By drawing the resonance structures of the carbocation intermediates, among the two alkenes shown, which will react faster with HBr is to be predicted and explained. Concept introduction: The mechanism of addition of HBr to alkenes involves the formation of a more stable carbocation which is attacked by the Br- ion in the second step. Electron releasing groups in the aromatic ring can stabilize the carbocation through resonance while the electron withdrawing substituents will destabilize it. Hence those compounds with an electron releasing substituent on them will react faster than those with electro withdrawing substituent. To predict: Knowing the mechanism of HBr addition to alkenes and having an idea about the effects of various substituent groups on aromatic substitution, which of the two alkenes shown will react faster with HBr. To explain: The answer given by drawing the resonance structures of the carbocation intermediates.

Question

Want to see the full answer?

Answer 1

Question

Chapter 16.SE, Problem 72AP

Interpretation Introduction

Interpretation:

By drawing the resonance structures of the carbocation intermediates, among the two alkenes shown, which will react faster with HBr is to be predicted and explained.

Concept introduction:

The mechanism of addition of HBr to alkenes involves the formation of a more stable carbocation which is attacked by the Br- ion in the second step. Electron releasing groups in the aromatic ring can stabilize the carbocation through resonance while the electron withdrawing substituents will destabilize it. Hence those compounds with an electron releasing substituent on them will react faster than those with electro withdrawing substituent.

To predict:

Knowing the mechanism of HBr addition to alkenes and having an idea about the effects of various substituent groups on aromatic substitution, which of the two alkenes shown will react faster with HBr.

To explain:

The answer given by drawing the resonance structures of the carbocation intermediates.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Students have asked these similar questions

Please answer the questions and provide detailed explanations as well as a drawing to show the signals in the molecule.

Propose an efficient synthesis for the following transformation: EN The transformation above can be performed with some reagent or combination of the reagents listed below. Give the necessary reagents in the correct order, as a string of letters (without spaces or punctuation, such as "EBF"). If there is more than one correct solution, provide just one answer. A. t-BuOK B. Na2Cr2O7, H2SO4, H2O C. NBS, heat F. NaCN D. MeOH E. NaOH G. MeONa H. H2O I. 1) O3; 2) DMS

Stereochemistry Identifying the enantiomer of a simple organic molecule 1/5 Check the box under each structure in the table that is an enantiomer of the molecule shown below. If none of them are, check the none of t above box under the table. Br ま HO H 0 Molecule 1 Molecule 2 Molecule 3 OH H Br H H" Br OH Br Molecule 4 Br H OH + + OH Molecule 5 Br H OH none of the above Molecule 6 Br H... OH