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 C H20, H2SO4. HgSO4 t-BUOK RCO3H F HCECNA Br2, hv H2, Lindlar's catalyst H2, Pd 1) O3 2) H20 1) R2BH 2) H2O2, H20
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 C H20, H2SO4. HgSO4 t-BUOK RCO3H F HCECNA Br2, hv H2, Lindlar's catalyst H2, Pd 1) O3 2) H20 1) R2BH 2) H2O2, H20
Chemistry
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ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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![### Efficient Synthesis Challenge for Organic Chemistry Students
#### Transformation Objective:
Propose an efficient synthesis to convert the given starting material (appearing as an alkyne) to the desired product (appearing as a ketone).
#### Transformation Reaction:
\[ \text{Starting Material: } \text{Alkyne (R-C≡C-R)} \rightarrow \text{Product: } \text{Ketone (R-C(=O)-R)} \]
#### Instructions:
The transformation can be performed with some reagent or a combination of the reagents listed below. Give the necessary reagent(s) in the correct order, as a sequence of letters (without spaces or punctuation, such as "EBF"). If there is more than one correct solution, provide just one answer.
#### Reagents:
- **A:** \( \text{H}_2\text{O}, \text{H}_2\text{SO}_4, \text{HgSO}_4 \)
- **B:** \( t-\text{BuOK} \)
- **C:** \( \text{RCO}_3\text{H} \)
- **D:** \( \text{HC≡CNa} \)
- **E:** \( \text{Br}_2, \text{hv} \)
- **F:** \( \text{H}_2, \text{Lindlar's catalyst} \)
- **G:** \( \text{H}_2, \text{Pd} \)
- **H:**
1. \( \text{O}_3 \)
2. \( \text{H}_2\text{O} \)
- **I:**
1. \( \text{R}_2\text{BH} \)
2. \( \text{H}_2\text{O}_2, \text{H}_2\text{O} \)
### Example Solution:
Considering the reagents provided, combine and order the ones that will lead to the required transformation yielding the target molecule effectively.
### Educational Insight:
This exercise aims to test comprehension of organic synthesis methodologies, specifically the knowledge of reagent functions and the sequence of reactions leading to the desired product. Understanding the mechanisms involved, such as hydration of alkynes to ketones under catalytic conditions, is fundamental in organic chemistry. This exercise emphasizes thinking through the reaction path and selecting the appropriate reag](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F1131871b-8c87-406d-9807-6125c8d6ca38%2Fa62f3440-97df-4033-b8f0-8f7854a03df1%2Fq49umik_processed.jpeg&w=3840&q=75)
Transcribed Image Text:### Efficient Synthesis Challenge for Organic Chemistry Students
#### Transformation Objective:
Propose an efficient synthesis to convert the given starting material (appearing as an alkyne) to the desired product (appearing as a ketone).
#### Transformation Reaction:
\[ \text{Starting Material: } \text{Alkyne (R-C≡C-R)} \rightarrow \text{Product: } \text{Ketone (R-C(=O)-R)} \]
#### Instructions:
The transformation can be performed with some reagent or a combination of the reagents listed below. Give the necessary reagent(s) in the correct order, as a sequence of letters (without spaces or punctuation, such as "EBF"). If there is more than one correct solution, provide just one answer.
#### Reagents:
- **A:** \( \text{H}_2\text{O}, \text{H}_2\text{SO}_4, \text{HgSO}_4 \)
- **B:** \( t-\text{BuOK} \)
- **C:** \( \text{RCO}_3\text{H} \)
- **D:** \( \text{HC≡CNa} \)
- **E:** \( \text{Br}_2, \text{hv} \)
- **F:** \( \text{H}_2, \text{Lindlar's catalyst} \)
- **G:** \( \text{H}_2, \text{Pd} \)
- **H:**
1. \( \text{O}_3 \)
2. \( \text{H}_2\text{O} \)
- **I:**
1. \( \text{R}_2\text{BH} \)
2. \( \text{H}_2\text{O}_2, \text{H}_2\text{O} \)
### Example Solution:
Considering the reagents provided, combine and order the ones that will lead to the required transformation yielding the target molecule effectively.
### Educational Insight:
This exercise aims to test comprehension of organic synthesis methodologies, specifically the knowledge of reagent functions and the sequence of reactions leading to the desired product. Understanding the mechanisms involved, such as hydration of alkynes to ketones under catalytic conditions, is fundamental in organic chemistry. This exercise emphasizes thinking through the reaction path and selecting the appropriate reag
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