Organic Chemistry 354 Quiz - October 10, 2000

Dr. Sundin

1. Encircle the activating groups and underline the meta directors for electrophilic aromatic substitution:

Answer

2. Shown below is Stereoisomer A and seven other structures. The seven other structures are either A or its enantiomer E. Determine for each of these structures if the structure is A or the enantiomer E and write the letter A or E under the structure to tell if the structure is A or the enantiomer E.

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3. For each of the following, encircle the molecules that have an enantiomer.

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4. At first glance, one expects in the nitration of phenol that the -OH group, due to the inductive effect (shown below), should be deactivating just like the -F group. However, -OH is, in fact, an activating group due to the resonance effect. Draw one resonance contributor which shows the resonance effect that make the -OH group an activating group.

Answer

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