Organic Chemistry

Lecture 17: Ionic Substitution (SN1/SN2) I

Objectives and Skills

KEY INFORMATION SUMMARY

PROBLEMS


Problem 17.1: Mechanisms
  1. Add the curved arrows to complete each transformation below (extra intermediates may need to be drawn). SOLUTION
  1. List the following carbocations in decreasing order of their stability. SOLUTION

If you made some mistakes or want to practice more, review the concepts that gave you trouble and work on this extra problem. If you are good, move to the problem below ;)

Problem 17.2: Reaction Coordiate Diagrams
  1. Draw a mechanism and reaction coordinate diagram to describe the reaction below. SOLUTION
  2. Explain why the major product is favoured. SOLUTION
If you made some mistakes or want to practice more, review the concepts that gave you trouble and work on this extra problem. If you are good, move to the problem below ;)

Problem 17.3: Reactivity
  1. Fill in the missing pieces to complete the transformations below. SOLUTION
  1. Convert 1-phenylpropane to each of the structures below. SOLUTION
  1. Rationalize the following: methyl bromide reacts 105 times faster via SN2 reaction than neopentylbromide. SOLUTION
If you made some mistakes or want to practice more, review the concepts that gave you trouble and work on this extra problem. If you are good, move to the next lecture ;)

    This page references: