Chapter 9.4, Problem 7P

Interpretation Introduction

a)

Interpretation:

Starting from which alkyne the compound shown can be prepared is to be stated.

Concept introduction:

Carbonyl compounds can be obtained by the tautomerization of enols produced when alkynes are hydrated. The hydration of terminal alkynes can yield an enol which can tautomerize to an aldehyde or a ketone. If oxymercuration–demercuration hydration process is used, the OH adds to the more highly substituted carbon in the triple bond following Markovnokov regiochemistry. If hydroboration –oxidation process is used, the OH adds to the less highly substituted carbon in the triple bond following anti-Markovnokov regiochemistry.

To state:

Starting from which alkyne the compound shown can be prepared.

b)

Interpretation Introduction

Interpretation:

Starting from which alkyne the compound shown can be prepared is to be stated.

Concept introduction:

Carbonyl compounds can be obtained by the tautomerization of enols produced when alkynes are hydrated. The hydration of terminal alkynes can yield an enol which can tautomerize to an aldehyde or ketone. If oxymercuration- demercuration hydration process is used, the OH adds to the more highly substituted carbon in the triple bond following Markovnokov regiochemistry. If hydroboration –oxidation process is used, the OH adds to the less highly substituted carbon in the triple bond following anti-Markovnokov regiochemistry.

To state:

Starting from which alkyne the compound shown can be prepared.