to aggregated CoOx, which was derived from thermally treated Co(salen), molecularly dispersed Co(salen) was an efficient cocatalyst because its molecular structure was fluffy, which provided more active reaction sites and promoted the water oxidation reaction kinetics. This journal is

Design, synthesis and biological evaluation of cobalt(II)-Schiff base complexes as ATP-noncompetitive MEK1 inhibitors

In this report, we designed and synthesized a series of cobalt(II)-Schiff base complexes (CoSBC) with competent MEK1 (mitogen-activated protein kinase kinase?1) inhibitory activity. Based on our previous report, the CoSBC exhibited high binding affinity with MEK1 protein. To further explore metal complexes as MEK1 inhibitors, a series of transition metals and ligands were employed to build a library of various metal Schiff base complexes. The MEK inhibition assays revealed that only CoSBC exhibited obvious inhibitory activity, complex 2b showed the best inhibition both in BRaf (B-rapidly accelerated fibrosarcoma)/MEK1 and MEK1/ERK2 (extracellular signal-regulated kinases-2) cascading (IC50 is 1.988 ± 0.14 μM and 1.589 ± 0.054 μM respectively). In addition, homogeneous time-resolved fluorescence test method was used to prove that CoSBC as ATP-noncompetitive MEK1 inhibitor. MEK kinase selectivity assay indicated that CoSBC can selectively inhibit MEK1/2 kinases rather than other MAPKs (mitogen-activated protein kinases) family kinases. Moreover, the interaction mode of 2b with MEK1 protein has been demonstrated by computer aided drug design.

Supercapacitor and photocatalytic performances of hydrothermally-derived Co3O4/CoO@carbon nanocomposite

Cobalt oxide (Co3O4/CoO) nanoparticle-embedded carbon matrix (Co3O4/CoO@carbon) was synthesized by pyrolysis of cobalt-salen complex ([Co(salen)]) followed by hydrothermal treatment. The X-ray diffraction, Raman and Fourier transform infra-red spectroscopies confirmed the presence of Co3O4/CoO in the carbon matrix. The scanning electron microscopy observation showed highly agglomerated spike-like grains. The TEM observation confirmed that the Co3O4/CoO grains were embedded in the carbon matrix. The supercapacitor studies conducted on the Co3O4/CoO@carbon matrix revealed a specific capacity of 324 C g-1 at 1 A g-1 in 1 M KOH. The Co3O4/CoO@carbon electrode also exhibited long-term life cycle with a high Coulombic efficiency of 96%. It is believed that the carbon present in Co3O4/CoO acted as a conductive nano-network, leading to such a high supercapacitor performance. The Co3O4/CoO@carbon material was also tested for its catalytic property, and it was found that the prepared material exhibited excellent photocatalytic degradation of azure A dye.

Synthesis of carbon-supported Pd-Co bimetallic catalysts templated by Co nanoparticles using the galvanic replacement method for selective hydrogenation

Pd-Co bimetallic catalysts were prepared by the controlled synthesis of carbon-supported Co catalysts, ranging from single-sites to nanoparticles, via structural transformation of a deposited Co(salen) complex precursor by heat treatment at different temperatures, followed by galvanic replacement with Pd ions. The catalysts were structurally characterized using XRD, TEM, HAADF-STEM, XAFS and XPS. Highly dispersed Pd-rich NPs containing a low concentration of Co species were formed and the original size of the Co NPs was retained. The electronic state of the Pd species was dependent on the size of the bimetallic NPs, and a catalyst with a mean diameter of 10.8 nm was found to be in the most electron-rich state. Not only the particle size, but also the electronic state of Pd play a crucial role in attaining high catalytic activity and selectivity in the selective hydrogenation of phenylacetylene. A Pd-Co catalyst based on a Co catalyst heat-treated at 600 °C showed 92% selectivity at 93% conversion. Furthermore, the Pd-Co catalysts synthesized by the galvanic replacement method showed superior performance to a monometallic Pd catalyst and a Pd-Co alloy catalyst.