### Transcription for Educational Website #### Chemical Reaction Pathway The image illustrates a chemical reaction starting with a cyclohexanone derivative and explores different chemical pathways to achieve a specific product. #### Reactants and Products: - **Reactant:** The starting compound is a cyclohexanone derivative featuring a ketone group attached to a cyclohexane ring with a carbon-carbon double bond extending from the ring. - **Reaction Pathway:** - A large arrow indicates the desired transformation from the reactant to the product. - **Product:** The product is another cyclohexanone derivative, but with an additional ethyl group replacing the previous double bond position. #### Potential Reaction Conditions: Five different sets of reagents (A to E) are considered for the transformation from the initial reactant to the desired product: 1. **Option A:** - Reagents: - 1) Sodium borohydride (NaBH₄) - 2) Acidic workup (H₃O⁺) 2. **Option B:** - Reagents: - 1) Methylmagnesium bromide (CH₃MgBr) - 2) Acidic workup (H₃O⁺) 3. **Option C:** - Reagents: - 1) Dimethyl cuprate [(CH₃)₂CuLi] - 2) Acidic workup (H₃O⁺) 4. **Option D:** - Reagents: - 1) Methyllithium (CH₃Li) - 2) Acidic workup (H₃O⁺) 5. **Option E:** - Reagents: - 1) Diethyl cuprate [(CH₃CH₂)₂CuLi] - 2) Acidic workup (H₃O⁺) The goal is to determine which set of conditions (options A, B, C, D, or E) will successfully transform the initial reactant into the specific product structure shown. The red dashed box in the diagram signifies the reaction conditions that have been successful for the desired transformation. This diagram is an excellent educational tool for understanding various synthetic pathways in organic chemistry, particularly focusing on the nuances of selecting appropriate reagents to achieve a specific chemical transformation.

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
### Transcription for Educational Website

#### Chemical Reaction Pathway

The image illustrates a chemical reaction starting with a cyclohexanone derivative and explores different chemical pathways to achieve a specific product.

#### Reactants and Products:

- **Reactant:** The starting compound is a cyclohexanone derivative featuring a ketone group attached to a cyclohexane ring with a carbon-carbon double bond extending from the ring.

- **Reaction Pathway:**
  - A large arrow indicates the desired transformation from the reactant to the product.

- **Product:** The product is another cyclohexanone derivative, but with an additional ethyl group replacing the previous double bond position.

#### Potential Reaction Conditions:

Five different sets of reagents (A to E) are considered for the transformation from the initial reactant to the desired product:

1. **Option A:**
   - Reagents: 
     - 1) Sodium borohydride (NaBH₄)
     - 2) Acidic workup (H₃O⁺)

2. **Option B:**
   - Reagents: 
     - 1) Methylmagnesium bromide (CH₃MgBr)
     - 2) Acidic workup (H₃O⁺)

3. **Option C:**
   - Reagents:
     - 1) Dimethyl cuprate [(CH₃)₂CuLi]
     - 2) Acidic workup (H₃O⁺)

4. **Option D:**
   - Reagents:
     - 1) Methyllithium (CH₃Li)
     - 2) Acidic workup (H₃O⁺)

5. **Option E:**
   - Reagents:
     - 1) Diethyl cuprate [(CH₃CH₂)₂CuLi]
     - 2) Acidic workup (H₃O⁺)

The goal is to determine which set of conditions (options A, B, C, D, or E) will successfully transform the initial reactant into the specific product structure shown. The red dashed box in the diagram signifies the reaction conditions that have been successful for the desired transformation.

This diagram is an excellent educational tool for understanding various synthetic pathways in organic chemistry, particularly focusing on the nuances of selecting appropriate reagents to achieve a specific chemical transformation.
Transcribed Image Text:### Transcription for Educational Website #### Chemical Reaction Pathway The image illustrates a chemical reaction starting with a cyclohexanone derivative and explores different chemical pathways to achieve a specific product. #### Reactants and Products: - **Reactant:** The starting compound is a cyclohexanone derivative featuring a ketone group attached to a cyclohexane ring with a carbon-carbon double bond extending from the ring. - **Reaction Pathway:** - A large arrow indicates the desired transformation from the reactant to the product. - **Product:** The product is another cyclohexanone derivative, but with an additional ethyl group replacing the previous double bond position. #### Potential Reaction Conditions: Five different sets of reagents (A to E) are considered for the transformation from the initial reactant to the desired product: 1. **Option A:** - Reagents: - 1) Sodium borohydride (NaBH₄) - 2) Acidic workup (H₃O⁺) 2. **Option B:** - Reagents: - 1) Methylmagnesium bromide (CH₃MgBr) - 2) Acidic workup (H₃O⁺) 3. **Option C:** - Reagents: - 1) Dimethyl cuprate [(CH₃)₂CuLi] - 2) Acidic workup (H₃O⁺) 4. **Option D:** - Reagents: - 1) Methyllithium (CH₃Li) - 2) Acidic workup (H₃O⁺) 5. **Option E:** - Reagents: - 1) Diethyl cuprate [(CH₃CH₂)₂CuLi] - 2) Acidic workup (H₃O⁺) The goal is to determine which set of conditions (options A, B, C, D, or E) will successfully transform the initial reactant into the specific product structure shown. The red dashed box in the diagram signifies the reaction conditions that have been successful for the desired transformation. This diagram is an excellent educational tool for understanding various synthetic pathways in organic chemistry, particularly focusing on the nuances of selecting appropriate reagents to achieve a specific chemical transformation.
Expert Solution
Step 1: Interpretation of question

In alpha beta unsaturated carbonyl compound there is two type of nucleophilic addition occur one is 1,2 addition and other is 1,4 addition.

-> Hard nucleophile gives nucleophilic addition at 1,2 position whereas soft nucleophile gives nucleophilic addition at 1,4 position.

-> Grignard reagents( organomagnisium) are hard nucleophile whereas Gilman reagents( organocuprates) are soft nucleophile.



steps

Step by step

Solved in 3 steps with 1 images

Blurred answer
Knowledge Booster
Photochemistry
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.
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