The diene and the dienophile that might be used to prepare the given racemic Diels-Alder adduct have to be found. Concept Introduction: Diels-Alder reaction: It is the reaction of conjugated dienes with double or triple bonded compounds which are known as “dienophiles” . The reaction is a 4 + 2 cycloaddition reaction that results in the formation of a six membered cyclic product which is known as “adduct” . Example: Diels-Alder reaction to form bicyclic system: The Diels-Alder adduct formed in the Diels-Alder reaction can also be a bicyclic system which will be obtained when cylopentadiene is used as the diene as shown here: In this reaction, the cylopentadiene acts as both diene and dienophile and formed a bicyclic system. When it is heated to 170 o C , a reverse Diels-Alder reaction takes place in which the bicyclic system will be decomposed and gives back the cylopentadiene. Racemic mixture in Diels-alder reaction: In the Diels-alder reaction, the formation of two new sigma bonds results in the formation of two new chiral centres that are enantiomers to each other. So, the Diels-alder adduct is the mixture of two enantiomers and therefore it is being a racemic Diels-alder adduct.

Question

sketch the nature of the metal-alkylidene bonding interactions.

Answer 1

Question

Chapter 20.5, Problem 20.9P

Interpretation Introduction

Interpretation: The diene and the dienophile that might be used to prepare the given racemic Diels-Alder adduct have to be found.

Concept Introduction:

Diels-Alder reaction:

It is the reaction of conjugated dienes with double or triple bonded compounds which are known as “dienophiles”. The reaction is a 4+2 cycloaddition reaction that results in the formation of a six membered cyclic product which is known as “adduct”.

Example:

Diels-Alder reaction to form bicyclic system:

The Diels-Alder adduct formed in the Diels-Alder reaction can also be a bicyclic system which will be obtained when cylopentadiene is used as the diene as shown here:

In this reaction, the cylopentadiene acts as both diene and dienophile and formed a bicyclic system. When it is heated to 170o C, a reverse Diels-Alder reaction takes place in which the bicyclic system will be decomposed and gives back the cylopentadiene.

Racemic mixture in Diels-alder reaction:

In the Diels-alder reaction, the formation of two new sigma bonds results in the formation of two new chiral centres that are enantiomers to each other. So, the Diels-alder adduct is the mixture of two enantiomers and therefore it is being a racemic Diels-alder adduct.

Expert Solution & Answer

Trending nowThis is a popular solution!

See solution

Check out sample textbook solution

Students have asked these similar questions

sketch the nature of the metal-alkylidene bonding interactions.

Part C The perspective formula of isoleucine, an amino acid, is provided below. HOOC H₂NIC H 川 CH3 CH,CH3 Draw the Newman projection in staggered conformation for isoleucine by viewing the molecule along the C-2-C-3 bond. 1. Edit the Newman projection on the canvas. 2. Replace the appropriate hydrogens with the appropriate -CH3 or other groups. 3. If you need to start over, Undo or choose a Newman projection from the Templates toolbar (bottom). Important: Never delete the hydrogen atoms or bonds directly attached to the template, and do not move them by dragging or dropping them. That will break the projections structures. Only replace them! ▸ View Available Hint(s) 0 2 H± 3D EXP. L ד י CONT. 2 H 0 N о

Can someone explain this?