Chemistry 2210 Final Exam Version 3 Spring 2023 1. What conditions should be used for this synthesis? ??? A. 1. HBr; 2. NaOCH³, heat C. 1. HBr, ROOR; 2. KOtBu, heat B. 1. HBr; 2. KOtBu, heat D. 1. HBr, ROOR; 2. NaOCH3, heat 2. Which of these mechanistic steps is correct for this reaction? H₂O*/H₂O 4. Which of these compounds C OH B. HO C. B B: H D. H 3. Use these approximated bond dissociation energies to calculate an estimated AH for this reaction. You may not use a calculator. C=C pi bond: 250 kJ/mol C-C sigma bond: 350 kJ/mol C-H: 400 kJ/mol C-Br: 300 kJ/mol H-Br: 350 kJ/mol Br-Br: 200 kJ/mol 250 A. 5. Which IR frequ cyclohexene? A. 2800-3000 cm IR Chart for 22 Wa 320 25" 32 3 200 heat + Br Br Br 350 + H-Br A. -450 kJ/mol B. -50 kJ/mol C. 50 kJ/mol D. 0 kJ/mol 28 CA- 29 CA C 30 CA³ 31 32 A: 33 A 34 35 36 6. Arrange these conformations of 2-methylbutane by stability, most stable first g www.H III H H A. I > III > IV > II B. IV>>> C. I>IV>> D. >>>IV 7. What is the product of this reaction? CN OTS NaBr CH3CN ??? A. B. 8. What is the product of this reaction? H₂, Lindlar B. X D. 9. What conditions are used for this reaction? ??? ??? IV mo 0008-0089 3300 10. Which of these is the most H- A 11. Arrange these radi I A. III >I>IV>|| 12. What is the A. 3-isobut C. isobuty 13. Wh A. A ch B. The C. A D. A Br 14 Br + enantiomer Wi A. Br2, heat B. Br2, CCl4 C. NBS, ROOR D. HBr 28 29

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Chemistry 2210 Final Exam
Version 3
Spring 2023
1. What conditions should be used for this synthesis?
???
A. 1. HBr; 2. NaOCH³, heat
C. 1. HBr, ROOR; 2. KOtBu, heat
B. 1. HBr; 2. KOtBu, heat
D. 1. HBr, ROOR; 2. NaOCH3, heat
2. Which of these mechanistic steps is correct for this reaction?
H₂O*/H₂O
4. Which of these compounds C
OH
B. HO
C. B
B:
H D.
H
3. Use these approximated bond dissociation energies to calculate an estimated AH for
this reaction. You may not use a calculator.
C=C pi bond: 250 kJ/mol
C-C sigma bond: 350 kJ/mol
C-H: 400 kJ/mol
C-Br: 300 kJ/mol
H-Br: 350 kJ/mol
Br-Br: 200 kJ/mol
250
A.
5. Which IR frequ
cyclohexene?
A. 2800-3000 cm
IR Chart for 22
Wa
320
25"
32
3
200
heat
+ Br Br
Br
350
+
H-Br
A. -450 kJ/mol
B. -50 kJ/mol
C. 50 kJ/mol
D. 0 kJ/mol
28 CA-
29 CA C
30 CA³
31 <A>
32 A:
33
A
34
35
36
Transcribed Image Text:Chemistry 2210 Final Exam Version 3 Spring 2023 1. What conditions should be used for this synthesis? ??? A. 1. HBr; 2. NaOCH³, heat C. 1. HBr, ROOR; 2. KOtBu, heat B. 1. HBr; 2. KOtBu, heat D. 1. HBr, ROOR; 2. NaOCH3, heat 2. Which of these mechanistic steps is correct for this reaction? H₂O*/H₂O 4. Which of these compounds C OH B. HO C. B B: H D. H 3. Use these approximated bond dissociation energies to calculate an estimated AH for this reaction. You may not use a calculator. C=C pi bond: 250 kJ/mol C-C sigma bond: 350 kJ/mol C-H: 400 kJ/mol C-Br: 300 kJ/mol H-Br: 350 kJ/mol Br-Br: 200 kJ/mol 250 A. 5. Which IR frequ cyclohexene? A. 2800-3000 cm IR Chart for 22 Wa 320 25" 32 3 200 heat + Br Br Br 350 + H-Br A. -450 kJ/mol B. -50 kJ/mol C. 50 kJ/mol D. 0 kJ/mol 28 CA- 29 CA C 30 CA³ 31 <A> 32 A: 33 A 34 35 36
6. Arrange these conformations of 2-methylbutane by stability, most stable first g
www.H
III
H
H
A. I > III > IV > II
B. IV>>> C. I>IV>> D. >>>IV
7. What is the product of this reaction?
CN
OTS
NaBr
CH3CN
???
A.
B.
8. What is the product of this reaction?
H₂, Lindlar
B.
X
D.
9. What conditions are used for this reaction?
???
???
IV
mo 0008-0089
3300
10. Which of these is the most
H-
A
11. Arrange these radi
I
A. III >I>IV>||
12. What is the
A. 3-isobut
C. isobuty
13. Wh
A. A ch
B. The
C. A
D. A
Br
14
Br + enantiomer
Wi
A. Br2, heat
B. Br2, CCl4
C. NBS, ROOR
D. HBr
28
29
Transcribed Image Text:6. Arrange these conformations of 2-methylbutane by stability, most stable first g www.H III H H A. I > III > IV > II B. IV>>> C. I>IV>> D. >>>IV 7. What is the product of this reaction? CN OTS NaBr CH3CN ??? A. B. 8. What is the product of this reaction? H₂, Lindlar B. X D. 9. What conditions are used for this reaction? ??? ??? IV mo 0008-0089 3300 10. Which of these is the most H- A 11. Arrange these radi I A. III >I>IV>|| 12. What is the A. 3-isobut C. isobuty 13. Wh A. A ch B. The C. A D. A Br 14 Br + enantiomer Wi A. Br2, heat B. Br2, CCl4 C. NBS, ROOR D. HBr 28 29
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