Organic Chemistry
Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
Question
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Chapter 9.SE, Problem 38AP
Interpretation Introduction

a)

Organic Chemistry, Chapter 9.SE, Problem 38AP , additional homework tip  1

Interpretation:

How to synthesize butanal from 1-pentyne is to be shown.

Concept introduction:

Alkynes can be converted in to the corresponding alkenes by treating with H2 in the presence of Lindlar catalyst. The alkene produced upon ozonolysis followed by treatment with Zn and acetic acid yields an aldehyde with lesser number of carbon atoms.

To show:

How to synthesize butanal from 1-pentyne.

Interpretation Introduction

b)

Organic Chemistry, Chapter 9.SE, Problem 38AP , additional homework tip  2

Interpretation:

How to synthesize trans- 6-methyl-3 heptene from 4-methyl-1-pentyne is to be shown.

Concept introduction:

Higher alkynes can be prepared first by converting the lower alkyne in to an alkynide by reacting with NaNH2 in liquid NH3 followed by the reaction of the alkynide with alkyl halide containing the required number of carbon atoms. The higher alkyne thus obtained upon treatment with Li in liquid NH3 will get reduced to yield a trans alkene as the product.

To show:

How to synthesize trans- 6-methyl-3 heptene from 4-methyl-1-pentyne.

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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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