Organic Chemistry
Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
Question
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Chapter 9.SE, Problem 43AP
Interpretation Introduction

a)

Organic Chemistry, Chapter 9.SE, Problem 43AP , additional homework tip  1

Interpretation:

How to carry out the reaction given which yields deuterium incorporated alkene as the product is to be shown.

Concept introduction:

Deuterium incorporated alkenes can be prepared from alkynes by reduction in the presence of catalysts. Use of deuterium in the presence of Lindlar catalyst yields cis alkenes with the two deuterium atoms arranged on the same side of the double bond.

To show:

How to carry out the reaction given which yields deuterium incorporated alkene as the product.

Interpretation Introduction

b)

Organic Chemistry, Chapter 9.SE, Problem 43AP , additional homework tip  2

Interpretation:

How to carry out the reaction given which yields deuterium incorporated alkene as the product is to be shown.

Concept introduction:

Deuterium incorporated alkenes can be prepared from alkynes by reduction in the presence of catalysts. Use of deuterium in the presence of Lindlar catalyst yields cis alkenes with the two deuterium atoms arranged on the same side of the double bond while reduction with Li in liquid deuterated ammonia yields trans alkenes with the two deuterium atoms arranged on the opposite sides of the double bond.

To show:

How to carry out the reaction given which yields deuterium incorporated alkene as the product.

Interpretation Introduction

c)

Organic Chemistry, Chapter 9.SE, Problem 43AP , additional homework tip  3

Interpretation:

How to carry out the reaction given which yields deuterium incorporated alkyne as the product is to be shown.

Concept introduction:

Deuterium incorporated alkynes can be prepared first by converting them in to alkynides by treating with NaNH2 in NH3 and then treating the alkynide obtained with D3O+.

To show:

How to carry out the reaction given which yields deuterium incorporated alkyne as the product.

Interpretation Introduction

d)

Organic Chemistry, Chapter 9.SE, Problem 43AP , additional homework tip  4

Interpretation:

How to carry out the reaction given which yields deuterium incorporated alkene as the product is to be shown.

Concept introduction:

Deuterium incorporated alkynes can be prepared first by converting them in to alkynides by treating with NaNH2 in NH3 and then treating the alkynide obtained with D3O+. The alkyne thus obtained when treated with deuterium in the presence of Lindlar catalyst yield an alkene with deuterium atom on both carbons.

To show:

How to carry out the reaction given which yields deuterium incorporated alkene as the product.

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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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