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Chm 1321 Final

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Chm 1321 Final
1

CHM 1321-C

Final Exam
(prof. S. Gambarotta)

Your Name: ___________________

April 12– 2013

Student #: ______________

1. Solution key will be posted today on the web to day.
2. You must respond correctly to the first 41 exercises (1 mark each) to get the full mark.
3. There are 3 bonus questions at the end (4 mark each). In case of correct answers, each will add 4 marks to whatever you scored from the non-bonus questions.
4. Deliver the entire booklet

2

1) How many π bonds are present in the molecule shown?

A) 0
B) 1
C) 3
D) 4
E) 6
Answer: C

2) Choose the correct hybridization for the atom indicated in the molecule below.

A) sp
B) sp2
C) sp3
D) none of the above
Answer: A
3) Provide the skeletal structures of the five constitutional
…show more content…
Answer:

13) Can the molecule shown below be properly described as a meso compound?
(CH3)2CHCH2CH3
Answer: No

14) Draw the major organic product generated in the reaction below. Pay particular attention to regio- and stereochemical detail.

6

Answer:

15) Provide the structure of the major organic product of the reaction below.

Answer:

16) Complete the following reaction and provide a detailed, step-by-step mechanism for the process. Answer:

17) Provide the reagents necessary to complete the following transformation.

7

A) 1. BH3·THF 2. H2O2, HOB) H2O, H2SO4
C) OsO4, H2O2
D) CH3CO3H
E) 1. CH3CO3H 2. H+, H2O
Answer: B

18) Draw the major organic product generated in the reaction below. Pay particular attention to regio- and stereochemical detail.

Answer:

19) Provide the reagents necessary to complete the following transformation.

A) 1. BH3·THF 2. H2O2, HOB) H2O, H2SO4
C) OsO4, H2O2
D) CH3CO3H

8
E) 1. CH3CO3H

2. H+, H2O

Answer: A

20) Complete the following reaction and provide a detailed, step-by-step mechanism for the process. Answer:

21) Draw the major organic product(s) generated in the reaction below. Pay particular attention to regio- and stereochemical
…show more content…
B) is a deactivator and an o,p-director.
C) is an activator and a m-director.
D) is an activator and an o,p-director.
E) none of the above
Answer: B

32) Which of the following is an intermediate in the bromination of toluene?
A)

13

B)

C)

D)

Answer: B
33) Provide the major organic product of the following reaction.

Answer:

14

34) Provide the major organic product which results when PhCHOHCH3 is treated with a chromate (PCC- strong oxidant).
Answer: PhCOCH3

35) Provide the major organic product of the reaction shown below.

Answer:

36) What would be the product of the following reaction?

15

A)

B)

C)

D)

E)

Answer: A

37) Which of the following is the strongest acid?
A) acetic acid
B) chloroacetic acid
C) bromoacetic acid
D) fluoroacetic acid
Answer: D

38) Provide the major organic product of the following reaction sequence.

16

Answer:

39) What reagent is needed to complete the following transformation?

Answer:

40) Provide a detailed, stepwise mechanism for the reaction of acetyl chloride with methanol to produce methyl acetate and HCl.
Answer:

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