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m-CPBA NO2 CH;Cl2 Brz, H2O

m-CPBA NO2 CH;Cl2 Brz, H2O

Chemistry
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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**Predict the Following Products:** 1. **Cyclopentene Reaction:** - **Reagents:** 1. \( \text{BH}_3/\text{THF} \) 2. \( \text{HO}^{-}, \text{H}_2\text{O}_2 \), \( \text{H}_2\text{O} \) - **Description:** The reaction converts the cyclopentene into its corresponding alcohol. The hydroboration-oxidation reaction proceeds in two steps: - First, borane (BH3) in tetrahydrofuran (THF) is added across the double bond. - Second, oxidation occurs with hydrogen peroxide in basic medium, resulting in the corresponding alcohol. 2. **Cyclopropyl Alkene Reaction:** - **Reagents:** 1. \( \text{O}_3, -78^{\circ} \text{C} \) 2. \( \text{Zn, CH}_3\text{CO}_2\text{H} \) - **Description:** The reaction involves ozonolysis at low temperature followed by reductive workup. The double bond in the cyclopropyl alkene is cleaved by ozone, and the resulting ozonide intermediate is then reduced with zinc and acetic acid to form carbonyl compounds. 3. **Nitroalkene Reaction:** - **Reagent:** \( \text{m-CPBA} \) - **Description:** The transformation uses meta-chloroperoxybenzoic acid (m-CPBA) to epoxidize the alkene functional group adjacent to a nitro group, forming an epoxide. 4. **Diene Reaction:** - **Reagent:** \( \text{Cl}_2, \text{CH}_2\text{Cl}_2 \) - **Description:** This reaction involves the addition of chlorine (Cl2) in dichloromethane (CH2Cl2) as the solvent. This will result in the formation of a vicinal dichloride from the diene via an anti-addition mechanism. 5. **Cyclohexene Reaction:** - **Reagent:** \( \text{Br}_2, \text{H}_2\text{O} \)
Transcribed Image Text:**Predict the Following Products:** 1. **Cyclopentene Reaction:** - **Reagents:** 1. \( \text{BH}_3/\text{THF} \) 2. \( \text{HO}^{-}, \text{H}_2\text{O}_2 \), \( \text{H}_2\text{O} \) - **Description:** The reaction converts the cyclopentene into its corresponding alcohol. The hydroboration-oxidation reaction proceeds in two steps: - First, borane (BH3) in tetrahydrofuran (THF) is added across the double bond. - Second, oxidation occurs with hydrogen peroxide in basic medium, resulting in the corresponding alcohol. 2. **Cyclopropyl Alkene Reaction:** - **Reagents:** 1. \( \text{O}_3, -78^{\circ} \text{C} \) 2. \( \text{Zn, CH}_3\text{CO}_2\text{H} \) - **Description:** The reaction involves ozonolysis at low temperature followed by reductive workup. The double bond in the cyclopropyl alkene is cleaved by ozone, and the resulting ozonide intermediate is then reduced with zinc and acetic acid to form carbonyl compounds. 3. **Nitroalkene Reaction:** - **Reagent:** \( \text{m-CPBA} \) - **Description:** The transformation uses meta-chloroperoxybenzoic acid (m-CPBA) to epoxidize the alkene functional group adjacent to a nitro group, forming an epoxide. 4. **Diene Reaction:** - **Reagent:** \( \text{Cl}_2, \text{CH}_2\text{Cl}_2 \) - **Description:** This reaction involves the addition of chlorine (Cl2) in dichloromethane (CH2Cl2) as the solvent. This will result in the formation of a vicinal dichloride from the diene via an anti-addition mechanism. 5. **Cyclohexene Reaction:** - **Reagent:** \( \text{Br}_2, \text{H}_2\text{O} \)
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