Organic Chemistry, Binder Ready Version
Organic Chemistry, Binder Ready Version
2nd Edition
ISBN: 9781118454312
Author: David R. Klein
Publisher: WILEY
Question
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Chapter 10, Problem 53PP

(a)

Interpretation Introduction

Interpretation:

The different reagents used to accomplish the given transformation should be draw and identified.

Concept Introduction:

Soda amide: The strong base of NaNH2/NH3 will deprotonate alkynes, alcohols and other organic functional groups with acidic protons such as asters and ketones. It is also a very strong nucleophile. It is a strong base and excellent nucleophile. It’s used deprotonated of weak acids and also for elimination reaction.

Markovnikov’s Rule: The unsymmetrical alkene in a chemical compound reacts with hydrogen halide in a way, where halide ions attacks and bond to the more substitution position of carbon-carbon double bond.

Hydrogen reduction reaction: The alkenes or alkynes can be reduced to alkanes with H2 in the presence of metal catalyst (Pd) . The new C-H σ bonds are formed simultaneously from H atoms absorbed into the metal surface.

Birch Reduction: The conjugated alkynes and benzenes in the presence of sodium metal in liquid ammonia and alkyne produced a non-conjugated diene system.

The alkyne involves sodium (Na)/NH3 . This end up reducing to alkyne to give the trans (E) alkene.

Hydrogenation:  The hydrogenation is a reduction reaction which results in an addition of hydrogen. Several organic compounds (alkenes, alkynes) is hydrogenated, it becomes more saturated.

Acid Catalyzed Hydration Reaction: The reaction involves breaking of phi bonds between carbon-carbon multiple bonds and addition of alcohol to more substituted position of carbon in the molecule.

(b)

Interpretation Introduction

Interpretation:

The different reagents used to accomplish the given transformation should be draw and identified.

Concept Introduction:

Soda amide: The strong base of NaNH2/NH3 will deprotonate alkynes, alcohols and other organic functional groups with acidic protons such as asters and ketones. It is also a very strong nucleophile. It is a strong base and excellent nucleophile. It’s used deprotonated of weak acids and also for elimination reaction.

Markovnikov’s Rule: The unsymmetrical alkene in a chemical compound reacts with hydrogen halide in a way, where halide ions attacks and bond to the more substitution position of carbon-carbon double bond.

Hydrogen reduction reaction: The alkenes or alkynes can be reduced to alkanes with H2 in the presence of metal catalyst (Pd) . The new C-H σ bonds are formed simultaneously from H atoms absorbed into the metal surface.

Birch Reduction: The conjugated alkynes and benzenes in the presence of sodium metal in liquid ammonia and alkyne produced a non-conjugated diene system.

The alkyne involves sodium (Na)/NH3 . This end up reducing to alkyne to give the trans (E) alkene.

Hydrogenation:  The hydrogenation is a reduction reaction which results in an addition of hydrogen. Several organic compounds (alkenes, alkynes) is hydrogenated, it becomes more saturated.

Acid Catalyzed Hydration Reaction: The reaction involves breaking of phi bonds between carbon-carbon multiple bonds and addition of alcohol to more substituted position of carbon in the molecule.

(c)

Interpretation Introduction

Interpretation:

The different reagents used to accomplish the given transformation should be draw and identified.

Concept Introduction:

Soda amide: The strong base of NaNH2/NH3 will deprotonate alkynes, alcohols and other organic functional groups with acidic protons such as asters and ketones. It is also a very strong nucleophile. It is a strong base and excellent nucleophile. It’s used deprotonated of weak acids and also for elimination reaction.

Markovnikov’s Rule: The unsymmetrical alkene in a chemical compound reacts with hydrogen halide in a way, where halide ions attacks and bond to the more substitution position of carbon-carbon double bond.

Hydrogen reduction reaction: The alkenes or alkynes can be reduced to alkanes with H2 in the presence of metal catalyst (Pd) . The new C-H σ bonds are formed simultaneously from H atoms absorbed into the metal surface.

Birch Reduction: The conjugated alkynes and benzenes in the presence of sodium metal in liquid ammonia and alkyne produced a non-conjugated diene system.

The alkyne involves sodium (Na)/NH3 . This end up reducing to alkyne to give the trans (E) alkene.

Hydrogenation:  The hydrogenation is a reduction reaction which results in an addition of hydrogen. Several organic compounds (alkenes, alkynes) is hydrogenated, it becomes more saturated.

Acid Catalyzed Hydration Reaction: The reaction involves breaking of phi bonds between carbon-carbon multiple bonds and addition of alcohol to more substituted position of carbon in the molecule.

(d)

Interpretation Introduction

Interpretation:

The different reagents used to accomplish the given transformation should be draw and identified.

Concept Introduction:

Soda amide: The strong base of NaNH2/NH3 will deprotonate alkynes, alcohols and other organic functional groups with acidic protons such as asters and ketones. It is also a very strong nucleophile. It is a strong base and excellent nucleophile. It’s used deprotonated of weak acids and also for elimination reaction.

Markovnikov’s Rule: The unsymmetrical alkene in a chemical compound reacts with hydrogen halide in a way, where halide ions attacks and bond to the more substitution position of carbon-carbon double bond.

Hydrogen reduction reaction: The alkenes or alkynes can be reduced to alkanes with H2 in the presence of metal catalyst (Pd) . The new C-H σ bonds are formed simultaneously from H atoms absorbed into the metal surface.

Birch Reduction: The conjugated alkynes and benzenes in the presence of sodium metal in liquid ammonia and alkyne produced a non-conjugated diene system.

The alkyne involves sodium (Na)/NH3 . This end up reducing to alkyne to give the trans (E) alkene.

Hydrogenation:  The hydrogenation is a reduction reaction which results in an addition of hydrogen. Several organic compounds (alkenes, alkynes) is hydrogenated, it becomes more saturated.

Acid Catalyzed Hydration Reaction: The reaction involves breaking of phi bonds between carbon-carbon multiple bonds and addition of alcohol to more substituted position of carbon in the molecule.

(e)

Interpretation Introduction

Interpretation:

The different reagents used to accomplish the given transformation should be draw and identified.

Concept Introduction:

Soda amide: The strong base of NaNH2/NH3 will deprotonate alkynes, alcohols and other organic functional groups with acidic protons such as asters and ketones. It is also a very strong nucleophile. It is a strong base and excellent nucleophile. It’s used deprotonated of weak acids and also for elimination reaction.

Markovnikov’s Rule: The unsymmetrical alkene in a chemical compound reacts with hydrogen halide in a way, where halide ions attacks and bond to the more substitution position of carbon-carbon double bond.

Hydrogen reduction reaction: The alkenes or alkynes can be reduced to alkanes with H2 in the presence of metal catalyst (Pd) . The new C-H σ bonds are formed simultaneously from H atoms absorbed into the metal surface.

Birch Reduction: The conjugated alkynes and benzenes in the presence of sodium metal in liquid ammonia and alkyne produced a non-conjugated diene system.

The alkyne involves sodium (Na)/NH3 . This end up reducing to alkyne to give the trans (E) alkene.

Hydrogenation:  The hydrogenation is a reduction reaction which results in an addition of hydrogen. Several organic compounds (alkenes, alkynes) is hydrogenated, it becomes more saturated.

Acid Catalyzed Hydration Reaction: The reaction involves breaking of phi bonds between carbon-carbon multiple bonds and addition of alcohol to more substituted position of carbon in the molecule.

(f)

Interpretation Introduction

Interpretation:

The different reagents used to accomplish the given transformation should be draw and identified.

Concept Introduction:

Soda amide: The strong base of NaNH2/NH3 will deprotonate alkynes, alcohols and other organic functional groups with acidic protons such as asters and ketones. It is also a very strong nucleophile. It is a strong base and excellent nucleophile. It’s used deprotonated of weak acids and also for elimination reaction.

Markovnikov’s Rule: The unsymmetrical alkene in a chemical compound reacts with hydrogen halide in a way, where halide ions attacks and bond to the more substitution position of carbon-carbon double bond.

Hydrogen reduction reaction: The alkenes or alkynes can be reduced to alkanes with H2 in the presence of metal catalyst (Pd) . The new C-H σ bonds are formed simultaneously from H atoms absorbed into the metal surface.

Birch Reduction: The conjugated alkynes and benzenes in the presence of sodium metal in liquid ammonia and alkyne produced a non-conjugated diene system.

The alkyne involves sodium (Na)/NH3 . This end up reducing to alkyne to give the trans (E) alkene.

Hydrogenation:  The hydrogenation is a reduction reaction which results in an addition of hydrogen. Several organic compounds (alkenes, alkynes) is hydrogenated, it becomes more saturated.

Acid Catalyzed Hydration Reaction: The reaction involves breaking of phi bonds between carbon-carbon multiple bonds and addition of alcohol to more substituted position of carbon in the molecule.

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4. Propose a synthesis of the target molecules from the respective starting materials. a) b) LUCH C Br OH

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