Chemistry
Chemistry
10th Edition
ISBN: 9781305957404
Author: Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher: Cengage Learning
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Alkanes and Cycloalkanes
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### Reaction Completion and Product Identification Please complete the reactions below. For reaction "b," add a substrate. For the other reactions, write down the major product(s). **Hints:** For "e," hydride from LiAlH₄ serves as the nucleophile in the first step. #### Reaction Details **a.** - **Starting Material:** Cyclohexanol - **Reagent/Conditions:** H₂SO₄, 180°C - **Expected Reaction:** Dehydration to form cyclohexene. **b.** - **Starting Material:** Phenyl lithium - **Reagents:** 1. Lithium reagent 2. H₃O⁺ - **Expected Process:** Nucleophilic addition followed by protonation. **c.** - **Starting Material:** Sodium phenoxide - **Reagent:** CH₃Br - **Expected Reaction:** Williamson ether synthesis to form anisole (methoxybenzene). **d.** - **Starting Material:** 3,3-Dimethyl-1-butanol - **Reagent:** HBr - **Expected Reaction:** Conversion to alkyl bromide through substitution. **e.** - **Starting Material:** Cyclopentanone - **Reagents:** 1. LiAlH₄, (CH₃CH₂)₂O 2. H₃O⁺, H₂O - **Expected Reaction:** Reduction to form cyclopentanol. Note: The reactions detailed above are fundamental transformations often encountered in organic chemistry, with specific emphasis on mechanisms like dehydration, nucleophilic addition, Williamsons' ether synthesis, and reductions involving hydrides.
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Transcribed Image Text:### Reaction Completion and Product Identification Please complete the reactions below. For reaction "b," add a substrate. For the other reactions, write down the major product(s). **Hints:** For "e," hydride from LiAlH₄ serves as the nucleophile in the first step. #### Reaction Details **a.** - **Starting Material:** Cyclohexanol - **Reagent/Conditions:** H₂SO₄, 180°C - **Expected Reaction:** Dehydration to form cyclohexene. **b.** - **Starting Material:** Phenyl lithium - **Reagents:** 1. Lithium reagent 2. H₃O⁺ - **Expected Process:** Nucleophilic addition followed by protonation. **c.** - **Starting Material:** Sodium phenoxide - **Reagent:** CH₃Br - **Expected Reaction:** Williamson ether synthesis to form anisole (methoxybenzene). **d.** - **Starting Material:** 3,3-Dimethyl-1-butanol - **Reagent:** HBr - **Expected Reaction:** Conversion to alkyl bromide through substitution. **e.** - **Starting Material:** Cyclopentanone - **Reagents:** 1. LiAlH₄, (CH₃CH₂)₂O 2. H₃O⁺, H₂O - **Expected Reaction:** Reduction to form cyclopentanol. Note: The reactions detailed above are fundamental transformations often encountered in organic chemistry, with specific emphasis on mechanisms like dehydration, nucleophilic addition, Williamsons' ether synthesis, and reductions involving hydrides.
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