H3O+ heat I Q1

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1 Give the major organic product(s) of the following reaction. Give your answer as a text answer, with the correct answers being listed in alphabetical order. (Example: xxxx a b) H3O + heat A B C D E F G H I - None of these products are a major product of the reaction that is shown Q1

2 Give the major organic product(s) of the following reaction. Give your answer as a text answer, with the correct answers being listed in alphabetical order. (Example: xxxx a b) H3O + heat A B C D E F G H I - None of these products are a major product of the reaction that is shown Q1

3 Exam 2 Time: Tuesday, October 18: 7:00 9:00PM OR Wednesday, October 19: 7:00 9:00PM OR Thursday, October 20: 7:00 10:00PM Location Soc/Anthro Testing Center Chapters will be covered in this order: Chapter 19, 12 Practice Exams are Posted Ex Practice Exam 2A Ex Practice Exam 2B Deadline for alternate arrangements is Monday, 10/17/2016 at 4:30 PM (i.e., close of business) An oral make-up exam will be required for making up the exam for all students not taking the exam on the above dates or having already made prior arrangements

4 Order of Coverage (Exam 2) Homework Assignment Due Date 13 Ex2-07-B A Carbox Acid Rxns Thursday, October 6, Ex2-07-B B Carbox Acid Rxns Friday, October 7, Ex2-08-B A Naming Carbox Acid Derivatives 16 Ex2-08-B B Naming Carbox Acid Derivatives Saturday, October 8, 2016 Sunday, October 9, Ex2-09-B A Rxns Acid Chlorides Monday, October 10, Ex2-09-B B Rxns Acid Chlorides Tuesday, October 11, Ex2-10-B A Rxns Esters Wednesday, October 12, Ex2-10-B B Rxns Esters Thursday, October 13, Ex2-11-B A Rxns Amides Friday, October 14, Ex2-11-B B Rxns Amides Saturday, October 15, Ex2-12-B A Step Growth Polymers Sunday, October 16, 2016 Exam 2 October 18, 19, 20

5 Mistake #1 in the Last Lecture Lecture H2O HO - No Reaction WE_LEARN H2O HO - Esters to Carboxylic Acids Either answer will be counted as corrected on the exam (although you may have to appeal to get the credit.

6 Mistake #2 in the Last Lecture Lecture CH3OH CH3O - CH3OH CH3O -, heat WE_LEARN CH3OH CH3O - CH3OH CH3O -, heat Trans-Esterification Either answer will be counted as corrected on the exam (although you may have to appeal to get the credit.

7 Carboxylic Acid Derivatives Acid Halide Anhydride Carboxylic Acid Ester Amide Most Reactive Least Reactive Most Stable Least Stable

8 Amides to Acid Chlorides No direct route! Must convert to a carboxylic acid, then to the acid chloride H3O + heat 1) HO -, heat 2) H +

9 H2O H +, heat H2O H + H2O No Reaction No Reaction Amides to Carboxylic Acids H2O HO - No Reaction H2O HO -, heat

10 CH3OH H +, heat Amides to Esters CH3OH H + No Reaction CH3OH No Reaction CH3OH CH3O - No Reaction CH3OH CH3O -, heat

11 Amide Reduction by LiAlH 4 Acidic Work-up 1) LiAlH 4 2) H 3 O + H + Basic Work-up NaOH

12 Give the major organic product(s) of the following reaction. Give your answer as a text answer, with the correct answers being listed in alphabetical order. (Example: xxxx a b) NaOH heat A B Q2 E - None of these products are a major product of the reaction that is shown. C D

13 Give the major organic product(s) of the following reaction. Give your answer as a text answer, with the correct answers being listed in alphabetical order. (Example: xxxx a b) NaOH heat A B Q2 E - None of these products are a major product of the reaction that is shown. C D

14 Give the major organic product(s) of the following reaction. Give your answer as a text answer, with the correct answers being listed in alphabetical order. (Example: xxxx a b) PCl 3 heat A B C Q3 D E F G - None of these products are a major product of the reaction that is shown.

15 Give the major organic product(s) of the following reaction. Give your answer as a text answer, with the correct answers being listed in alphabetical order. (Example: xxxx a b) PCl 3 heat A B C Q3 D E F G - None of these products are a major product of the reaction that is shown.

16 Towards Step-Growth Polymers 2 ends to react Only 1 end to react Only 1 end to react No ends left to react with

17 Step-Growth Polymers

18 Step-Growth Polymers

19 Step-Growth Polymers All of these are representations of the same polymer!

20 Aliphatic Homopolymer Polyesters PGA Polyglycolide PLA PCL Polylactic acid Polycaprolactone Ester Linkages Lead to Biodegradability PHA Polyhydroxyalkanoate PHB Polyhydroxybutyrate

21 Aliphatic Copolymer Polyesters PEA Polyethylene adipate PBS Polybutylene succinate PHBV Poly(3-hydroxybutyrate-co-3- hydroxyvalerate)

22 PET Semiaromatic Copolymer Polyesters Polyethylene terephthalate PBT Polybutylene terephthalate PTT PEN Polytrimethylene terephthalate Polyethylene naphthalate

23 Polyamides Nylon 6,6 Kevlar

24 Give the major organic product(s) of the following reaction. Give your answer as a text answer, with the correct answers being listed in alphabetical order. (Example: xxxx a b) E - None of these products are a major product of the reaction that is shown. A n B n Q4 C n D

25 Give the major organic product(s) of the following reaction. Give your answer as a text answer, with the correct answers being listed in alphabetical order. (Example: xxxx a b) E - None of these products are a major product of the reaction that is shown. A n B n Q4 C n D

Give the major organic product(s) of the following reaction.

Give the major organic product(s) of the following reaction. 1) CH3CH2MgBr 2) H3O 2016-09-26 Q1 + E. There is no reaction or the correct product A B is not listed here. C D Explanation CH3CH2MgBr 1) CH3CH2MgBr