Tic, W.J. The compound you mentioned does undergo aldol addition, not condensation; I’ll tell you why. Reagents : commonly a base such as NaOH or KOH is added to the aldehyde. The reaction involves an aldehyde enolate reacting with another molecule of the aldehyde. We used 2-methylpropanal 1 as a simple starting compound (aldol 2 contains only one stereogenic centre), and binaphtholates as chiral catalysts in solvents such as THF, DMF and DMSO. Dehydration of Aldol products. Firstly, the compound only has one alpha hydrogen, which will be extracted by the base during the aldol addition step. Summary. This reaction was thought to occur only with aldehydes.
Aldol reactions catalysed by enzymes are also important to mention. Remember enolates are good nucleophiles and carbonyl C are good electrophiles. Przemysl Chemiczny, 1, 32-35. For each of the following aldol products (a through e) select a donor and an acceptor compound from the list at the bottom of the page (compounds A through H). (2005) Conversion of 2-Methylpropanal toward Aliphatic Solvents and Plasticizers for Polymers. The Aldol Reaction of Aldehydes Reaction type : Nucleophilic addition. DERA, or 2-deoxyribose 5-phosphate aldolase, is an enzyme that catalyses C-C bond formation, often in a highly stereoselective way, and is the only enzyme that accepts more than one aldehyde in the condensation reaction ( J. Aldol condensation reaction can be either acid catalyzed or base catalyzed. In all experiments the reaction products consisted mainly of monoesters 3 and 4 and aldoxanes 5 and 6 , without substantial variations in proportions. The more advanced topics are : Dehydration, Mixed and Intramolecular Aldol reactions. The first step of the process is a reaction between two 2-methylpropanal molecules, which runs according to the aldol condensation mechanism, whereby aldol, i.e. Migues, A.N., Vaitheeswaran, S. and Auerbach, S.M. The dehydration of the initial Aldol products can occur, it is often favoured by the following factors: The Aldol product must still have an α-hydrogen between the carbonyl and the -OH group. (2014) Density Functional Theory Study of Mixed Aldol Condensation Catalyzed by Acidic Zeolites HZSM-5 and HY. Chem. Aldol condensation proceeds by carbon-carbon bond formation between an enolate donor and a carbonyl acceptor. 1995 , 117 , 7585). Soc. Write the letter corresponding to your selection in the appropriate answer box. Am.
Using weak anion-exchange resin, the optimal conversion of propanal was 89.9% after 24 h at 0.8 g/mL resin and 35 °C, and the main product was 3-hydroxy-2-methylpropanal by first cross-aldol condensation along with relatively minor amounts of methacrolein and 3-hydroxy-2-methyl-2-hydroxymethylpropanal. My this context deals with the base catalyzed reaction of aldol condensation and its mechanism.