Unformatted text preview: Chemistry 262
Iha Problem Set 5 CHAPTER 19
QUESTION 1: Reactions
Draw the products of the following reactions:
Iha Problem Set 5 QUESTION 1: Mechanisms
Using curved arrow notation, draw mechanisms for the following reactions:
A) The Curtius Rearrangement is shown below in two steps. Draw the mechanism for each step.
B) The Hoffman Rearrangement is shown below. Using curved arrows show how the amine is generated from the amide under the
Problem Set 5
C) The Hoffman and Cope Eliminations (not to be confused with the rearrangements above) are shown below. Using curved arrows,
provide the mechanism for each elimination, and be sure to keep track of stereochemistry when drawing your mechanisms.
Iha Problem Set 5 CHAPTER 20: CARBOXYLIC ACIDS and CHAPTER 21 CARBOXYLIC ACID DERIVATIVES
QUESTION 3: Transformations
Provide the reagents necessary for the following transformations. While most of them may be able to be completed in a single step
along with an aqueous work
up, some of the transformations may require multiple steps. So be prepared to put your synthesis hat on.
Iha Problem Set 5 QUESTION 4: Synthesis/Transformations/Mechanisms
A) Provide reagents that would allow for the transformations shown below:
B) Using curved arrow notation, draw mechanisms for the reactions shown below:
QUESTION 5: Reactions
Draw all of the possible major products for the following reactions:
Problem Set 5 QUESTION 6: Mechanism
Draw both the product and, using curved arrows, draw the mechanism for the reaction shown below:
View Full Document