The transition states of exo and endo Diels Ander reactions of maleic anhydride with cyclopentadiene are to be drawn. Also, the transition state that leads to only one enantiomer need to be shown in each. Concept introduction: A Diels Ander reaction is one between a conjugate diene and a reactant containing a double bond (dienophile) to form a product. The product is called adduct. Diels Ander reactions are highly stereospecific. The configuration of the dienophile is retained in the product and the reaction is a syn addition reaction. The dienes react with dienophiles in cis forms rather than trans forms. Endo and exo refer to the orientation of the dienophile and its electron-withdrawing group when it reacts with a diene in a Diels Ander reaction. Endo is favored in the transition state of a Diels Ander reaction because it has a lower energy.

Question

Want to see the full answer?

Answer 1

Question

Chapter 13, Problem 11PP

Interpretation Introduction

Interpretation:

The transition states of exo and endo Diels Ander reactions of maleic anhydride with cyclopentadiene are to be drawn. Also, the transition state that leads to only one enantiomer need to be shown in each.

Concept introduction:

A Diels Ander reaction is one between a conjugate diene and a reactant containing a double bond (dienophile) to form a product. The product is called adduct.

Diels Ander reactions are highly stereospecific. The configuration of the dienophile is retained in the product and the reaction is a syn addition reaction.

The dienes react with dienophiles in cis forms rather than trans forms.

Endo and exo refer to the orientation of the dienophile and its electron-withdrawing group when it reacts with a diene in a Diels Ander reaction.

Endo is favored in the transition state of a Diels Ander reaction because it has a lower energy.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Students have asked these similar questions

Complete boxes in the flow chart. Draw the structure of the organic compound foundin each layer after adding 3M NaOH and extraction. Make sure to include any charges. Provide explanation on answers.

== Vid4Q2 Unanswered ☑ Provide IUPAC name of product in the reaction below A 3,4-dimethylcyclohexene B 1,2-dimethylcyclohexane C 1,2-dimethylcyclohexene D 3,4-dimethylcyclohexane H₂ Pd

5. Use the MS data to answer the questions on the next page. 14.0 1.4 15.0 8.1 100- MS-IW-5644 26.0 2.8 27.0 6.7 28.0 1.8 29.0 80 4.4 38.0 1.0 39.0 1.5 41.0 1.2 42.0 11.2 43.0 100.0 44.0 4.3 79.0 1.9 80.0 2.6 Relative Intensity 40 81.0 1.9 82.0 2.5 93.0 8.7 20- 95.0 8.2 121.0 2.0 123.0 2.0 136.0 11.8 0 138.0 11.5 20 40 8. 60 a. Br - 0 80 100 120 140 160 180 200 220 m/z Identify the m/z of the base peak and molecular ion. 2 b. Draw structures for each of the following fragments (include electrons and charges): 43.0, 93.0, 95.0, 136.0, and 138.0 m/z. C. Draw a reasonable a-fragmentation mechanism for the fragmentation of the molecular ion to fragment 43.0 m/z. Be sure to include all electrons and formal charges. 6. Using the values provided in Appendix E of your lab manual, calculate the monoisotopic mass for the pyridinium ion (CsH6N) and show your work.