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Chapter 11 CHM 2210 – Practice Questions

1. Assign the IUPAC names for the following molecules:

a.

b.

2. Draw the mechanisms for the following reactions:

a.

b.

3. Draw the mechanisms for the following reactions. Would the products differ if Lindlar’s catalyst was changed to the solvent Ni2B and if Pt was changed to the solvent Ni?

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4. Compare and contrast the products for the following reactions after drawing the mechanisms.

5. Draw the mechanism for the following tautomerization reaction:

6. Draw the mechanisms for the following multistep synthesis reactions:

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For the questions involving MCPBA above, what is another reagent you could use?

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How would the above product have differed had you used t – BuONa for the first step instead of NaOH?

7. Predict appropriate reagents for the following reactions:

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References: Klien, D.R. (2015). Organic Chemistry: 2nd Ed. Wiley: NJ. Print.