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Dicarbonyl information


General structure of 1,2-, 1,3-, and 1,4-dicarbonyls

In organic chemistry, a dicarbonyl is a molecule containing two carbonyl (C=O) groups. Although this term could refer to any organic compound containing two carbonyl groups, it is used more specifically to describe molecules in which both carbonyls are in close enough proximity that their reactivity is changed, such as 1,2-, 1,3-, and 1,4-dicarbonyls. Their properties often differ from those of monocarbonyls, and so they are usually considered functional groups of their own. These compounds can have symmetrical or unsymmetrical substituents on each carbonyl, and may also be functionally symmetrical (dialdehydes, diketones, diesters, etc.) or unsymmetrical (keto-esters, keto-acids, etc.).

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Dicarbonyl

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In organic chemistry, a dicarbonyl is a molecule containing two carbonyl (C=O) groups. Although this term could refer to any organic compound containing...

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Cyclopentadienylcobalt dicarbonyl

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Cyclopentadienylcobalt dicarbonyl is an organocobalt compound with formula (C5H5)Co(CO)2, abbreviated CpCo(CO)2. It is an example of a half-sandwich complex...

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Cyclopentadienyliron dicarbonyl dimer

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Cyclopentadienyliron dicarbonyl dimer is an organometallic compound with the formula [(η5-C5H5)Fe(CO)2]2, often abbreviated to Cp2Fe2(CO)4, [CpFe(CO)2]2...

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Cyclopentadienyliron dicarbonyl iodide

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Cyclopentadienyliron dicarbonyl iodide is an organoiron compound with the formula (C5H5)Fe(CO)2I. It is a dark brown solid that is soluble in common organic...

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Terephthaloyl chloride

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IUPAC name Benzene-1,4-dicarbonyl dichloride Other names Terephthaloyl dichloride 1,4-Benzenedicarbonyl chloride Benzene-1,4-dicarbonyl chloride Terephthalic...

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Enamine

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similar to the enamine alkylation, enamines can be acylated to form a final dicarbonyl product. The enamine starting material undergoes a nucleophilic addition...

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Titanocene dicarbonyl

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Rausch, Marvin D. (1975). "Crystal and Molecular Structure of Titanocene Dicarbonyl, (η5-C5H5)2Ti(CO)2". Journal of Organometallic Chemistry. 96: C4–C6. doi:10...

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Glucosepane

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glucosepane through an α-dicarbonyl intermediate. The particular reaction path proceeding from the Amadori product to the α-dicarbonyl intermediate that will...

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Methylene group

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carbene. This was also formerly called methylene. The central carbon in 1,3-dicarbonyl compound is known as an activated methylene group. This is because, owing...

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Thiourea

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building blocks to pyrimidine derivatives. Thus, thioureas condense with β-dicarbonyl compounds. The amino group on the thiourea initially condenses with a...

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Peroxyacyl nitrates

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from the sun oxidize unburned hydrocarbons to aldehydes, ketones, and dicarbonyl compounds, whose secondary reactions create peroxyacyl radicals, which...

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Iron

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chemistry; it contains iron in the −2 oxidation state. Cyclopentadienyliron dicarbonyl dimer contains iron in the rare +1 oxidation state. A landmark in this...

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Methylglyoxal

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products (AGEs) in healthy persons. Dicarbonyl 1,2-Dicarbonyl, methylglyoxal can be classified as an 1,2-dicarbonyl Lichtenthaler, Frieder W. (2010). "Carbohydrates...

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Malondialdehyde

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Malondialdehyde belong to the class of β-dicarbonyls. A colorless liquid, malondialdehyde is a highly reactive compound that occurs as the enol. It is...

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Silver

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resonance spectra, structures, and bonding of silver tricarbonyl, silver dicarbonyl, silver monocarbonyl, and disilver hexacarbonyl". J. Am. Chem. Soc. 98...

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Dynamic kinetic resolution in asymmetric synthesis

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Asymmetric hydrogenation of dicarbonyl systems using an (R)-BINAP-Ru catalyst. Epimerization is obtained through 2 equiv. of LDA....

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Propargylamine

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terminal alkyne end with another equivalent of benzoylchloride gives the dicarbonyl, a precursor to an oxazole. Lauder, Kate; Toscani, Anita; Scalacci, Nicolò;...

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Carbonyl group

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carbonyl sulfide.[citation needed] A special group of carbonyl compounds are dicarbonyl compounds, which can exhibit special properties. For organic compounds...

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Thiamine

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3-ethoxypropanoate was treated with ethyl formate to give an intermediate dicarbonyl compound which when reacted with acetamidine formed a substituted pyrimidine...

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Pyrimidine

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typically synthesized by the principal synthesis involving cyclization of β-dicarbonyl compounds with N–C–N compounds. Reaction of the former with amidines to...

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Oxidation state

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resonance spectra, structures, and bonding of silver tricarbonyl, silver dicarbonyl, silver monocarbonyl, and disilver hexacarbonyl". J. Am. Chem. Soc. 98...

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Acetylacetone

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"Measuring Structural and Electronic Effects on Keto–Enol Equilibrium in 1,3-Dicarbonyl Compounds". Journal of Chemical Education. 93 (4): 790–794. doi:10.1021/acs...

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Tautomer

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"Measuring Structural and Electronic Effects on Keto–Enol Equilibrium in 1,3-Dicarbonyl Compounds". Journal of Chemical Education. 93 (4): 790–794. Bibcode:2016JChEd...

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Glucosone

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produced by an Amadori rearrangement of a derivative of glucose. It is a dicarbonyl intermediate of the Maillard reaction whose production is higher under...

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Dibenzyl ketone

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ketone is frequently used in an aldol condensation reaction with benzil (a dicarbonyl) and base to create tetraphenylcyclopentadienone. Vera Bogdanovskaia is...

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