Organic Chemistry
Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
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Chapter 9.4, Problem 7P
Interpretation Introduction

a)

Organic Chemistry, Chapter 9.4, Problem 7P , additional homework tip  1

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.

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Chapter 9 Solutions

Organic Chemistry

Ch. 9.8 - Prob. 11PCh. 9.9 - Show the terminal alkyne and alkyl halide from...Ch. 9.9 - Beginning with acetylene and any alkyl halide...Ch. 9.SE - Name the following alkynes, and predict the...Ch. 9.SE - From what alkyne might each of the following...Ch. 9.SE - Prob. 16VCCh. 9.SE - The following cycloalkyne is too unstable to...Ch. 9.SE - Prob. 18MPCh. 9.SE - Assuming that strong acids add to alkynes in the...Ch. 9.SE - Prob. 20MPCh. 9.SE - Prob. 21MPCh. 9.SE - Prob. 22MPCh. 9.SE - Prob. 23MPCh. 9.SE - Prob. 24MPCh. 9.SE - Reaction of acetone with D3O+ yields...Ch. 9.SE - Give IUPAC names for the following compounds:Ch. 9.SE - Draw structures corresponding to the following...Ch. 9.SE - Prob. 28APCh. 9.SE - Prob. 29APCh. 9.SE - Prob. 30APCh. 9.SE - Predict the products from reaction of l-hexyne...Ch. 9.SE - Prob. 32APCh. 9.SE - Prob. 33APCh. 9.SE - Propose structures for hydrocarbons that give the...Ch. 9.SE - Identify the reagents a-c in the following scheme:Ch. 9.SE - Prob. 36APCh. 9.SE - Prob. 37APCh. 9.SE - Prob. 38APCh. 9.SE - How would you carry out the following...Ch. 9.SE - Prob. 40APCh. 9.SE - Synthesize the following compounds using 1-butyne...Ch. 9.SE - Prob. 42APCh. 9.SE - Prob. 43APCh. 9.SE - Prob. 44APCh. 9.SE - Prob. 45APCh. 9.SE - A hydrocarbon of unknown structure has the formula...Ch. 9.SE - Compound A(C9H12) absorbed 3 equivalents of H2 on...Ch. 9.SE - Hydrocarbon A has the formula C12H8. It absorbs 8...Ch. 9.SE - Occasionally, a chemist might need to invert the...Ch. 9.SE - Prob. 50APCh. 9.SE - Prob. 51APCh. 9.SE - Prob. 52APCh. 9.SE - Prob. 53APCh. 9.SE - Prob. 54APCh. 9.SE - Prob. 55APCh. 9.SE - Prob. 56APCh. 9.SE - Prob. 57AP
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