Adentify the expected major organic product generated from the reaction sequence shown. 1. OsO, 2. NaHSO H20 OH CH3 CH3 OH CH3 "ОН CH2OH + enantiomer + enantiomer + enantiomer %3D IV
Adentify the expected major organic product generated from the reaction sequence shown. 1. OsO, 2. NaHSO H20 OH CH3 CH3 OH CH3 "ОН CH2OH + enantiomer + enantiomer + enantiomer %3D IV
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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
Transcribed Image Text:**Identifying the Expected Major Organic Products from Reaction Sequences**
Understanding the expected major organic product from a given reaction sequence is a fundamental skill in organic chemistry. In this exercise, we focus on the reaction sequence involving a cyclohexene derivative.
The given reaction involves:
1. **OsO₄ (Osmium tetroxide)**
2. **NaHSO₃ / H₂O (Sodium bisulfite in water)**
**Reaction Description:**
Osmium tetroxide (OsO₄) is used as a catalyst to perform the oxidation of alkenes to vicinal diols (glycols), specifically through a syn addition mechanism. This means that both hydroxyl (OH) groups are added to the same face of the alkene.
**Graphical Explanation:**
- **Starting Material:**
- A cyclohexene derivative (a six-membered ring with one double bond).
- **Reaction Steps:**
1. **OsO₄ → Syn addition of OH groups**
- Osmium tetroxide adds hydroxyl groups in a syn manner, meaning on the same side of the double bond.
2. **NaHSO₃ / H₂O → Reductive work-up**
- Sodium bisulfite in water reduces the intermediate to produce a diol.
**Expected Products:**
- The major products are labeled as follows:
- **I**: Cyclohexane with two OH groups added on the same side (cis) and a methyl group.
- **II**: Another variant of cyclohexane with diols on the same side but a different methyl positioning.
- **III**: A cyclohexane ring with a staggered arrangement of one OH group and a methyl group on the same side and another OH group on the other side.
- **IV**: A cyclohexane ring with one OH group and one CH₂OH side chain extension.
Among these, the expected major organic product generated will be a product with both hydroxyl groups added syn to the same face of the former double bond. Hence:
**Options:**
- **A**. **I**
- **B**. **II**
- **C**. **III**
- **D**. **IV**
Upon reviewing the structures, the expected major organic product for this reaction sequence is the one where the hydroxyl groups are added syn,
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