CEM 143 2nd Exam - Dr. Azadnia - Summer 2004... 1 PICK TE MST ACCURATE ANSWER FR EAC QUESTIN. 1. Which of the following names is the correct one for Molecule A Molecule A A) diethyl ether B) diisopropyl ether C) di-tert-butyl ether D) diisobutyl ether E) di-sec-butyl ether F) dibutyl ether 2. Which of the following is the correct IUPAC name for Molecule B Molecule B A) 1-xo-2,2-dimethyl-3-hexanone B) 3-xo-2,2-dimethylhexanol C) 3-xo-2,2-dimethylpentanal D) 3-xo-2,2-dimethylhexanal E) 1-xo-2,2-dimethyl-3-hexanal 3. Which of the following is the correct structure for 2-methyl-2-hexene oxide A B C D E F
CEM 143 2nd Exam - Dr. Azadnia - Summer 2004... 2 4. Which of the following is the correct structure for formic acid A) C 2 B) C 2 C) F 3 CC 2 D) F E) FC 2 5. Which of the following is the correct name for Molecule C A) 3 methoypentanol B) 3 ethoxypentanol C) 3 methylpentanol D) 3 methoy 1 pentanol E) 3 methyl 1 pentanol F) 3 3 ethoxy 1 pentanol Molecule C 6. Which of the following compounds would give a positive test with Tollens reagent A B C D E 7. Which of the following structures represents 4-Methylpentanoic acid a) CC 2 C 2 C 2 b) C 2 CC 2 C 2 c) CC 2 C 2 C CC 2 C 2 C d) C 2 CC 2 C C C 2 CC 2
CEM 143 2nd Exam - Dr. Azadnia - Summer 2004... 3 Use Figure 1 to answer questions 8-12. 3 C A B C D E 3 C F G I J Figure 1 8. Which of the structures in Figure 1 represents the major product for the following reaction PCC 9. Which of the structures in Figure 1 represents the major product for the following reaction Cr 3, +, 2 Jones' reagent 10. Which of the structures in Figure 1 represents the major product for the following reaction 2, + 11. Which of the structures in Figure 1 represents a hemiacetal
CEM 143 2nd Exam - Dr. Azadnia - Summer 2004... 4 12. Which of the structures in Figure 1 represents the major product for the following reaction 1) MgBr 2) 3 + Use Figure 2 to answer questions 13-17 C 2 C 2 A B C D C 2 C 2 C 2 C 2 S E F G I C 2 I J Figure 2 13. Which of the structures in Figure 2 represents the major product for the following S N 2 reaction Br C 2 Na S N 2
CEM 143 2nd Exam - Dr. Azadnia - Summer 2004... 5 14. Which of the structures in Figure 2 represents the retention product for the following S N 1 reaction Br C 2 Na Retention Product + Inversion Product 15. Which of the structures in Figure 2 represents the inversion product for the S N 1 reaction in question 16. Which of the structures in Figure 2 represents the major product for the following reaction 1) Na 2) I 17. Which of the structures in Figure 2 represents the structure of an enolate 18. Which of the following compounds is the strongest acid N 2 N 3 N 3 N 3 N 3 A B C D 19. ow many elimination products are possible for the following E2 reaction Cl Na A) 1 B) 2 C) 3 D) 4 E) 5 F) 6 G) 7
CEM 143 2nd Exam - Dr. Azadnia - Summer 2004... 6 20. Which of the following structure is the major products for the above question (Q19) C 2 A B C D E Use Figure 3 to answer questions 21-26 C 2 A B C D Br N 2 E F G CN CN I J Figure 3 21. Which of the structures in Figure 3 represents the major product for the following reaction
Na CEM 143 2nd Exam - Dr. Azadnia - Summer 2004... 7 22. Which of the structures in Figure 3 represents the missing reactant for the following reaction C 3 23. Which of the structures in Figure 3 represents the missing reactant for the following reaction NN NN 2 + 24. Which of the structures in Figure 3 represents the major product for the following dehydration reaction 2 S 4 eat 25. Which of the structures in Figure 3 represents the major product for the following reaction 1) NaB4 2) 3 + 26. Which of the structures in Figure 4 represents the major product for the following Aldol reaction
CEM 143 2nd Exam - Dr. Azadnia - Summer 2004... 8 3 C Na, 2 A B C D Figure 4 Use Figure 5 to answer questions 27-31
CEM 143 2nd Exam - Dr. Azadnia - Summer 2004... 9 3 C A B C D C 2 C 2 C 2 C 2 C 2 C 2 C 2 C C 2 C 2 C 2 CN 2 E F G N C 2 C 2 C 2 C 2 C MgBr I C 2 C 2 C 2 C J Figure 5 27. Which of the structures in Figure 5 represents the major product for the following reaction 3 +, heat C 2 C 2 C 2 CN 28. Which of the structures in Figure 5 represents the major product for the following reaction C 2 C 2 C 2 C 2 C 2 N 29. Which of the structures in Figure 5 represents hydrate of cyclohexanone 30. Which of the structures in Figure 5 is considered a Grignard reagent 31. Which of the structures in Figure 5 represents the major product for the following reaction C 2 C 2 C 2 Br 1) Mg, ether 2) formaldehyde 3) 3