Given that norbornadiene can be prepared by reaction of chloroethylene with 1,3-cyclopentadiene, followed by treatment of the product with sodium ethoxide. The overall scheme is to be written and the two kinds of the reactions involved are to be identified. Concept introduction: In Diels-Alder reaction, a dienophile reacts with a diene to yield a cyclic adduct. The reaction takes place through 1,4 addition of the dienophile into the diene through a cyclic transition state. These reactions occur rapidly with dienophiles having electron withdrawing substituent groups in conjugation with the double bond and if the diene adapts a s-cis conformation during the reaction. The reaction takes place in endo manner. On treatment with bases, organic halides dehydrohalogenate to yield alkenes. To write: The overall scheme for preparing norbornadiene by reacting chloroethylene with 1,3-cyclopentadiene, followed by treating the product with sodium ethoxide and to identify the two kinds of the reactions involved.

Question

Want to see the full answer?

Answer 1

Question

Chapter 14.SE, Problem 56AP

Interpretation Introduction

Interpretation:

Given that norbornadiene can be prepared by reaction of chloroethylene with 1,3-cyclopentadiene, followed by treatment of the product with sodium ethoxide. The overall scheme is to be written and the two kinds of the reactions involved are to be identified.

Concept introduction:

In Diels-Alder reaction, a dienophile reacts with a diene to yield a cyclic adduct. The reaction takes place through 1,4 addition of the dienophile into the diene through a cyclic transition state. These reactions occur rapidly with dienophiles having electron withdrawing substituent groups in conjugation with the double bond and if the diene adapts a s-cis conformation during the reaction. The reaction takes place in endo manner.

On treatment with bases, organic halides dehydrohalogenate to yield alkenes.

To write:

The overall scheme for preparing norbornadiene by reacting chloroethylene with 1,3-cyclopentadiene, followed by treating the product with sodium ethoxide and to identify the two kinds of the reactions involved.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Students have asked these similar questions

Please correct answer and don't used hand raiting

Consider the following Figure 2 and two atoms that are initially an infinite distance apart, x =00, at which point the potential energy of the system is U = 0. If they are brought together to x = x, the potential energy is related to the total force P by dU dx = P Given this, qualitatively sketch the variation of U with x. What happens at x=x? What is the significance of x = x, in terms of the potential energy? 0 P, Force 19 Attraction Total Repulsion x, Distance Figure 2. Variation with distance of the attractive, repulsive, and total forces between atoms. The slope dP/dx at the equilibrium spacing xe is proportional to the elastic modulus E; the stress σb, corresponding to the peak in total force, is the theoretical cohesive strength.

Denote the dipole for the indicated bonds in the following molecules. H3C ✓ CH3 B F-CCl 3 Br-Cl H3C Si(CH3)3 wwwwwww OH НО. HO HO OH vitamin C CH3