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Oxidation of alcohol to aldehyde with TPAP (0.06 eq.) and N-methylmorpholine N-oxide (1.7 eq.) with molecular sieves in dichloromethane. [1]Ruthenium tetroxide is a highly aggressive oxidant, but TPAP, which is its one-electron reduced derivative, is a mild oxidizing agent for the conversion of primary alcohols to aldehydes (the Ley oxidation). [2]
If the ylide carbon is substituted with an aryl or allyl group, the reagent is referred to as a semi-stabilized ylide. These have been developed extensively, second only to the classical methylene reagents (R 1 =R 2 =H). The substitution pattern on aryl reagents can heavily influence the selectivity of the reaction as per the criteria above.
Deprotonation of the Seyferth–Gilbert reagent A gives an anion B, which reacts with the ketone to form the oxaphosphetane D. Elimination of dimethylphosphate E gives the vinyl diazo-intermediate Fa and Fb. The generation of nitrogen gas gives a vinyl carbene G, which via a 1,2-migration forms the desired alkyne H.
[14] [15] [16] Emmons is remembered in part as the pioneer [6] and developer [7] of trifluoroperacetic acid as a laboratory reagent, which has since become useful as a reagent for many different types of synthetic reactions. One example is the formation of the hypervalent iodine compound (bis(trifluoroacetoxy)iodo)benzene, (CF 3 COO) 2 IC 6 H
This reaction is rapid and stoichiometric, with the addition of one mole of thiol releasing one mole of TNB. The TNB 2− is quantified in a spectrophotometer by measuring the absorbance of visible light at 412 nm, using an extinction coefficient of 14,150 M −1 cm −1 for dilute buffer solutions, [4] [5] and a coefficient of 13,700 M −1 cm −1 for high salt concentrations, such as 6 M ...
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N-(1-Naphthyl)ethylenediamine dihydrochloride is widely used in the quantitative analysis of nitrate and nitrite in water samples by colorimetry.It readily undergoes a diazonium coupling reaction in the presence of nitrite to give a strongly colored azo compound.
Kentucky basketball opened SEC play with a big win at Rupp Arena. Mark Pope's Kentucky Wildcats slowed Florida, handing the Gators their first loss.