CHEM 624 Fall 2012 Exam #1A (Blue)

September 13, 2012, 6:00 PM

Print Name____ __________ __________________
Last
First
MI

Page 6 (20 pts)

__________

Page 7 (21 pts)

__________

Page 8 (11 pts)

__________

Signature____________________________________
(I will follow the honor code)

KUID_______________________________________

Total pages 6-8

(52 possible)

**Note: the last page of the exam is meant to be torn off and used as scratch paper
Enter your answers to Problems 1-24 on the SCANTRON SHEET

Multiple Choice (48 points total; 2 points each)

1. Which of the following indicates the actual charges of subatomic particles?
A.
B.
C.
D.

protons (+); neutrons (-); electrons (0)

protons (+); neutrons (0); electrons (-)
protons (-); neutrons (+); electrons (0)
protons (-); neutrons (0); electrons (+)

2. In the element with electron configuration 1s22s22p63s23p2, the two 3p electrons are:

A.
B.
C.
D.

in a single 3p orbital with opposite spins

in a single 3p orbital with identical spins
in different 3p orbitals with opposite spins
in different 3p orbitals with identical spins

3. For the atom in Question 2, the core electron configuration is:

A. 1s2

B. 1s22s2

C. 1s22s22p6

D. 1s22s22p63s2

4. Bonds that involve sharing of electrons between atoms are called:

A. Covalent

B. Ionic

C. Molecular

D. Hybrid

25. The total number of valence (i.e. bonding and lone pair) electrons in the sulfate ion, SO4

A. 30

B. 31

C. 32

D. 34

6. An element that can accommodate more than 8 electrons in its valence shell
A. Be

B. O

C. F

D. P

7. The bond angle predicted by the VSEPR theory for H2S

A. 90

B. 109.5

C. 120

D. 180

8. The hybridization predicted for sulfur in H2S

A. sp

B. sp2

C. sp3

D. s2p

9. The bond angles predicted by the VSEPR theory for CH3+

A. 90

B. 109.5

C. 120

D. 180

10. The hybridization predicted for carbon in CH3+

A. sp

B. sp2

C. sp3

D. p

11. Which skeletal formula matches the following condensed formula?

(CH3)2CHCH2CH(CH3)CH2CHO

12. Indicate the hybridization of all of the second-row elements in the following compound.

A.
C.

a - sp2; b - sp2; c - sp2

a - sp2; b - sp; c - sp3

B.
D.

13. The polar molecule.

a - sp; b - sp2; c - sp2

a - sp2; b - sp; c- sp2

Identify the stronger acid in each of the following pairs:

14.

15.

16.
Identify the stronger base in each of the pairs below:
17.

18.

19.

The following two questions relate to the compound below, Oseltamivir, which is sold as
Tamiflu.
(a)

(b)

20. Identify functional group labeled (a)

A. Ketone

B. Carboxylic Acid C. Ether

D. Ester

21. Identify functional group labeled (b)

A. Amide

B. Alcohol

C. Amine

D. Ether

22. Arrange the compounds below in order of decreasing boiling point (highest to lowest)

A. (a) > (c) > (b)

B. (b) > (a) > (c)

C. (c) > (b) > (a)

D. (b) > (c) > (a)

23. Arrange the compounds below in order of decreasing melting point (highest to lowest)

A. (a) > (c) > (b)

B. (b) > (a) > (c)

C. (c) > (b) > (a)

D. (b) > (c) > (a)

24. Compound that is most likely to form micelles when placed in water.

Additional Questions (52 points).

Answer Problems 25-32 ON THE EXAM.
25. (4 pts.) Draw in all missing hydrogen atoms and lone pairs in the compound below.

26. (12 pts.) Draw a valid Lewis Structure for each of the compounds below.

a) NO2+

b) N2H2

c) CH3N3

27. (4 pts.) Draw a resonance hybrid of the carbonate anion (Hint: draw all reasonable
resonance structures first).

28. (6 pts.) Draw two constitutional isomers of the compound below, one with the same
functional group, the other with a different functional group.

29. (8 pts.) Draw a second resonance structure for each of the following compounds. Use
curved arrows to indicate electron movement.

30. (7 pts.) (a) Using curved arrows, show how electron movement will occur in the following
proton transfer reaction. (b) Draw the products of the reaction in the appropriate boxes.

(c) Using your knowledge of pKas, predict the direction in which the equilibrium will lie.

Left

Right

(circle the correct answer)

31. (6 pts.) (a) Draw the product of the Lewis Acid/Lewis Base reaction below. Use curved
arrows to indicate electron movement. Include all lone pairs in the product.

(b) Cl- is acting as a/n:

Electrophile Nucleophile (circle the correct answer)

32. (5 pts.) Predict which of the compounds below is the stronger acid. You must draw structures
that clearly demonstrate the concept involved, and use less than 20 words. Essay type
answers will not be graded.