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Chapter 23: Substitution Reactions of Carbonyl Compounds at the α Carbon

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Organic Chemistry
Pages: 924 - 961

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73 Questions for Chapter 23: Substitution Reactions of Carbonyl Compounds at the α Carbon

  1. Question: Draw the enol or keto tautomer(s) of each compound.

    Found on Page 924
  2. Question:Explain each observation: (a) When (R)-2-methylcyclohexanone is treated with NaOH in H2O , the optically active solution gradually loses optical activity. (b) When (R)-3-methylcyclohexanone is treated with NaOH in H20 , the solution remains optically active.

    Found on Page 924
  3. Question: Draw the products of each reaction.

    Found on Page 924
  4. Question: Draw the products of each reaction. Assume excess hal

    Found on Page 924
  5. Question:Draw the organic products formed when 2-bromopentan-3-one ( CH3CH2COCHBrCH3) is treated with each reagent: (a) Li2CO3, LiBr, DMF; (b) CH3CH2NH2; (

    Found on Page 924
  6. Question: Identify the product M of the following two-step reaction sequence. M was converted to the hallucinogen LSD (Figure 18.4) in several steps.

    Found on Page 924
  7. Question: What product is formed when each compound is treated first with LDA in THF solution at low temperature, followed by CH3CH2l?

    Found on Page 924
  8. Question: Draw the products obtained (including stereochemistry) when each compound is treated with LDA, followed by

    Found on Page 924
  9. Question: The analgesic naproxen can be prepared by a stepwise reaction sequence from ester A. Using enolate alkylation in one step, what reagents are needed to convert A to naproxen? Write the structure of each intermediate. Explain why a racemic product is formed.

    Found on Page 924
  10. Question: How can pentan-2-one be converted into each compound?

    Found on Page 924

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