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14.13: Additional Exercises

  • Page ID
    183046
  • Industrial Synthesis of Ethers using Bimolecular Condensation 

    15-1 Give the final product of the following reaction.

    15-2 Draw the mechanism for the reaction in the previous problem, 15-1.

    Synthesis of Ethers by Alkoxymercuration-Demercuration

    15-3 Predict the product of the following reaction and give its correct IUPAC nomenclature.

     

    15-4 Propose a route of synthesis (that includes an alkoxymercuration-demercuration reaction) for the following ether starting with a carbon molecule containing no more than 3 carbons.

    15-5 Predict the products of the following reactions.

    15-6 Give the final product for the following reaction.


    Cleavage of Ethers

    15-7 Choose the correct IUPAC name for the product of the following reaction.

     

    a)  Butan-1-ol

    b)  1-iodobutane

    c)  1,4-diiodobutane

    d)  2-iodooxolane

    Synthesis of Epoxides

    15-8 Choose the correct IUPAC nomenclature of the product of the following reaction and provide its structure.

     

    a)  2,2-dimethyl-3-(propan-2-yl)oxirane

    b)  2,4-dimethylpentan-2-ol

    c)  2,4-dimethylpent-2-en-3-ol

    d)  2-methyl-2-(2-methylpropyl)oxirane

    15-9 Predict the products of the following reactions.

     

    15-10 Predict the product of the following reaction. Be sure to include proper stereochemistry.

     

    Reactions of Epoxides

    15-11 Provide the structure of the product of the following reaction. Be sure to include proper stereochemistry.

    15-12 Predict the product of the following reaction.

    15-13 Suggest the structure of the starting brominated molecule that was used in the following reaction to make the final product. 

    15-14 Provide the final products of the following reactions.

    15-15 Provide the final product of the following reaction.

    15-16 Choose the correct product of the following reaction.

    15-17 Suggest a route of synthesis (that includes an epoxide intermediate) for the following compound, starting with ethane and using any other necessary reagents.

    15-18 Predict the products of the following reactions. Be sure to include stereochemistry where applicable.    

    Reactions of Epoxides with Grignard and Organolithium Reagents

    15-19 Predict the product of the following reaction and give the proper IUPAC nomenclature.

     

    15-20 Predict the product of the following reaction.

    15-21 Choose the correct IUPAC nomenclature of a product of the following reaction. 

    a)  heptan-4-one

    b)  heptan-3-one

    c)  3-aminoheptan-3-ol

    d)  (3Z)-hept-3-en-3-ol