Organic Chemistry 354 Quiz - September 28, 1999

Dr. Sundin

1. For each of the following, encircle the more stable structure and then tell if the effect causing the stability (or non-stability) is an inductive effect or a steric effect.

a. Answer

b. Answer

c. Answer

d. Answer

2. State Markovnikov’s Rule. Answer

3. Answer the following for the two step process:

A ---> B, Ea = 10, DH = +6

B ---> C, Ea = 2, DH = -15

_________a. Ea for reaction A ---> C

_________b. Ea for reaction C ---> A

_________c. DH for reaction A ---> C

_________d. DH for reaction C ---> A

Answer

4. A. Give the formulas of:

a. hexane __________

b. cyclohexane_________

c. 1-hexene __________

d. cyclohexene ________

4. B. The maximum number of rings and/or pi bonds in C6H6 is ________ Answer

5. Compound D, C5H10O, had significant peaks in the infrared spectrum at 3119 (weak), 2978, 1635, and 1202 cm-1. The carbon-13 nmr spectrum revealed four different carbon atoms. What is the structure of D. Answer

6. Give the structure of the product and mechanism of the following two step reaction using the curved arrow notation:

CH2=CHCH3 + HCl--> C3H7Cl Answer

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