Use selected reagents provided below to perform the following reaction. Show intermediates steps along the way for full credit. 25. CH3ONa in CH3OH NaBH4 in EtOH BH3/THF PCC in CH₂Cl2 X PhLi in Et₂O 03 in CH2Cl2 H3PO4 and heat H₂O2/NaOH

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter8: Haloalkanes, Halogenation, And Radical Reactions
Section: Chapter Questions
Problem 8.28P
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### Organic Chemistry Reaction Problem

#### Problem Statement

**Question 25:** Use the selected reagents provided below to perform the following reaction. Show intermediate steps along the way for full credit.

**Reaction Scheme:**

- Reactant: Cyclohexene (a six-membered ring with one double bond)
- Product: Cyclohexanone (a six-membered ring with a ketone group)

**Available Reagents:**

1. Sodium Methoxide (CH₃ONa) in Methanol (CH₃OH)
2. Sodium Borohydride (NaBH₄) in Ethanol (EtOH)
3. Borane (BH₃) in Tetrahydrofuran (THF)
4. Pyridinium Chlorochromate (PCC) in Dichloromethane (CH₂Cl₂)
5. Phenyllithium (PhLi) in Diethyl Ether (Et₂O)
6. Ozone (O₃) in Dichloromethane (CH₂Cl₂)
7. Phosphoric Acid (H₃PO₄) and Heat
8. Hydrogen Peroxide (H₂O₂) with Sodium Hydroxide (NaOH)

**Diagram Explanation:**

The diagram shows a chemical transformation from cyclohexene (left) to cyclohexanone (right). The task is to select appropriate reagents from the list to accomplish this transformation. Cyclohexene is a simple alkene, and cyclohexanone is a ketone. The reaction involves the oxidation of the alkene to form the ketone.
Transcribed Image Text:### Organic Chemistry Reaction Problem #### Problem Statement **Question 25:** Use the selected reagents provided below to perform the following reaction. Show intermediate steps along the way for full credit. **Reaction Scheme:** - Reactant: Cyclohexene (a six-membered ring with one double bond) - Product: Cyclohexanone (a six-membered ring with a ketone group) **Available Reagents:** 1. Sodium Methoxide (CH₃ONa) in Methanol (CH₃OH) 2. Sodium Borohydride (NaBH₄) in Ethanol (EtOH) 3. Borane (BH₃) in Tetrahydrofuran (THF) 4. Pyridinium Chlorochromate (PCC) in Dichloromethane (CH₂Cl₂) 5. Phenyllithium (PhLi) in Diethyl Ether (Et₂O) 6. Ozone (O₃) in Dichloromethane (CH₂Cl₂) 7. Phosphoric Acid (H₃PO₄) and Heat 8. Hydrogen Peroxide (H₂O₂) with Sodium Hydroxide (NaOH) **Diagram Explanation:** The diagram shows a chemical transformation from cyclohexene (left) to cyclohexanone (right). The task is to select appropriate reagents from the list to accomplish this transformation. Cyclohexene is a simple alkene, and cyclohexanone is a ketone. The reaction involves the oxidation of the alkene to form the ketone.
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9781305580350
Author:
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Publisher:
Cengage Learning