Which of the following methods is best suited as a high-yield synthesis of 2-methyl-3-hexyne? O O CI -Li -Li Br CH3CH₂Br NaNH,, NHạ (/) H₂, Lindlar's catalyst 1. Cl, CC14 2. NaNH, NHạ (1)

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...
icon
Related questions
Question
**Question 9 of 20**

**Which of the following methods is best suited as a high-yield synthesis of 2-methyl-3-hexyne?**

- **Option 1:**
  ![Chemical Structure](https://via.placeholder.com/20x20)
  - Reactants:
    - 2-chloropropyne (with lithium)
    - Propyl bromide
  - Reaction Scheme:
    \[
    \begin{array}{c}
    \begin{array}{cc}
    \text{Br} & \text{Li} \\
    \end{array}
    \rightarrow
    \end{array}
    \]

- **Option 2:**
  ![Chemical Structure](https://via.placeholder.com/20x20)
  - Reactants:
    - 2-methyl-3-pentyn-2-yl lithium
    - Ethyl bromide
  - Reaction Scheme:
    \[
    \begin{array}{c}
    \text{CH}_3\text{CH}_2\text{Br}
    \rightarrow
    \end{array}
    \]

- **Option 3:**
  ![Chemical Structure](https://via.placeholder.com/20x20)
  - Reactants:
    - 1,2-dichloro-3-methylpentane
    - Sodium Amide (NaNH<sub>2</sub>), Ammonia (NH<sub>3</sub>, l)
  - Reaction Scheme:
    \[
    \begin{array}{c}
    \text{NaNH}_2, \text{NH}_3 (\text{l})
    \rightarrow
    \text{H}_2, \text{Lindlar's catalyst}
    \rightarrow
    \end{array}
    \]

- **Option 4:**
  ![Chemical Structure](https://via.placeholder.com/20x20)
  - Reactants:
    - 3-hexene
    - 1. Chlorine (Cl<sub>2</sub>), carbon tetrachloride (CCl<sub>4</sub>)
    - 2. Sodium Amide (NaNH<sub>2</sub>), Ammonia (NH<sub>3</sub>, l)
  - Reaction Scheme:
    \[
    \begin{array}{c
Transcribed Image Text:**Question 9 of 20** **Which of the following methods is best suited as a high-yield synthesis of 2-methyl-3-hexyne?** - **Option 1:** ![Chemical Structure](https://via.placeholder.com/20x20) - Reactants: - 2-chloropropyne (with lithium) - Propyl bromide - Reaction Scheme: \[ \begin{array}{c} \begin{array}{cc} \text{Br} & \text{Li} \\ \end{array} \rightarrow \end{array} \] - **Option 2:** ![Chemical Structure](https://via.placeholder.com/20x20) - Reactants: - 2-methyl-3-pentyn-2-yl lithium - Ethyl bromide - Reaction Scheme: \[ \begin{array}{c} \text{CH}_3\text{CH}_2\text{Br} \rightarrow \end{array} \] - **Option 3:** ![Chemical Structure](https://via.placeholder.com/20x20) - Reactants: - 1,2-dichloro-3-methylpentane - Sodium Amide (NaNH<sub>2</sub>), Ammonia (NH<sub>3</sub>, l) - Reaction Scheme: \[ \begin{array}{c} \text{NaNH}_2, \text{NH}_3 (\text{l}) \rightarrow \text{H}_2, \text{Lindlar's catalyst} \rightarrow \end{array} \] - **Option 4:** ![Chemical Structure](https://via.placeholder.com/20x20) - Reactants: - 3-hexene - 1. Chlorine (Cl<sub>2</sub>), carbon tetrachloride (CCl<sub>4</sub>) - 2. Sodium Amide (NaNH<sub>2</sub>), Ammonia (NH<sub>3</sub>, l) - Reaction Scheme: \[ \begin{array}{c
Expert Solution
trending now

Trending now

This is a popular solution!

steps

Step by step

Solved in 3 steps with 3 images

Blurred answer
Knowledge Booster
Alkanes and Cycloalkanes
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.
Similar questions
  • SEE MORE QUESTIONS
Recommended textbooks for you
Chemistry
Chemistry
Chemistry
ISBN:
9781305957404
Author:
Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:
Cengage Learning
Chemistry
Chemistry
Chemistry
ISBN:
9781259911156
Author:
Raymond Chang Dr., Jason Overby Professor
Publisher:
McGraw-Hill Education
Principles of Instrumental Analysis
Principles of Instrumental Analysis
Chemistry
ISBN:
9781305577213
Author:
Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:
Cengage Learning
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9780078021558
Author:
Janice Gorzynski Smith Dr.
Publisher:
McGraw-Hill Education
Chemistry: Principles and Reactions
Chemistry: Principles and Reactions
Chemistry
ISBN:
9781305079373
Author:
William L. Masterton, Cecile N. Hurley
Publisher:
Cengage Learning
Elementary Principles of Chemical Processes, Bind…
Elementary Principles of Chemical Processes, Bind…
Chemistry
ISBN:
9781118431221
Author:
Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:
WILEY