Chemistry 331 - Winter 1996
Elements of Organic Chemistry I

Quiz, Chapter 3 - Alkenes

1. (3 points) Write a complete IUPAC name for each of the following compound, including a designation of stereochemistry:

(Hint: It is more important to include a double bond in the parent chain than a cycloalkane.)

(E)-8-cyclopentyl-4-ethyl-5-methyl-4-decene


2. (2 points) Use the sequence rules to rank order the priority of the groups listed below. Use 1 for the highest priority down to 5 for the lowest priority.

1 -OCH3
2 -OH
3 -COOH
4 -cyclopentyl
5 -CH(CH3)2


3. (2 points) Identify the electrophile and the nucleophile in each of the two reactions shown below:

nucleophile + electrophile electrophile + nucleophile


4. (3 points) A potential energy diagram is shown for the reaction below.

CH4 + Cl -----> CH3 + H-Cl

delta H = + 1 kcal/mole
Ea = 4 kcal/mole

On the diagram, specifically locate the reactants, the products, Ea, H, and the transition state.

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we'll do this in class, or get the picture from the library reserve folder
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Is this reaction exothermic or endothermic?

endothermic (uphill)

Draw what could be a logical structure for the transition state for this reaction.

(Hint: Both Cl and CH3 are radicals, having only 7 valence electrons. Don't let that bother you.)

CH3.....H.....Cl