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Predict the products and stereoche OTS OH CH3OH heat NaH THF cat. H₂SO4 H₂O HBr (2 eq.) THF

Predict the products and stereoche OTS OH CH3OH heat NaH THF cat. H₂SO4 H₂O HBr (2 eq.) THF

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 products below 

**Predict the Products and Stereochemistry** This image depicts three separate chemical reactions, each with different starting materials and conditions. 1. **Reaction 1:** - **Starting Material:** A compound with an alkene group, a tosylate group (OTs), and a propyl chain. - **Reagents and Conditions:** Methanol (\(CH_3OH\)) with heat. - **Expected Transformation:** Substitution is favored here, where the tosylate group is likely replaced, potentially forming an ether product. 2. **Reaction 2:** - **Starting Material:** Benzyl alcohol. - **Reagents and Conditions:** Sodium hydride (NaH) and tetrahydrofuran (THF) as the solvent. - **Expected Transformation:** Sodium hydride is a strong base, which can deprotonate the alcohol to form an alkoxide ion. This may further react, typically in an S_N2 fashion, depending on available electrophiles. 3. **Reaction 3:** - **Starting Material:** An alkene with a propyl chain. - **Reagents and Conditions:** Catalytic sulfuric acid (\(H_2SO_4\)) in water. - **Expected Transformation:** This setup suggests an acid-catalyzed hydration, potentially leading to the Markovnikov addition of water across the alkene, forming an alcohol. 4. **Reaction 4:** - **Starting Material:** An ether with a specific substituent pattern. - **Reagents and Conditions:** Hydrobromic acid (HBr, 2 equivalents) in tetrahydrofuran (THF). - **Expected Transformation:** The reaction suggests cleavage of the ether bond via acid hydrolysis, possibly forming two alkyl bromides. **Note:** Each reaction is influenced by factors such as temperature, solvent, and specific reagents used, which dictate the reaction pathway and stereochemical outcomes.
Transcribed Image Text:**Predict the Products and Stereochemistry** This image depicts three separate chemical reactions, each with different starting materials and conditions. 1. **Reaction 1:** - **Starting Material:** A compound with an alkene group, a tosylate group (OTs), and a propyl chain. - **Reagents and Conditions:** Methanol (\(CH_3OH\)) with heat. - **Expected Transformation:** Substitution is favored here, where the tosylate group is likely replaced, potentially forming an ether product. 2. **Reaction 2:** - **Starting Material:** Benzyl alcohol. - **Reagents and Conditions:** Sodium hydride (NaH) and tetrahydrofuran (THF) as the solvent. - **Expected Transformation:** Sodium hydride is a strong base, which can deprotonate the alcohol to form an alkoxide ion. This may further react, typically in an S_N2 fashion, depending on available electrophiles. 3. **Reaction 3:** - **Starting Material:** An alkene with a propyl chain. - **Reagents and Conditions:** Catalytic sulfuric acid (\(H_2SO_4\)) in water. - **Expected Transformation:** This setup suggests an acid-catalyzed hydration, potentially leading to the Markovnikov addition of water across the alkene, forming an alcohol. 4. **Reaction 4:** - **Starting Material:** An ether with a specific substituent pattern. - **Reagents and Conditions:** Hydrobromic acid (HBr, 2 equivalents) in tetrahydrofuran (THF). - **Expected Transformation:** The reaction suggests cleavage of the ether bond via acid hydrolysis, possibly forming two alkyl bromides. **Note:** Each reaction is influenced by factors such as temperature, solvent, and specific reagents used, which dictate the reaction pathway and stereochemical outcomes.
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