In the Diels-Alder reaction, which interaction out of A and B leads to form the major product is to be explained. Concept introduction: Diels-Alder reactions are concerted and stereospecific. When the diene and the dienophile of a Diels–Alder reaction are both unsymmetric, the major isomeric product is the one produced by the approach that exhibits the more favorable electrostatic attraction among atoms undergoing bond formation. The oppositely charged species are attracted by each other, while there is a repulsive interaction between the same charged species. Therefore, the regiochemistry in Diels-Alder reaction depends on the nature of substituents on diene as well as that on dienophile. An electron-donating substituent on the diene and an electron-withdrawing substituent on the dienophile not only enhance the rate of given Diels-Alder reaction but also decide which isomer will form predominantly and the stereochemistry as well.

Question

Want to see the full answer?

Answer 1

Question

Chapter 24, Problem 24.8YT

Interpretation Introduction

Interpretation:

In the Diels-Alder reaction, which interaction out of A and B leads to form the major product is to be explained.

Concept introduction:

Diels-Alder reactions are concerted and stereospecific. When the diene and the dienophile of a Diels–Alder reaction are both unsymmetric, the major isomeric product is the one produced by the approach that exhibits the more favorable electrostatic attraction among atoms undergoing bond formation. The oppositely charged species are attracted by each other, while there is a repulsive interaction between the same charged species. Therefore, the regiochemistry in Diels-Alder reaction depends on the nature of substituents on diene as well as that on dienophile. An electron-donating substituent on the diene and an electron-withdrawing substituent on the dienophile not only enhance the rate of given Diels-Alder reaction but also decide which isomer will form predominantly and the stereochemistry as well.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Students have asked these similar questions

יווי 10 20 30 40 50 60 70 3.5 3 2.5 2 1.5 1 [ppm] 3.5 3 2.5 2 1.5 1 6 [ppm] 1 1.5 -2.5 3.5

2H2S(g)+3O2(g)→2SO2(g)+2H2O(g) A 1.2mol sample of H2S(g) is combined with excess O2(g), and the reaction goes to completion. Question Which of the following predicts the theoretical yield of SO2(g) from the reaction? Responses 1.2 g Answer A: 1.2 grams A 41 g Answer B: 41 grams B 77 g Answer C: 77 grams C 154 g Answer D: 154 grams D

Part VII. Below are the 'HNMR, 13 C-NMR, COSY 2D- NMR, and HSQC 2D-NMR (similar with HETCOR but axes are reversed) spectra of an organic compound with molecular formula C6H1003 - Assign chemical shift values to the H and c atoms of the compound. Find the structure. Show complete solutions. Predicted 1H NMR Spectrum 4.7 4.6 4.5 4.4 4.3 4.2 4.1 4.0 3.9 3.8 3.7 3.6 3.5 3.4 3.3 3.2 3.1 3.0 2.9 2.8 2.7 2.6 2.5 2.4 2.3 2.2 2.1 2.0 1.9 1.8 1.7 1.6 1.5 1.4 1.3 1.2 1.1 f1 (ppm) Predicted 13C NMR Spectrum 100 f1 (ppm) 30 220 210 200 190 180 170 160 150 140 130 120 110 90 80 70 -26 60 50 40 46 30 20 115 10 1.0 0.9 0.8 0 -10