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Synthesis of benzil from benzoin with copper(II) acetate

Synthesis of Multifunctionalised 2-Substituted Benzimidazoles Using Copper (II) Hydroxide as Efficient Solid Catalyst

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Copper(II) Acetate 6046-93-1 | TCI America

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.

Vogel, P. 2005. Copper(II) Acetate. e-EROS Encyclopedia of Reagents for Organic Synthesis. .

This effect is attributed to the fact that the rate of one-electron-transfer oxidation of alkyl radicals by CuII salts (eq 13) approaches a diffusion-controlled rate. Oxidative decarboxylation of carboxylic acids can also be carried out with in the presence of a catalytic amount of anhydrous Cu(OAc).The case of radical oxidation with Cu(OAc) has been exploited by Schreiber in the fragmentation of -alkoxyhydroperoxides, as in eq 14.In an electrochemical system containing , acetic acid is added to butadiene to generate an allylic radical intermediate that is oxidized with Cu(OAc).HO to the corresponding allylic cation, leading to -vinyl--butyrolactone (eq 15), a precursor in the industrial synthesis of sorbic acid.

Copper(II) Acetate 6046-93-1 | TCI Chemicals (India) Pvt. …

Keywords: o-Phenylenediamine; Aldehydes; Copper (II) Hydroxide; Solid Catalyst; Multifunctionalised Benzimidazoles

Copper(II) acetate, also referred to as cupric acetate, is the chemical compound with the formula Cu(OAc)2 where AcO- is acetate (CH3CO2-). The hydrated derivative, which contains one molecule of water for each Cu atom, is available commercially. Cu(OAc)2 is a dark green crystalline solid, whereas Cu(OAc)2(H2O)2 is more bluish-green. Since ancient times, copper acetates of some form have been used as fungicides and green pigments. Today, Cu(OAc)2 is used as a source of copper(II) in inorganic synthesis and as a catalyst or an oxidizing agent in organic synthesis. Copper acetate, like all copper compounds, emits a blue-green glow in a flame.

Copper acetate monohydrate is described by the formula Cu2(OAc)4(H2O)2. It adopts the "Chinese lantern" structure seen also for related Rh(II) and Cr(II) tetraacetates. One oxygen atom on each acetate is bound to one copper at 1.97 Å (197 pm. Completing the coordination sphere are two water ligands, with Cu-O distances of 2.20 Å (220 pm). The two five-coordinate copper atoms are separated by only 2.65 Å (265 pm), which is close to the Cu--Cu separation in metallic copper. The two copper centers interact resulting in a diminishing of the magnetic moment such that near 90 K, Cu2(OAc)4(H2O)2 is essentially diamagnetic due to cancellation of the two opposing spins. Cu2(OAc)4(H2O)2 was a critical step in the development of modern theories for antiferromagnetic coupling.

Copper(II) acetate monohydrate | C4H8CuO5 | …

Vogel, P. and Srogl, J. 2005. Copper(II) Acetate. e-EROS Encyclopedia of Reagents for Organic Synthesis. .

widely available; the anhydrous salt can be prepared from the usually available monohydrate Cu(OAc).HO by heating to 90 °C until constant weight, or by refluxing Cu(OAc).HO in acetic anhydride and washing the insoluble product with EtO. iodometric titration; atomic absorption spectroscopy. recrystallize (as monohydrate) from warm dil HOAc. must be stored in the absence of moisture; is decomposed on heating to hydrogen and CuIOAc. Irritating to skin, eyes, and respiratory system.

Copper(II) acetate is occasionally the primary component of verdigris, the blue-green substance that forms on copper during long exposures to atmosphere. It was historically prepared in vineyards, since acetic acid is a byproduct of fermentation. Copper sheets were alternately layered with fermented grape skins and dregs left over from wine production and exposed to air. This would leave a blue substance on the outside of the sheet. This was then scraped off and dissolved in water. The resulting solid was used as a pigment, or combined with arsenic trioxide to form copper acetoarsenite, a powerful insecticide and fungicide called Paris Green or Schweinfurt Green.

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Copper (II) Acetate; Crystals of ..

Here we demonstrate the synthesis of multifunctionalised benzimidazoles through the coupling of o-phenylenediamine with aldehydes by using Copper (II) hydroxide as an efficient solid catalyst in methanol at room temperature. The Copper (II) hydroxide solid catalyst gave better yields (80% - 99%) in short reaction time (4 - 8 h). These commercially available cheap catalysts are more active than many reported expensive heterogeneous catalysts. Using the Copper hydroxide fresh catalyst, the yield of product 3a was 98%, while the recovered catalyst in the three subsequent cycles gave the yield of 94%, 90% and 88% respectively.

CUPRIC ACETATE MONOHYDRATE AR/ACS Copper (II) acetate monohydrate

Oxidative coupling of terminal alkynes to diynes (eq 1) with Cu(OAc) and can be carried out in MeOH or in benzene/ether. The reaction requires the presence of copper(I) salt; the rate-determining step corresponds to the formation of the CuI acetylide.While -sulfonyl lithiated carbanions are oxidatively coupled with (eq 2), Cu(OAc) oxidizes them to the corresponding ()-,-unsaturated sulfones (eq 3).Other carbanions can be coupled oxidatively by Cu(OAc), as shown in the synthesis of -lactams (eq 4).In the presence of in DMF, the complex of Cu(OAc) and 2,2�-bipyridyl catalyzes the oxygenation of -branched aldehydes with O to ketones. hydroxylation of phenols with O is catalyzed by a complex of Cu(OAc) and (soluble in EtOH). In the absence of O, acetoxylation of phenols can be induced with equimolar amounts of Cu(OAc) in AcOH (eq 5).Allylic hydrogens are replaced by acyloxy groups by reaction of peroxy esters in the presence of catalytic amounts of copper salts, including Cu(OAc). The reaction probably proceeds via the formation of an allylic radical, which reacts quickly with CuII to form a CuIII intermediate that generates the most substituted alkene, probably via a pericyclic transition state (eq 6). Allylic oxidation can be enantioselective when performed in AcOH and in the presence of Cu(OAc) and an L-amino acid.Allylic oxidation of cyclohexene and related alkenes can be achieved with catalytic amounts of , Cu(OAc), hydroquinone, and O as oxidant in AcOH, leading to allylic acetates. Methyl glyoxylate adducts of -Boc-protected allylic amines cyclize, in the presence of catalytic Pd(OAc) and an excess of Cu(OAc) in DMSO at 70 °C, to 5-(1-alkenyl)-2-(methoxycarbonyl)oxazolidines (eq 7).Methyl substituted benzene derivatives are oxidized in boiling AcOH to the corresponding benzyl acetates (eq 8) with sodium, potassium, or , Cu(OAc).HO, and NaOAc. The peroxydisulfate radical is responsible for the primary oxidation, whereas Cu(OAc) prevents dimerization of the intermediate benzylic radical by oxidizing it to benzyl acetate.

Copper(II) acetate - Online Reference

The reaction proceeds via the intermediacy of copper(I) acetylides, which are then oxidized by the copper(II) acetate, releasing the acetylide radical. A related reaction involving copper acetylides is the synthesis of ynamines, terminal alkynes with amine groups using Cu2(OAc)4.

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