What series of reagents could be used to carry out the conversion shown? CN SO3H O 1 CH3CH₂CI/AIC13: 2. NBS: 3. NaCN; 4. fuming H₂SO4 O 1 CH3CH₂CI/AICl3: 2. NBS: 3. fuming H₂S04; 4. NaCN 1. Fuming H₂SO4: 2. NBS, heat: 3. NaCN: 4. CH3CH₂CI/AICI3 1. Furning H₂504: 2. NBS, heat: 3. CH3CH₂CI/AICI3: 4. NaCN; 1. CH3CH2CI/AICI3: 2. fuming H₂SO4, heat; 3. NBS, heat; 4. NaCN

Organic Chemistry
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ISBN:9781305080485
Author:John E. McMurry
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Chapter22: Carbonyl Alpha-substitution Reactions
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Problem 64AP: The key step in a reported laboratory synthesis of sativene, a hydrocarbon isolated from the mold...
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What series of reagents could be used to carry out the conversion shown?
CN
SO3H
O1 CH3CH₂CI/AICI3: 2. NBS; 3. NaCN; 4. fuming H₂SO4
O 1 CH3CH₂CI/AICl3: 2. NBS: 3. fuming H₂SO4: 4. NaCN
1. Fuming H₂SO4: 2. NBS, heat; 3. NaCN: 4. CH₂CH₂CI/AICI3
01 Furning H₂S04: 2. NBS, heat: 3. CH3CH₂CI/AICI3: 4. NaCN;
1.CH3CH2CI/AICI3: 2. fuming H₂SO4, heat; 3. NBS, heat; 4. NaCN
Transcribed Image Text:What series of reagents could be used to carry out the conversion shown? CN SO3H O1 CH3CH₂CI/AICI3: 2. NBS; 3. NaCN; 4. fuming H₂SO4 O 1 CH3CH₂CI/AICl3: 2. NBS: 3. fuming H₂SO4: 4. NaCN 1. Fuming H₂SO4: 2. NBS, heat; 3. NaCN: 4. CH₂CH₂CI/AICI3 01 Furning H₂S04: 2. NBS, heat: 3. CH3CH₂CI/AICI3: 4. NaCN; 1.CH3CH2CI/AICI3: 2. fuming H₂SO4, heat; 3. NBS, heat; 4. NaCN
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