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HO ト=人 a) 1. Hz cgoi indlar catalyst OH Os ou, BuoH /H20 2. C+1-) b) 1. Osou, BUOH/HzO 2. Hz cgo, Lindlar catalyt c) I. Os Ou, BUOH /HzO Na css, NH3(8) -78°c 2. 1. Na c3), NH3ce,-78°c Os ou, BuOH /HzO 2.

HO ト=人 a) 1. Hz cgoi indlar catalyst OH Os ou, BuoH /H20 2. C+1-) b) 1. Osou, BUOH/HzO 2. Hz cgo, Lindlar catalyt c) I. Os Ou, BUOH /HzO Na css, NH3(8) -78°c 2. 1. Na c3), NH3ce,-78°c Os ou, BuOH /HzO 2.

Chemistry
Chemistry
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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
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I’m having hard time finding the best reagent for this problem can you please help?
### Organic Chemistry Reaction Pathways #### Problem Statement: Given the alkyne structure on the left, determine the correct reaction pathway to yield the product on the right, which displays a hydroxyl (-OH) addition with stereochemistry (± configuration). The potential reaction pathways and reagents are: a) 1. \( \text{H}_2 (\text{g}), \text{Lindlar catalyst} \) 2. \( \text{OsO}_4, \text{t-BuOH/H}_2\text{O} \) b) 1. \( \text{OsO}_4, \text{t-BuOH/H}_2\text{O} \) 2. \( \text{H}_2 (\text{g}), \text{Lindlar catalyst} \) c) 1. \( \text{OsO}_4, \text{t-BuOH/H}_2\text{O} \) 2. \( \text{Na (s)}, \text{NH}_3 (\text{l}), -78^\circ\text{C} \) d) 1. \( \text{Na (s)}, \text{NH}_3 (\text{l}), -78^\circ\text{C} \) 2. \( \text{OsO}_4, \text{t-BuOH/H}_2\text{O} \) #### Explanation of Reaction Pathways: 1. **Lindlar Catalyst:** - Used for the partial hydrogenation of alkynes to **cis-alkenes**. - Reaction with \( \text{H}_2 (\text{g}) \) in the presence of Lindlar catalyst adds hydrogen atoms to the same side of the triple bond. 2. **Osmium Tetroxide \( (\text{OsO}_4) \):** - Used for the syn-dihydroxylation of alkenes, converting them to **1,2-diols** (glycols) where hydroxyl groups add to the same face of the double bond. 3. **Sodium/Ammonia Reduction:** - Converts alkynes to **trans-alkenes** via dissolving metal reduction. - Sodium in liquid ammonia adds hydrogen atoms to opposite sides of the triple bond. #### Reaction Pathway Analysis: - Pathway **a** suggests partial hydrogenation of the al
Transcribed Image Text:### Organic Chemistry Reaction Pathways #### Problem Statement: Given the alkyne structure on the left, determine the correct reaction pathway to yield the product on the right, which displays a hydroxyl (-OH) addition with stereochemistry (± configuration). The potential reaction pathways and reagents are: a) 1. \( \text{H}_2 (\text{g}), \text{Lindlar catalyst} \) 2. \( \text{OsO}_4, \text{t-BuOH/H}_2\text{O} \) b) 1. \( \text{OsO}_4, \text{t-BuOH/H}_2\text{O} \) 2. \( \text{H}_2 (\text{g}), \text{Lindlar catalyst} \) c) 1. \( \text{OsO}_4, \text{t-BuOH/H}_2\text{O} \) 2. \( \text{Na (s)}, \text{NH}_3 (\text{l}), -78^\circ\text{C} \) d) 1. \( \text{Na (s)}, \text{NH}_3 (\text{l}), -78^\circ\text{C} \) 2. \( \text{OsO}_4, \text{t-BuOH/H}_2\text{O} \) #### Explanation of Reaction Pathways: 1. **Lindlar Catalyst:** - Used for the partial hydrogenation of alkynes to **cis-alkenes**. - Reaction with \( \text{H}_2 (\text{g}) \) in the presence of Lindlar catalyst adds hydrogen atoms to the same side of the triple bond. 2. **Osmium Tetroxide \( (\text{OsO}_4) \):** - Used for the syn-dihydroxylation of alkenes, converting them to **1,2-diols** (glycols) where hydroxyl groups add to the same face of the double bond. 3. **Sodium/Ammonia Reduction:** - Converts alkynes to **trans-alkenes** via dissolving metal reduction. - Sodium in liquid ammonia adds hydrogen atoms to opposite sides of the triple bond. #### Reaction Pathway Analysis: - Pathway **a** suggests partial hydrogenation of the al
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