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Chemistry LibreTexts

20.13: Additional Exercises

  • Page ID
    183133
  • General Review

    22-1 Suggest a carboxylic acid and an acid derivative that could be reacted together to form the following molecule.

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    22-2 For the following reaction, predict the product if:

    • only one equivalent of the Grignard reagent was used (and the product could be isolated)
    • if two equivalents were used (followed by an acid workup)

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    22-3 Provide the final products of the following reactions.

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    22-4 Predict the final product of the following reaction.

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    Interconversion of Acid Derivatives by Nucleophilic Acyl Substitution

    22-5 Predict the interconverted acid derivatives of the following reactions.

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    22-6 Predict the structure of the product and give its IUPAC nomenclature.

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    22-7 Choose the correct answer for the product of the following reaction.

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    Transesterification

    22-8 Choose the correct IUPAC nomenclature of the product of the following reaction.

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    a) ethyl butanoate

    b) propan-2-yl butanoate

    c) dipropyl carbonate

    d) propyl butanoate

    22-9 Explain why transesterification can be done under acidic or basic conditions.

    22-10 Give the products of the following transesterification reactions.

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    Hydrolysis of Carboxylic Acid Derivatives

    22-11 Provide the correct structure of the product of the following hydrolysis reaction.

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    22-12 Provide the structure of all the products resulting from the hydrolysis of the following triglyceride.

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    22-13 Provide the structures and IUPAC nomenclature of the products.

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    Reduction of Acid Derivatives

    22-14 Give the structure of the product of the following reaction.

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    22-15 Provide the structure of all the products (including leaving groups) formed in the following reaction.

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    22-16 Choose the correct answer that gives the products of a fully reduced 1,3-dimethyl-1,3-diazinan-2-one.

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    Reactions of Acid Derivatives with Organometallic Reagents

    22-17 Predict the product of the following reaction.

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    22-18 Choose the correct IUPAC nomenclature of the product of the following reaction.

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    a) 6-amino-5-chlorohexan-2-one

    b) 6-amino-5-chloro-2-methylhexan-2-ol

    c) 6-amino-4-chloro-2-methylhexan-2-ol

    d) 4-chloro-2-methylpiperidin-2-ol

    22-19 Decide whether or not the following reaction is the best way to obtain the final product. If not, suggest a better route of synthesis.

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