Complete the synthesis by selecting the reagents necessary for the final transformation shown. ? H- -H 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 B с 1-bromohexane NaNH2 t-BuOK D E F 1-bromobutane H₂, Lindlar's cat. Br2, hv G H I HBr, ROOR H2, Pt xs HBr
Complete the synthesis by selecting the reagents necessary for the final transformation shown. ? H- -H 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 B с 1-bromohexane NaNH2 t-BuOK D E F 1-bromobutane H₂, Lindlar's cat. Br2, hv G H I HBr, ROOR H2, Pt xs HBr
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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#### Reactants and Products:
The starting material is an alkyne (H-C≡C-H), and the target product is a cyclohexane ring with two hexyl side chains.
#### Available Reagents:
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:** 1-bromohexane
- **B:** NaNH₂
- **C:** t-BuOK
- **D:** 1-bromobutane
- **E:** H₂, Lindlar's catalyst
- **F:** Br₂, hv
- **G:** HBr, ROOR
- **H:** H₂, Pt
- **I:** xs HBr
#### Instructions:
Select the reagents necessary for the final transformation and provide the string of letters corresponding to the correct order of reagents.
Example Answer Format:
- If the correct reagents are 1-bromobutane, NaNH₂, and Br₂, hv, your answer should be "DBF".
#### Explanation of Reagents:
- **1-bromohexane (A):** An alkyl halide used for alkylation.
- **NaNH₂ (B):** A strong base used for deprotonation, particularly in the generation of acetylide anions.
- **t-BuOK (C):** A strong, non-nucleophilic base useful in elimination reactions.
- **1-bromobutane (D):** An alkyl halide used for alkylation.
- **H₂, Lindlar's catalyst (E):** Used for the partial reduction of alkynes to cis-alkenes.
- **Br₂, hv (F):** Used for bromination under radical conditions.
- **HBr, ROOR (G):** Radical addition of HBr in the presence of peroxides follows anti-Markovnikov addition.
- **H₂, Pt (H):** Catalytic hydrogenation used for the complete reduction of alkenes/alkynes to](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F4167b07b-ab2c-42e3-ab89-9f12261de975%2Fefa3ae12-eff0-4140-a88c-91ca0525a0cf%2Fxy7gqo_processed.png&w=3840&q=75)
Transcribed Image Text:### Organic Chemistry Transformation Problem
#### Problem Statement:
Complete the synthesis by selecting the reagents necessary for the final transformation shown below:

#### Reactants and Products:
The starting material is an alkyne (H-C≡C-H), and the target product is a cyclohexane ring with two hexyl side chains.
#### Available Reagents:
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:** 1-bromohexane
- **B:** NaNH₂
- **C:** t-BuOK
- **D:** 1-bromobutane
- **E:** H₂, Lindlar's catalyst
- **F:** Br₂, hv
- **G:** HBr, ROOR
- **H:** H₂, Pt
- **I:** xs HBr
#### Instructions:
Select the reagents necessary for the final transformation and provide the string of letters corresponding to the correct order of reagents.
Example Answer Format:
- If the correct reagents are 1-bromobutane, NaNH₂, and Br₂, hv, your answer should be "DBF".
#### Explanation of Reagents:
- **1-bromohexane (A):** An alkyl halide used for alkylation.
- **NaNH₂ (B):** A strong base used for deprotonation, particularly in the generation of acetylide anions.
- **t-BuOK (C):** A strong, non-nucleophilic base useful in elimination reactions.
- **1-bromobutane (D):** An alkyl halide used for alkylation.
- **H₂, Lindlar's catalyst (E):** Used for the partial reduction of alkynes to cis-alkenes.
- **Br₂, hv (F):** Used for bromination under radical conditions.
- **HBr, ROOR (G):** Radical addition of HBr in the presence of peroxides follows anti-Markovnikov addition.
- **H₂, Pt (H):** Catalytic hydrogenation used for the complete reduction of alkenes/alkynes to
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