EBK ORGANIC CHEMISTRY
EBK ORGANIC CHEMISTRY
9th Edition
ISBN: 9780100591318
Author: McMurry
Publisher: YUZU
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Chapter 9.4, Problem 4P
Interpretation Introduction

a)

EBK ORGANIC CHEMISTRY, Chapter 9.4, Problem 4P , additional homework tip  1

Interpretation:

The product expected during hydration of 4-octyne is to be given.

Concept introduction:

Addition of water to triple bonds occurs following Markovnikov regiochemistry to yield an enol as the product. The enol tautomerizes to give a ketone as the final product. Terminal alkenes and symmetrically substituted internal alkynes yield only one product. Unsymmetrically substituted internal alkynes yield a mixture of ketones as product.

To give:

The product expected during hydration of 4-octyne.

b)

Interpretation Introduction

Interpretation:

The product expected during hydration of 2-methyl-4-octyne is to be given.

Concept introduction:

Addition of water to triple bonds occurs following Markovnikov regiochemistry to yield an enol as the product. The enol tautomerizes to give a ketone as the final product. Terminal alkenes and symmetrically substituted internal alkynes yield only one product. Unsymmetrically substituted internal alkynes yield a mixture of ketones as product.

To give:

The products expected during hydration of 2-methyl-4-octyne.

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Chapter 9 Solutions

EBK 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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