Day 24 skills review
- Due No Due Date
- Points None
DAY 24, Terms to know:
Sections 16.12-16.13, 9.1-9.4 Distortionless Enhancement by Polarization Transfer (DEPT), Addition reaction, hydrohalogenation, Markovnikov addition, anti-Markovnikov addition, hydration
DAY 24, Specific outcomes and skills that may be tested on exam 4:
Sections 16.12-16.13, 9.1-9.4
- Given a molecular structure, be able to predict how many 13C NMR peaks will be observed and their shifts.
- Given any or all of the data: IR, MS, proton NMR 13C NMR, DEPT, formula, be able to propose a reasonable molecular structure.
- Be able to explain how the number of pi and sigma bonds changes during an elimination reaction and identify where in an example reaction the bonds are that are breaking and forming.
- Be able to describe the relative reactivity as a base or a nucleophile of pi bonds versus sigma bonds and explain why.
- Be able to explain how addition reactions are at equilibrium with the reverse elimination reactions and what factors affect which side of the equilibrium is favored.
- Given a reaction and reaction conditions, be able to predict which side of an elim/addn equilibrium reaction is favored.
- Be able to predict whether the change in enthalpy for an addition reaction is positive or negative and WHY.
- Be able to predict whether the change in entropy for an addition reaction is positive or negative and WHY.
- Be able to explain how temperature can be increased or decreased to shift an addition equilibrium toward one side or another.
- Be able to predict the regioselectivity of addition reactions to asymmetrical alkenes.
- Be able to use the mechanism to explain WHY Markovnikov additions give the observed regioselectivity.
- Given addition products, be able to give a set of reactants, reagents, and conditions that will produce the desired product whether it be Markovnikov or anti-Markovnikov.
- Be able to predict a reasonable mechanism for Markovnikov addition reactions and explain how the mechanism gives the observed rate law.
- Be able to predict a reasonable reaction coordinate diagram for Markovnikov addition reactions and explain the energy changes during each step.
- Be able to explain how the stability of the intermediate and transition states during an addition reaction favor Markovnikov rather than anti-Markovnikov.
- Be able to predict the stereochemistry of Markovnikov addition products and use the mechanism to explain why products form with the predicted stereochemistry.
- Be able to predict when an addition reaction will involve a carbocation rearrangement step in the mechanism.
- Be able to give conditions that might favor non-rearrangement products over carbocation rearrangement products in Markovnikov addition reactions.
Complete these problems outside of class until you are confident you have learned the SKILLS in this section outlined on the study guide and we will review some of them next class period. 16.25 16.26 16.27 16.28 16.35 16.38 16.46 16.62 16.64 9.1 9.2 9.3 9.4 9.6 9.7 9.9 9.10 9.11 9.12 9.48 9.51