ORGANIC CHEMISTRY, WITH SOL. MAN/ STUDY
ORGANIC CHEMISTRY, WITH SOL. MAN/ STUDY
3rd Edition
ISBN: 9781119477617
Author: Klein
Publisher: WILEY
Question
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Chapter 9, Problem 64IP

(a)

Interpretation Introduction

Interpretation:

The target molecules should be drawn for the given staring molecule by using its structure.

Concept Introduction:

Lindlar reduction: The alkenes or alkynes can be reduced to alkanes with H2 in the presence of metal catalyst (Pd) . This heterogeneous catalyst that consists of palladium deposited on calcium carbonate which is then poisoned with various forms of lead or Sulphur. The new C-H σ bonds are formed simultaneously from H atoms absorbed into the metal surface.

Soda amide ( NaNH2 ): The strong base of NaNH2 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.

Birch Reduction: The conjugated alkynes and benzynes 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.

Meta-chloroperoxybenzoic acid (m-CPBA): This reagent is extremely useful reagent most frequently encountered in the synthesis of epoxides when added to alkenes or alkynes.

(b)

Interpretation Introduction

Interpretation:

The target molecules should be drawn for the given staring molecule by using its structure.

Concept Introduction:

Lindlar reduction: The alkenes or alkynes can be reduced to alkanes with H2 in the presence of metal catalyst (Pd) . This heterogeneous catalyst that consists of palladium deposited on calcium carbonate which is then poisoned with various forms of lead or Sulphur. The new C-H σ bonds are formed simultaneously from H atoms absorbed into the metal surface.

Soda amide ( NaNH2 ): The strong base of NaNH2 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.

Birch Reduction: The conjugated alkynes and benzynes 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.

Meta-chloroperoxybenzoic acid (m-CPBA): This reagent is extremely useful reagent most frequently encountered in the synthesis of epoxides when added to alkenes or alkynes.

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ORGANIC CHEMISTRY, WITH SOL. MAN/ STUDY

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