Enol and enolate problems

ENOL AND ENOLATE PROBLEMS

Details: Germán Fernández; ENOL AND ENOLATE PROBLEMS; Hits: 11466

Explain why when a solution of (S)-3-phenyl-2-butanone in aqueous ethanol is treated with acids or bases it gradually loses its optical activity. (b) Why does the racemization of the compound from the previous section in an acid medium occur at the same speed as the halogenation in an acid medium? (c) Why does the iodination of said compound in an acid medium occur at the same rate as acid-catalyzed bromination?

Details: Germán Fernández; ENOL AND ENOLATE PROBLEMS; Hits: 7545

Treating cis -2-propyl-3-methyl-cyclopentanone with a weak base transforms it into its trans stereoisomer. Reason this phenomenon and draw the corresponding structures.

Details: Germán Fernández; ENOL AND ENOLATE PROBLEMS; Hits: 11992

Write the structure of all the possible enolates of each ketone or aldehyde. Indicate which would be the most favored under kinetic or thermodynamic control. Explain.

kinetic-and-thermodynamic-enolates

Details: Germán Fernández; ENOL AND ENOLATE PROBLEMS; Hits: 26416

Which of the following compounds would test positive for iodoform?: (a) Acetone; (b) Acetophenone; (c) Pentanal; (d) 1-Butanol; (e) 2-Pentanone; (f) 3-Pentanone.

Details: Germán Fernández; ENOL AND ENOLATE PROBLEMS; Hits: 9024

Indicate the products (if any) with deuterium incorporation that are formed when treating the following compounds with D ₂ O/NaOD.

(a). Cyclohexanone; (b) 2,2-Dimethylpropanal; (c) 3,3-Dimethyl-2-butanone; (d) statement

Details: Germán Fernández; ENOL AND ENOLATE PROBLEMS; Hits: 12326

Draw the products of acid- and base-catalyzed bromination of acetylcyclopentane. Indicate the major product. Reason your answer.

Details: Germán Fernández; ENOL AND ENOLATE PROBLEMS; Hits: 6827

Explain the fact that cyclohexanone enolate reacts with 2-bromobutane giving rise to two reaction products, while only one is formed with 2-bromo-2-methylpropane.

Details: Germán Fernández; ENOL AND ENOLATE PROBLEMS; Hits: 6516

alkylation-intramolecular-statement Reaction of the indicated compound with base provides three isomeric C ₈ H ₁₂ O products resulting from intramolecular alkylations. Indicate what they are.

Details: Germán Fernández; ENOL AND ENOLATE PROBLEMS; Hits: 8905

Indicate the product(s) of each of the following reactions.

problem-statement

Details: Germán Fernández; ENOL AND ENOLATE PROBLEMS; Hits: 12380

Explain the following facts and propose a possible mechanism:

problem-statement

Details: Germán Fernández; ENOL AND ENOLATE PROBLEMS; Hits: 7650

Explain the following reactions and tell the structures of A, B, C, D, E and F.

statement

Details: Germán Fernández; ENOL AND ENOLATE PROBLEMS; Hits: 11394

Explain the following reaction and tell the structure of compounds A, B, C, D and E.

statement

Details: Germán Fernández; ENOL AND ENOLATE PROBLEMS; Hits: 9028

Explain the mechanism of the following reaction.

statement

Details: Germán Fernández; ENOL AND ENOLATE PROBLEMS; Hits: 9689

It indicates a suitable synthetic procedure for obtaining 2,2-dimethylbutanal from 2-methylpropanal. rental-statement

Details: Germán Fernández; ENOL AND ENOLATE PROBLEMS; Hits: 6792

The alkylation of the enolate of ketone A is very difficult to stop before the dialkylation occurs, as indicated below. Show how the monoalkylated ketone B could be obtained.

statement