For the given compound, major product should be predicted when it is treated with Birch condition. Concept introduction: Birch reduction converts aromatic compound having benzoid ring in to a product 1, 4-cyclohexa diene. The product having hydrogen atoms attached on opposite end of the molecule Birch reduction is the reduction of aromatic rings with sodium , potassium or lithium and an alcohol in liquid ammonia Birch reduction is unlike catalytic hydrogenation When benzene with an electron donating group such as alkyl group is treated with Birch reduction, the carbon atom connected to the alkyl group is not reduced. Electron donating effect destabilizes the radical anion. When an electron withdrawing groups are used, different regiochemical outcome is observed. Electron withdrawing effect stabilizes the intermediate.

Question

Want to see the full answer?

Answer 1

Question

Chapter 18.7, Problem 5LTS

Interpretation Introduction

Interpretation: For the given compound, major product should be predicted when it is treated with Birch condition.

Concept introduction:

Birch reduction converts aromatic compound having benzoid ring in to a product 1, 4-cyclohexa diene.

The product having hydrogen atoms attached on opposite end of the molecule

Birch reduction is the reduction of aromatic rings with sodium , potassium or lithium and an alcohol in liquid ammonia

Birch reduction is unlike catalytic hydrogenation

When benzene with an electron donating group such as alkyl group is treated with Birch reduction, the carbon atom connected to the alkyl group is not reduced. Electron donating effect destabilizes the radical anion.

When an electron withdrawing groups are used, different regiochemical outcome is observed. Electron withdrawing effect stabilizes the intermediate.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Students have asked these similar questions

#1. Retro-Electrochemical Reaction: A ring has been made, but the light is causing the molecule to un- cyclize. Undo the ring into all possible molecules. (2pts, no partial credit) hv

Don't used Ai solution

I have a question about this problem involving mechanisms and drawing curved arrows for acids and bases. I know we need to identify the nucleophile and electrophile, but are there different types of reactions? For instance, what about Grignard reagents and other types that I might not be familiar with? Can you help me with this? I want to identify the names of the mechanisms for problems 1-14, such as Gilman reagents and others. Are they all the same? Also, could you rewrite it so I can better understand? The handwriting is pretty cluttered. Additionally, I need to label the nucleophile and electrophile, but my main concern is whether those reactions differ, like the "Brønsted-Lowry acid-base mechanism, Lewis acid-base mechanism, acid-catalyzed mechanisms, acid-catalyzed reactions, base-catalyzed reactions, nucleophilic substitution mechanisms (SN1 and SN2), elimination reactions (E1 and E2), organometallic mechanisms, and so forth."