Organic Chemistry Synthesis Challenge 7

The video tutorial explores the synthesis of a complex organic molecule involving two benzene rings. It covers the introduction of functional groups like amino, acetyl, bromo, and hydroxyl through various reactions. The process includes nitration, Friedel-Crafts acylation, reduction, protection, bromination, and Bayer Villiger oxidation. The tutorial emphasizes understanding the effects of activating and deactivating groups on regiochemistry and the strategic sequence of reactions to achieve the desired product.

What type of reaction is primarily used to add functional groups to benzene rings in this tutorial?

• Nucleophilic substitution

• Elimination reaction

• Electrophilic aromatic substitution

• Radical substitution

Which functional group is introduced first on the benzene ring, and why?

• Hydroxyl group, for its reactivity

• Amino group, because it is activating

• Bromo group, because it is easy to add

• Nitro group, to facilitate further reactions

What is the role of the nitro group in determining the regiochemistry of subsequent reactions?

• It is meta directing and deactivating

• It has no effect on regiochemistry

• It is ortho-para directing

• It is a strong activator

Why is Friedel-Crafts acylation performed on the lower benzene ring?

• The lower ring is more accessible

• The upper ring is too reactive

• The lower ring has more steric hindrance

• The upper ring is deactivated by the nitro group

What is the purpose of protecting the carbonyl group during the conversion of the nitro group to an amino group?

• To prevent its reduction

• To facilitate bromination

• To enhance its reactivity

• To change its directing effects

How does the conversion of the nitro group to an amino group affect the reactivity of the benzene ring?

• It changes the directing effect to meta

• It has no effect on reactivity

• It makes the ring less reactive

• It activates the ring and directs ortho-para

What is the significance of the Bayer Villiger oxidation in this reaction sequence?

• It removes a hydroxyl group

• It inserts an oxygen atom adjacent to a carbonyl

• It converts a carbonyl to a carboxylic acid

• It introduces a nitro group

Which reagent is used in the Bayer Villiger oxidation to introduce an oxygen atom?

• Peroxy acid

• Trifluoroacetic acid

• Sulfuric acid

• Hydrochloric acid

What is the final step in the reaction sequence to obtain the desired product?

• Nitration

• Hydrogenation

• Hydrolysis

• Bromination

What is a key challenge in the retrosynthetic analysis of this reaction sequence?

• Selecting the appropriate catalyst

• Choosing the right temperature

• Determining the order of functional group additions

• Identifying the correct solvent