Chemistry 244 Extra Problems-3 - Fall, 1999
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Organic Chemistry 244-01

November 2, 1999

Extra Problems 3

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1. Draw the product formed when 1,3-butadiene is heated with acrylonitrile.

ANSWER

2. Briefly explain why 1,3-butadiene reacts with Br2 at elevated temperatures to give 1,4-dibromo-2-butene but when the reaction is done at -10 degrees C, the major product is 3,4-dibromo-1-butene.

ANSWER

3. Briefly explain why 3-bromo-1-butene rapidly undergoes a SN(/sub>1 reaction with KI in aqueous THF but 2-bromobutane undergoes this reaction rather slowly under the same conditions.

ANSWER

4. Draw the structure of NBS and NCS.

ANSWER

5. Briefly explain why 3-bromo-1-propene reacts faster with KI in THF than does 1-bromopropane.

ANSWER

6. Draw the Diels-Alder product of 2,4-hexadiene and methyl vinyl ketone.

ANSWER

7. Briefly explain why ethyl acrylate reacts faster with 1,3-butadiene than does ethene.

ANSWER

8. What is the structure of this molecule with the formula C6H12O2? Show your work.

ANSWER

9. What is the structure of this compound with the formula C10H9NO2? Show your work.

ANSWER

10. What is the structure of this compound with the formula C7H132Br? Show your work.

ANSWER


For more information, contact Professor Michael B. Smith at

(860)-486-2881.

                                                                           
                                                                                
My EMail address is                                                             

smith@nucleus.chem.uconn.edu

Thank you very much.