Use R13 ( drug) to answer the following
Questions:
must answer the following 7 questions for your molecule. Which is R13 (drug)
1. Add an image of your molecule to . Add the line diagram and the ball stick model if available.
2. Add a short paragraph about the molecule assigned. (R13) Make sure you include what the molecule is used for. If the molecule is a drug, highlight what the side effects are.
3. What functional groups are present in the molecule? Highlight and name all the functional groups.
4. Do you think this molecule will be water soluble? Explain your answer.
5. How many stereogenic centers does the molecule have? How many chiral centers does the molecule have? How many stereoisomers are possible in this molecule?
6. What are the absolute configurations of the chiral centers in the molecule?
7. How many double bonds and or triple bonds are in the molecule? What is the configuration of the double bonds?
additional questions. Still using R13 to answer any 6 questions from below.
8. Highlight all the proton acceptors in the molecule. If an acid was added to a solution of
this molecule in water, which group would be protonated first and why? Draw the product you would expect from the protonation.
9. Draw a mechanism for the donation of a proton from acid (HCl) to the base you identified.
10. Highlight all the proton donors in the molecule. If a base was added to the solution of this molecule, which group would be deprotonated first and why? Draw the product you would expect from the deprotonation.
11. Draw a mechanism for the donation of a proton from the acid you identified to a base (-OH).
12. Would this molecule undergo electrophilic addition? Why or why not? If so, what is the site of electrophilic addition? (Be sure to highlight/circle the site of electrophilic addition). If this molecule will undergo electrophilic addition, draw the product you would expect from an electrophilic addition with Br2 and H2O.
13. If this molecule will undergo electrophilic addition, draw the mechanism for the product you would predict from the electrophilic addition with Br2 and H2O.
14. Would this molecule undergo halogenation? Why or why not? If so, what is the site of radical halogenation? (Be sure to highlight/circle the site of radical halogenation) Draw the product you would expect from radical halogenation of the molecule with Br2.
15. Draw the mechanism for the formation of the product you would predict from the radical halogenation of this molecule with Br2.
16. Would this molecule undergo nucleophilic substitution? Why or why not? If so, what is the site of nucleophilic substitution? Draw the product you would expect from nucleophilic substitution with sodium cyanide. Be sure to include the expected stereochemistry and etc. at the site of nucleophilic substitution.
17. Draw the mechanism for the formation of the product you would expect from nucleophilic substitution with sodium cyanide. Be sure your mechanism explains the expected stereochemistry and etc. at the site of nucleophilic substitution.
18. Would you expect this molecule to undergo ?-elimination? Why or why not? If so, where is the site of ?-elimination? Draw the product you would expect from beta-elimination using the strong base potassium tert-butoxide.
19. Draw the mechanism explaining the formation of the product you would predict from
beta-elimination on the molecule using the strong base potassium tert-butoxide.
the question mark in the question replaces beta sign by default but it’s actually beta elimination
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