Effect of concentration of acid on pinnacol rearrangement
Answers
Explanation:
Although the relative trend of product ratio compares well with all other cases, the overall mass yield of products decreased with decreasing concentration of the acid (Table 1). This suggests that the hydronium ion concentration is not sufficient to affect protonation and subsequent rearrangement.
Answer:
The formation of side products in the pinacol–pinacolone rearrangement was studied as a function of concentration and strength of various aqueous acids using 1H NMR spectroscopy. In all cases, pinacolone was the principal product and in most cases, its relative yield decreased with respect to 2,3-dimethyl-1,3-butadiene, when the acid concentration was lowered or the corresponding conjugate base was added.
The formation of pinacolone and the following side products was studied in the pinacol–pinacolone rearrangement as a function of concentration and strength of various aqueous acids.