Author Question: Which of the following is not correct? a. Tautomers are constitutional isomers. b. Tautomers ... (Read 104 times)

wenmo · **on:** Aug 23, 2018

Which of the following is not correct?
a. Tautomers are constitutional isomers.
b. Tautomers rapidly interconvert.
c. The enol form is generally more stable.
d. Tautomerization is catalyzed by both acids and bases.
e. All of the above are correct with respect to tautomers.

Question 2

Mechanistically like halogenation, acetone can be deuterated by treatment with D3O+. Describe how an H NMR could be used to verify that deuteration actually occurs.

Question 3

Which of the following can result in cyclization?
a. aldol condensation
b. Claisen condensation
c. Robinson annulation
d. All can result in cyclization.

Missbam101 · **Reply #1 on:** Aug 23, 2018

Answer to Question 1

c

Answer to Question 2

Acetone containing only 1H nuclei would show one singlet in the 1H NMR. Upon deuteration, all of the hydrogen atoms will no longer exist in chemically equivalent environments and splitting of the signal may occur. If the deuteration goes to completion, CD3COCD3, the 1H NMR signal will be lost because 2H (D) is a nonmagnetic nucleus possessing an even number of nucleons.

Answer to Question 3

d