CHEM 3324Exam IIVersion AName:

March 11, 2008UTEP ID #:

You may use a scientific calculator for this exam but no other electronic device.

1.-4. Match each pair of compounds on the left and their corresponding melting points (m.p.) or boiling points (b.p.) in ºC to a major reason why the physical property increases given on the right. Answers may be repeated.

m.p. or b.p. PairsAnswerChoices

  1. hexane(m.p. -95), cyclohexane(m.p. 6)a. more van der Waal interactions
  2. H2O(b.p. 100), D2O(b.p. 101.4)b. more polar bonds or hydrogen bonding
  3. HO(CH2)2OH(b.p. 197), CH3CO2H(b.p.118)c. more rotational symmetry
  4. HO(CH2)2OH(b.p. 197), HO(CH2)3OH(b.p.210)d. more weight
  1. Given the following atomic weights (C = 12,H = 1, O = 16), benzaldehyde () will
  1. float on waterb. benzaldehyde willdissolve in waterc. water will float on benzaldehyde
  1. Which term does not belong with the others?

a. hydrophilicb. lipophobicc. polard. soluble in aqueous layere. all term belong together

  1. Given the Kow of acetic acid is 10-0.17, starting with 1 gramof acetic acidin 5 mL of octan-1-ol, how many grams (to the nearest tenth) will be extracted into 10 mL of water?

a. 0.4b. 0.5c. 0.6d. 0.7e. not a.-d.

  1. Which compound will dissolve best in water?

a.b.c.d.e.

  1. Given a 10 molar solution of hydrochloric acidwith pKa of-7, what is the pH of this solution to the nearest tenth?

a.3b. 1c. -1d. -3e. not a.-d.

  1. Given the pKa of hydronium is -1.7 and the pKa of acetic acid is 4.8, is the following equilibrium favored towards? (Numbers on the oxygens are for the next question!)

a. reactantsb. productsc. not a. or b.

  1. Knowing the favored direction of the equilibrium of question 10, which oxygen is the best nucleophile in this reaction?

a. O1b. O2c. O3d. O4e. not a.-d.

12.-15. Predict which compound is most acidic from the following pairs of compounds on the left. Answers may be repeated.

Acid PairsAnswerChoices

  1. PH3or H2Sea. the first compound
  2. or b. the second compound
  3. or c. both compounds have equal acidity
  4. or d. cannot be determined

16.-19. Match each reaction on the left to a reaction classification on the right. Answers may be repeated.

ReactionsAnswerReaction Classifications

  1. a. addition
  2. b. elimination
  3. c. substitution
  4. d. not a.-c.

20.-22. Match each reaction on the left to a net redox type on the right. Answers may be repeated.

ReactionAnswerNet Redox

  1. The reaction from question 17.a. oxidation
  2. The reaction from question 18.b. reduction
  3. The reaction from question 19.c. not a net redox reaction
  1. The stereochemistry of is?

a. Eb. Zc. not a. or b.

  1. The configuration of carbon 3 of is?

a. Sb. sc. Rd. re. not a.-d.

  1. For 7-methylbicyclo[2.2.1]heptane we should be concerned with which terms?

a. anti/synb. cis/transc. endo/exod. a combination of a.-c.e. not a.-d.

Please put your name and version letter on your scantron. Tuck the scantron between the exam sheets and turn in everything.