ACS Organic Chemistry - EXAM PREPARATIONs COMPILATION BUNDLE

Organic Chemistry 1 ACS Questions
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1. (1,1-dimethylethyl) AAA

- ANSWER-Which of the following is the correct IUPAC name for the tertbutyl
substituent?
2. (1,1-dimethylethyl)
3. (1,1,1-trimethyl)
4. (1-methyl-2-propyl)
5. 2-methyl-2-propyl)

6. (E)-3-(1-methylethyl)-2-heptene

- ANSWER-What is the IUPAC name of the given compound?
7. (E)-3-butyl-4-methyl-2-pentene
8. (Z)-3-butyl-4-methyl-2-pentene
9. (E)-3-(1-methylethyl)-2-heptene
10. (Z)-3-(2-propyl)-2-heptene

11. 13

- ANSWER-How many σ bonds are in the following compound?
12. 8
13. 9
14. 13
15. 14

16. 2,3-dimethylhexane

- ANSWER-Provide a systematic name for the following compound.
17. 4-isopropylpentane
18. 2-isopropylpentane
19. 5,6-dimethylhexane
20. 2,3-dimethylhexane

,21. 6

- ANSWER-How many hydrogen atoms are in the compound represented by the
following bond-line drawing?
22. 5
23. 6
24. 7
25. 8

26. A

- ANSWER-In the retrosynthetic analysis of the given target molecule, which
disconnection leads to an epoxide starting material?

27. A

- ANSWER-Of the following, which is the strongest base?

28. A

- ANSWER-Predict the major product of the following sequence of reactions.

29. A

- ANSWER-The following cation has a total of how many resonance structures?

30. A

- ANSWER-Which best represents the transition state of the following reaction?

31. A

- ANSWER-Which of the following anions is resonance delocalized?

32. A

- ANSWER-Which of the following compounds is converted into carbon dioxide
and acetic acid (CH3CO2H) upon ozonolysis?

33. A

- ANSWER-Which of the following is a likely intermediate when 1-pentene
undergoes addition of HBr, in the presence of peroxides?

, 34. A

- ANSWER-Which of the following is not a reasonable retrosynthesis?

35. A

- ANSWER-Which of the following is one of the products formed in the given
reaction?

36. A

- ANSWER-Which of the following represents a logical retrosynthesis of the given
diol target molecule?

37. A

- ANSWER-Which of the following resonance structures is the most significant
contributor to the resonance hybrid?

38. A

- ANSWER-Which reagent (or reagents) will efficiently achieve the following
transformation?

39. Addition, followed by elimination

- ANSWER-Which of the following describes an efficient strategy for moving the
location of a π bond?
40. Substitution, followed by addition
41. Addition, followed by substitution
42. Elimination, followed by addition
43. Addition, followed by elimination

44. B

- ANSWER-All of the following are representations of 2-methylpentane, EXCEPT:

45. B

- ANSWER-Predict the major product of the following reaction.

46. B

- ANSWER-What is the major product of the given reaction?