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Devise a synthesis of (E)-4-methyl-2-pentene using one of the starting materials and any of the reagents below using the fewest steps possible. If you need fewer than the 3 steps allowed, enter "none" for reagents in the remaining unused steps.

Devise a synthesis of (E)-4-methyl-2-pentene using one of the starting materials and any of the reagents below using the fewest steps possible. If you need fewer than the 3 steps allowed, enter "none" for reagents in the remaining unused steps.

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
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Devise a synthesis of (E)-4-methyl-2-pentene using one of the starting materials and any of the reagents below using the fewest steps possible. If you need fewer than the 3 steps allowed, enter "none" for reagents in the remaining unused steps.

**Chemical Reagents and Conditions** - **a**: NaNH₂ / NH₃(l) - **b**: NaOH / H₂O - **c**: Iodomethane - **d**: Iodoethane - **e**: 1-Bromopropane - **f**: 2-Bromopropane - **g**: 1-Bromo-3-methylbutane - **h**: t-Butyl bromide - **i**: H₂ / Pd on carbon - **j**: H₂ / Lindlar catalyst - **k**: H₂ / NH₃(l) - **l**: Na / NH₃(l) These chemical reagents and conditions are often used in organic synthesis processes. Each reagent or condition is identified by a letter for easy reference.
Transcribed Image Text:**Chemical Reagents and Conditions** - **a**: NaNH₂ / NH₃(l) - **b**: NaOH / H₂O - **c**: Iodomethane - **d**: Iodoethane - **e**: 1-Bromopropane - **f**: 2-Bromopropane - **g**: 1-Bromo-3-methylbutane - **h**: t-Butyl bromide - **i**: H₂ / Pd on carbon - **j**: H₂ / Lindlar catalyst - **k**: H₂ / NH₃(l) - **l**: Na / NH₃(l) These chemical reagents and conditions are often used in organic synthesis processes. Each reagent or condition is identified by a letter for easy reference.
The image contains the structural formulas of aldehydes, represented as follows: 1. **Formaldehyde (Methanal)** - Structure: \(\text{HO}=\text{CH}\) 2. **Acetaldehyde (Ethanal)** - Structure: \(\text{HO}=\text{C}-\text{CH}_3\) 3. **Propionaldehyde (Propanal)** - Structure: \(\text{HO}=\text{C}-\text{CH}_2\text{CH}_3\) 4. **Butyraldehyde (Butanal)** - Structure: \(\text{HO}=\text{C}-\text{CH}_2\text{CH}_2\text{CH}_3\) 5. **Isobutyraldehyde (2-Methylpropanal)** - Structure: - The aldehyde group is attached to the second carbon of a propane chain with a methyl group on the second carbon: - Diagram: \(\begin{array}{c}\text{CH}_3 \\ \vert \\ \text{HC}=\text{O} \\ \vert \\ \text{CH}_3\end{array}\) 6. **2,2-Dimethylpropanal (Pivaldehyde)** - Structure: - The aldehyde group is attached to a carbon with two methyl groups: - Diagram: \(\begin{array}{c}\text{CH}_3 \\ \vert \\ \text{C} \\ \vert \\ \text{HO}=\text{C}-\text{CH}_3\end{array}\) These structures illustrate the carbonyl group (\(\text{C}=\text{O}\)) bonded to a hydrogen atom and various alkyl groups.
Transcribed Image Text:The image contains the structural formulas of aldehydes, represented as follows: 1. **Formaldehyde (Methanal)** - Structure: \(\text{HO}=\text{CH}\) 2. **Acetaldehyde (Ethanal)** - Structure: \(\text{HO}=\text{C}-\text{CH}_3\) 3. **Propionaldehyde (Propanal)** - Structure: \(\text{HO}=\text{C}-\text{CH}_2\text{CH}_3\) 4. **Butyraldehyde (Butanal)** - Structure: \(\text{HO}=\text{C}-\text{CH}_2\text{CH}_2\text{CH}_3\) 5. **Isobutyraldehyde (2-Methylpropanal)** - Structure: - The aldehyde group is attached to the second carbon of a propane chain with a methyl group on the second carbon: - Diagram: \(\begin{array}{c}\text{CH}_3 \\ \vert \\ \text{HC}=\text{O} \\ \vert \\ \text{CH}_3\end{array}\) 6. **2,2-Dimethylpropanal (Pivaldehyde)** - Structure: - The aldehyde group is attached to a carbon with two methyl groups: - Diagram: \(\begin{array}{c}\text{CH}_3 \\ \vert \\ \text{C} \\ \vert \\ \text{HO}=\text{C}-\text{CH}_3\end{array}\) These structures illustrate the carbonyl group (\(\text{C}=\text{O}\)) bonded to a hydrogen atom and various alkyl groups.
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