Propose an efficient synthesis for the following transformation: The transformation above can be performed with some reagent or combination of the reagents listed below. Give the necessary reagent(s) in the correct order, as a string of letters (without spaces or punctuation, such as "EBF"). If there is more than one correct solution, provide just one answer. A в D t-BUOK 1) MeMgBr; 2) H3O* NazCr207, H2SO4. H2O NaOH E F G H H2, Lindlar's cat. 1) O3; 2) DMS TSCI, py dilute H2SO4 K L 1) LIAIH4: 2) HaО* DMP or PCC 1) EtMgBr; 2) H3o+ 1) ВHз-THF; 2) H202, NaOH

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
icon
Concept explainers
Question
**Synthesis Pathway Proposal for Organic Transformation:**

**Objective:**
Identify the appropriate sequence of reagents to convert the starting organic compound (3-chloropropane) into the target alcohol (butan-2-one).

**Substrate and Product:**
- **Starting Material:** A chlorinated hydrocarbon.
- **Target Molecule:** A ketone.

**Instructions:**
Select the correct reagents from the list below to achieve the transformation. Write the chosen reagents as a string of letters (e.g., "EBF") without spaces or punctuation.

**Reagents List:**

**A**: t-BuOK  
**B**: 1) MeMgBr; 2) H₃O⁺  
**C**: Na₂Cr₂O₇, H₂SO₄, H₂O  
**D**: NaOH  
**E**: H₂, Lindlar's cat.  
**F**: 1) O₃; 2) DMS  
**G**: TsCl, py  
**H**: dilute H₂SO₄  
**I**: 1) LiAlH₄; 2) H₃O⁺  
**J**: DMP or PCC  
**K**: 1) EtMgBr; 2) H₃O⁺  
**L**: 1) BH₃∙THF; 2) H₂O₂, NaOH  

**Answer:**
Enter the sequence of letters corresponding to the reagents that correctly transform the starting material to the final product in the provided box.
Transcribed Image Text:**Synthesis Pathway Proposal for Organic Transformation:** **Objective:** Identify the appropriate sequence of reagents to convert the starting organic compound (3-chloropropane) into the target alcohol (butan-2-one). **Substrate and Product:** - **Starting Material:** A chlorinated hydrocarbon. - **Target Molecule:** A ketone. **Instructions:** Select the correct reagents from the list below to achieve the transformation. Write the chosen reagents as a string of letters (e.g., "EBF") without spaces or punctuation. **Reagents List:** **A**: t-BuOK **B**: 1) MeMgBr; 2) H₃O⁺ **C**: Na₂Cr₂O₇, H₂SO₄, H₂O **D**: NaOH **E**: H₂, Lindlar's cat. **F**: 1) O₃; 2) DMS **G**: TsCl, py **H**: dilute H₂SO₄ **I**: 1) LiAlH₄; 2) H₃O⁺ **J**: DMP or PCC **K**: 1) EtMgBr; 2) H₃O⁺ **L**: 1) BH₃∙THF; 2) H₂O₂, NaOH **Answer:** Enter the sequence of letters corresponding to the reagents that correctly transform the starting material to the final product in the provided box.
Expert Solution
trending now

Trending now

This is a popular solution!

steps

Step by step

Solved in 2 steps with 2 images

Blurred answer
Knowledge Booster
Ethers
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