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The following transformation occurs through a 6-step sequence. Identify the correct order of reagents, from the given choices below that would yield the desired products. Note: This is an example of a common motif called the "shifting double bond" that may be of use to you in synthesis problems... ? 1. Br₂, hv 2. t-buOK 1. Br₂, hv 2. t-buOK 3, HBr 4. t-buOK 3. HBr, H₂O2 3. HBr 4. t-buOK 4. t-buOK 5. 03 5. 03 6. (CH3)2S 6. (CH3)2S 5. 03 6. (CH3)2S A B O H H3C H 1. Br₂, hv 2. NaOH, 0 1. Br2, hv 2. NaOH 3. HBr, H₂O2 4. t-buOK 5. 03 6. (CH3)2S D 1.Br₂, hv 2, NaOH 3. HBr, H₂O2 4. NaOH 5. 03 6. (CH3)2S E

The following transformation occurs through a 6-step sequence. Identify the correct order of reagents, from the given choices below that would yield the desired products. Note: This is an example of a common motif called the "shifting double bond" that may be of use to you in synthesis problems... ? 1. Br₂, hv 2. t-buOK 1. Br₂, hv 2. t-buOK 3, HBr 4. t-buOK 3. HBr, H₂O2 3. HBr 4. t-buOK 4. t-buOK 5. 03 5. 03 6. (CH3)2S 6. (CH3)2S 5. 03 6. (CH3)2S A B O H H3C H 1. Br₂, hv 2. NaOH, 0 1. Br2, hv 2. NaOH 3. HBr, H₂O2 4. t-buOK 5. 03 6. (CH3)2S D 1.Br₂, hv 2, NaOH 3. HBr, H₂O2 4. NaOH 5. 03 6. (CH3)2S E

Organic Chemistry: A Guided Inquiry
Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter25: Enolate & Enol Nucleophiles
Section: Chapter Questions
Problem 7E
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The following transformation occurs through a 6-step sequence. Identify the correct order of reagents, from the given choices below that would yield the desired products. Note: This is an example of a common motif called the "shifting double bond" that may be of use to you in synthesis problems... ? 1. Br₂, hv 2. t-buOK 1. Br₂, hv 2. t-buOK 3, HBr 4. t-buOK 3. HBr, H₂O2 3. HBr 4. t-buOK 4. t-buOK 5. 03 5. 03 6. (CH3)2S 6. (CH3)2S 5. 03 6. (CH3)2S A B O H H3C H 1. Br₂, hv 2. NaOH, 0 1. Br2, hv 2. NaOH 3. HBr, H₂O2 4. t-buOK 5. 03 6. (CH3)2S D 1.Br₂, hv 2, NaOH 3. HBr, H₂O2 4. NaOH 5. 03 6. (CH3)2S E
Transcribed Image Text:The following transformation occurs through a 6-step sequence. Identify the correct order of reagents, from the given choices below that would yield the desired products. Note: This is an example of a common motif called the "shifting double bond" that may be of use to you in synthesis problems... ? 1. Br₂, hv 2. t-buOK 1. Br₂, hv 2. t-buOK 3, HBr 4. t-buOK 3. HBr, H₂O2 3. HBr 4. t-buOK 4. t-buOK 5. 03 5. 03 6. (CH3)2S 6. (CH3)2S 5. 03 6. (CH3)2S A B O H H3C H 1. Br₂, hv 2. NaOH, 0 1. Br2, hv 2. NaOH 3. HBr, H₂O2 4. t-buOK 5. 03 6. (CH3)2S D 1.Br₂, hv 2, NaOH 3. HBr, H₂O2 4. NaOH 5. 03 6. (CH3)2S E
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