Analyze the reactant(s) and reaction conditions, then predict the structure of the major organic product and indicate the predominant mechanism (SN1, SN2, E1, or E2) of each reaction. CH₂CH₂CH₂CH₂ Br CH₂CH₂CH₂CH₂Br Cl CHI + NaNO₂ KOC(CH3)3 (CH3)3COH, 82° C ee Na OCH3 CH,OH, 0° C Na SCH₂CH₂ DMF, 0º C 5° C
Analyze the reactant(s) and reaction conditions, then predict the structure of the major organic product and indicate the predominant mechanism (SN1, SN2, E1, or E2) of each reaction. CH₂CH₂CH₂CH₂ Br CH₂CH₂CH₂CH₂Br Cl CHI + NaNO₂ KOC(CH3)3 (CH3)3COH, 82° C ee Na OCH3 CH,OH, 0° C Na SCH₂CH₂ DMF, 0º C 5° C
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:**Analysis of Organic Reactions and Mechanisms**
This exercise involves analyzing different organic reactants and the conditions under which they react, predicting the major organic product structures, and identifying the predominant mechanisms: \( \text{S}_\text{N}1 \), \( \text{S}_\text{N}2 \), E1, or E2.
1. **Reaction 1:**
- **Reactant:** 1-bromobutane (\( \text{CH}_3\text{CH}_2\text{CH}_2\text{CH}_2\text{Br} \))
- **Reagent:** Potassium tert-butoxide (\( \text{K} \, \text{OC}(\text{CH}_3)_3 \))
- **Solvent and Temperature:** \( (\text{CH}_3)_3\text{COH} \), \( 82^\circ \text{C} \)
- **Likely Mechanism:** E2 (due to strong base and heat)
- **Predicted Major Product:** Butene
2. **Reaction 2:**
- **Reactant:** 1-bromobutane (\( \text{CH}_3\text{CH}_2\text{CH}_2\text{CH}_2\text{Br} \))
- **Reagent:** Sodium methoxide (\( \text{Na} \, \text{OCH}_3 \))
- **Solvent and Temperature:** Methanol (\( \text{CH}_3\text{OH} \)), \( 0^\circ \text{C} \)
- **Likely Mechanism:** \( \text{S}_\text{N}2 \) (due to strong nucleophile, low temperature)
- **Predicted Major Product:** Butyl methyl ether
3. **Reaction 3:**
- **Reactant:** 1-bromo-2-methylpropane
- **Reagent:** Sodium methanethiolate (\( \text{Na} \, \text{SCH}_2\text{CH}_3 \))
- **Solvent and Temperature:** DMF, \( 0^\circ \text{C} \)
- **Likely Mechanism:** \( \text{S}_\text{N}2 \) (due to strong nucleophile,
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