Propose an efficient synthesis for the following transformation: Br re-re The transformation above can be performed with some reagent or combination of the reagents listed below. Give the necessary reagents 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. PCC or DMP D. H3O*, heat G. Na₂Cr₂O7, H₂SO4, H₂O J. SOCI₂ B. 1); 2) H30+ E. excess CH3NH₂ H. NaCN K. Mg C. [H*], EtOH F. 1) Et₂CuLi; 2) H3O+ I. 1) CO₂; 2) H3O+ L. 1) EtMgBr; 2) H3O+
Propose an efficient synthesis for the following transformation: Br re-re The transformation above can be performed with some reagent or combination of the reagents listed below. Give the necessary reagents 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. PCC or DMP D. H3O*, heat G. Na₂Cr₂O7, H₂SO4, H₂O J. SOCI₂ B. 1); 2) H30+ E. excess CH3NH₂ H. NaCN K. Mg C. [H*], EtOH F. 1) Et₂CuLi; 2) H3O+ I. 1) CO₂; 2) H3O+ L. 1) EtMgBr; 2) H3O+
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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![**Propose an Efficient Synthesis for the Following Transformation:**
The chemical transformation involves converting a bromide-containing compound into a ketone. The transformation can be performed using some combination of the reagents listed below. Provide the necessary reagents 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.
**Reagents List:**
- **A.** PCC or DMP
- **B.** 1) Epoxide; 2) \( \text{H}_3\text{O}^+ \)
- **C.** [H\(^{+}\)], EtOH
- **D.** \( \text{H}_3\text{O}^+ \), heat
- **E.** Excess \( \text{CH}_3\text{NH}_2 \)
- **F.** 1) \( \text{Et}_2\text{CuLi} \); 2) \( \text{H}_3\text{O}^+ \)
- **G.** \( \text{Na}_2\text{Cr}_2\text{O}_7, \text{H}_2\text{SO}_4, \text{H}_2\text{O} \)
- **H.** \( \text{NaCN} \)
- **I.** 1) \( \text{CO}_2 \); 2) \( \text{H}_3\text{O}^+ \)
- **J.** \( \text{SOCl}_2 \)
- **K.** \( \text{Mg} \)
- **L.** 1) \( \text{EtMgBr} \); 2) \( \text{H}_3\text{O}^+ \)](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F9156f8b7-4f51-47ca-9489-d1b49d440928%2F6cbb9e9d-1b27-49e4-8edf-90834b35c90c%2Furjg9l_processed.png&w=3840&q=75)
Transcribed Image Text:**Propose an Efficient Synthesis for the Following Transformation:**
The chemical transformation involves converting a bromide-containing compound into a ketone. The transformation can be performed using some combination of the reagents listed below. Provide the necessary reagents 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.
**Reagents List:**
- **A.** PCC or DMP
- **B.** 1) Epoxide; 2) \( \text{H}_3\text{O}^+ \)
- **C.** [H\(^{+}\)], EtOH
- **D.** \( \text{H}_3\text{O}^+ \), heat
- **E.** Excess \( \text{CH}_3\text{NH}_2 \)
- **F.** 1) \( \text{Et}_2\text{CuLi} \); 2) \( \text{H}_3\text{O}^+ \)
- **G.** \( \text{Na}_2\text{Cr}_2\text{O}_7, \text{H}_2\text{SO}_4, \text{H}_2\text{O} \)
- **H.** \( \text{NaCN} \)
- **I.** 1) \( \text{CO}_2 \); 2) \( \text{H}_3\text{O}^+ \)
- **J.** \( \text{SOCl}_2 \)
- **K.** \( \text{Mg} \)
- **L.** 1) \( \text{EtMgBr} \); 2) \( \text{H}_3\text{O}^+ \)
![**Proposed Synthesis for Given Chemical Transformation:**
**Transformation Description:**
The task is to propose an efficient synthesis for converting a bromocyclohexane compound on the left to a carboxylic acid-ester compound on the right.
**Reagents:**
A. PCC or DMP
B. NaCN
C. [H⁺], EtOH
D. H₃O⁺, heat
E. Excess CH₃NH₂
F. 1) Et₂CuLi; 2) H₃O⁺
G. Na₂Cr₂O₇, H₂SO₄, H₂O
H. 1) LiAlH₄; 2) H₃O⁺
I. 1) CO₂; 2) H₃O⁺
J. NBS, heat
K. Mg
L. 1) EtMgBr; 2) H₃O⁺
**Instructions:**
To propose a synthesis pathway, select the correct sequence of reagent letters and write them as a string of letters without spaces or punctuation (e.g., "EBF"). If more than one solution is correct, provide only one.
**Note:** The goal is to identify the reagents that would first convert the bromide group to a functional group capable of forming the ester, and then proceed to complete the synthesis to the final product shown.](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F9156f8b7-4f51-47ca-9489-d1b49d440928%2F6cbb9e9d-1b27-49e4-8edf-90834b35c90c%2Fwh69yoc_processed.png&w=3840&q=75)
Transcribed Image Text:**Proposed Synthesis for Given Chemical Transformation:**
**Transformation Description:**
The task is to propose an efficient synthesis for converting a bromocyclohexane compound on the left to a carboxylic acid-ester compound on the right.
**Reagents:**
A. PCC or DMP
B. NaCN
C. [H⁺], EtOH
D. H₃O⁺, heat
E. Excess CH₃NH₂
F. 1) Et₂CuLi; 2) H₃O⁺
G. Na₂Cr₂O₇, H₂SO₄, H₂O
H. 1) LiAlH₄; 2) H₃O⁺
I. 1) CO₂; 2) H₃O⁺
J. NBS, heat
K. Mg
L. 1) EtMgBr; 2) H₃O⁺
**Instructions:**
To propose a synthesis pathway, select the correct sequence of reagent letters and write them as a string of letters without spaces or punctuation (e.g., "EBF"). If more than one solution is correct, provide only one.
**Note:** The goal is to identify the reagents that would first convert the bromide group to a functional group capable of forming the ester, and then proceed to complete the synthesis to the final product shown.
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