Which of the following structures can undergo tautomerization? Select all that apply. OH а. b. HO OH O c. OH O d.

Chemistry: Matter and Change
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Chapter21: Hydrocarbons
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**Quiz: Tautomerization in Organic Compounds**

**Question:** Which of the following structures can undergo tautomerization? Select all that apply.

- **a.** Cyclohexanol  
  - Structure: Six-membered ring with an -OH group attached.

- **b.** Phenol  
  - Structure: Six-membered benzene ring with an -OH group attached.

- **c.** A secondary alcohol with a ketone at the end.  
  - Structure: Three carbon chain with an -OH group on the second carbon and a double-bonded oxygen (ketone) on the third carbon.

- **d.** An enol form of a ketone.  
  - Structure: Four carbon chain with a double bond between the third and fourth carbons and an -OH group attached to the third carbon.

**Explanation:**
Tautomerization typically involves the relocation of a proton and a switch between keto and enol forms. Look for compounds with both a hydroxyl group and a double bonded oxygen atom.
Transcribed Image Text:**Quiz: Tautomerization in Organic Compounds** **Question:** Which of the following structures can undergo tautomerization? Select all that apply. - **a.** Cyclohexanol - Structure: Six-membered ring with an -OH group attached. - **b.** Phenol - Structure: Six-membered benzene ring with an -OH group attached. - **c.** A secondary alcohol with a ketone at the end. - Structure: Three carbon chain with an -OH group on the second carbon and a double-bonded oxygen (ketone) on the third carbon. - **d.** An enol form of a ketone. - Structure: Four carbon chain with a double bond between the third and fourth carbons and an -OH group attached to the third carbon. **Explanation:** Tautomerization typically involves the relocation of a proton and a switch between keto and enol forms. Look for compounds with both a hydroxyl group and a double bonded oxygen atom.
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