Question

need help analyzing nmr (calculations and structure) (TOH) as catalyst. Check your organic textbook for the mechanism-acid-catalyzed addition of alcohol to aldehydes or ketones to form acetals or ketals. The ketone carbonyl, significantly more reactive than the ester Carbonyl, will react more rapidly with the ethylene glycol Formation of the ketal involves an equilibrium in which water is one of the products. The equilibrium can be shifted to favor the product by removing the water as it is formed (Le Chatelier's principle). A Dean-Stark apparatus is used to accomplish this. See glassware appendix for an illustration of this apparatus. 00 CHCH OH OH 20 + H₂O OCH.CH TECH OCH,CHE Step2 - Grignard addition to the ester Once the reactive ketone moiety has been protected, the less reactive ester group can be modified. The ester is reduced by a Grignard reaction using phenyimagnesium bromide to produce the corresponding tertiary alcohol (2). MgBe the top image is the nmr for the reaction that was performed (first chemical equation in second image)

Answer 1

The product in the first chemical equation seems that there are 14 protons which will give a characteristic spliting pattern since the ethyl ester group is present in the structure. The NMR presented here is incomplete which contains only two singlet. The peaks from detla 0 are not visible.

If the peaks are missing at delta 0.9 triplet, & nearly delta 4.0 quartet it is possible that your compound is not formed.