Devise a synthesis of (E)-3-octene using one of the starting materials and any of the reagents below using the fewest steps possible. If you need fewer that the 3 steps allowed, enter "none" for reagents in the remaining unused steps. Starting materials HC=CH HCEC-CH, 1 Reagents a NaNH/NH (D b NaOH/H₂O ciodomethane Starting material Reagent for step 1 Reagent for step 2 Reagent for step 3 2 HC=C–CH,CH, 3 diodoethane e 1-bromopropane f 2-bromopropane HC=C–CH,CH,CH, CH, 4 g 1-bromo-3-methylbutane h t-butyl bromide i H₂/Pd on carbon CH₂ HC=C-C-CH₂ 5 j H₂/ Lindlar catalyst KHI NH(0) CH₂ HC=C-C-CH₂ CH₂ 6 I Na/NH₂(0)
Devise a synthesis of (E)-3-octene using one of the starting materials and any of the reagents below using the fewest steps possible. If you need fewer that the 3 steps allowed, enter "none" for reagents in the remaining unused steps. Starting materials HC=CH HCEC-CH, 1 Reagents a NaNH/NH (D b NaOH/H₂O ciodomethane Starting material Reagent for step 1 Reagent for step 2 Reagent for step 3 2 HC=C–CH,CH, 3 diodoethane e 1-bromopropane f 2-bromopropane HC=C–CH,CH,CH, CH, 4 g 1-bromo-3-methylbutane h t-butyl bromide i H₂/Pd on carbon CH₂ HC=C-C-CH₂ 5 j H₂/ Lindlar catalyst KHI NH(0) CH₂ HC=C-C-CH₂ CH₂ 6 I Na/NH₂(0)
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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![### Synthesis Challenge: (E)-3-Octene
#### Objective:
Devise a synthesis of (E)-3-octene using one of the starting materials and any of the reagents listed below, aiming for the fewest steps possible. If you need fewer than the three steps allowed, enter "none" for the reagents in the remaining unused steps.
#### Starting Materials:
- **1.** HC≡CH (ethyne)
- **2.** HC≡C−CH₃ (propyne)
- **3.** HC≡C−CH₂CH₃ (butyne)
- **4.** HC≡C−CH₂CH₂CH₂CH₃ (pentyne)
- **5.** CH₃−CH≡C−CH₃ (2-butyne)
- **6.** HC≡C−CH₂−CH₃ (butyne)
#### Reagents:
- **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)
#### Input Fields for Synthesis Pathway:
- **Starting material:** [ ]
- **Reagent for step 1:** [ ]
- **Reagent for step 2:** [ ]
- **Reagent for step 3:** [ ]
#### Explanation of Diagrams:
- **Graphs or Diagrams:**
- The image includes a list of starting materials depicted with their chemical structures.
- A list of reagents necessary for the synthesis reactions is provided without specific graphical representations, just textual listings.
#### Instructions:
1. Select a starting material from the provided list.
2. Choose the appropriate reagents for each step of the synthesis.
3. Fill in the input fields with your choices to form (E)-3-octene in](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F6c56dfd1-d4da-4f89-9512-067c009f19a0%2Fde63dc36-184a-4895-80e7-755f8fcb9546%2Fsutxr1l_processed.png&w=3840&q=75)
Transcribed Image Text:### Synthesis Challenge: (E)-3-Octene
#### Objective:
Devise a synthesis of (E)-3-octene using one of the starting materials and any of the reagents listed below, aiming for the fewest steps possible. If you need fewer than the three steps allowed, enter "none" for the reagents in the remaining unused steps.
#### Starting Materials:
- **1.** HC≡CH (ethyne)
- **2.** HC≡C−CH₃ (propyne)
- **3.** HC≡C−CH₂CH₃ (butyne)
- **4.** HC≡C−CH₂CH₂CH₂CH₃ (pentyne)
- **5.** CH₃−CH≡C−CH₃ (2-butyne)
- **6.** HC≡C−CH₂−CH₃ (butyne)
#### Reagents:
- **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)
#### Input Fields for Synthesis Pathway:
- **Starting material:** [ ]
- **Reagent for step 1:** [ ]
- **Reagent for step 2:** [ ]
- **Reagent for step 3:** [ ]
#### Explanation of Diagrams:
- **Graphs or Diagrams:**
- The image includes a list of starting materials depicted with their chemical structures.
- A list of reagents necessary for the synthesis reactions is provided without specific graphical representations, just textual listings.
#### Instructions:
1. Select a starting material from the provided list.
2. Choose the appropriate reagents for each step of the synthesis.
3. Fill in the input fields with your choices to form (E)-3-octene in
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