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In the formation of the following ether, which reaction is preferred and why? NOC NEOCH, CH,OH O Reaction A is preferred over reaction B because the smaller methyl lodide would make a better S2 substrate. O Reaction B would be preferred because lodine is a better leaving group for the Su1 reaction. O There is no difference in these two reactions, they would give approximately the same yields. O Reaction A is preferred because the formation of the carbocation would be stabilized in the benzylic position. O Reaction B is preferred because the oxidation step works best for primary alcohols.

In the formation of the following ether, which reaction is preferred and why? NOC NEOCH, CH,OH O Reaction A is preferred over reaction B because the smaller methyl lodide would make a better S2 substrate. O Reaction B would be preferred because lodine is a better leaving group for the Su1 reaction. O There is no difference in these two reactions, they would give approximately the same yields. O Reaction A is preferred because the formation of the carbocation would be stabilized in the benzylic position. O Reaction B is preferred because the oxidation step works best for primary alcohols.

Organic Chemistry
Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter24: Catalytic Carbon-carbon Bond Formation
Section: Chapter Questions
Problem 24.9P
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In the formation of the following ether, which reaction is preferred and why? NOCH CH NEOCH, CH,OH O Reaction A is preferred over reaction B because the smaller methyl iodide would make a better S2 substrate O Reaction B would be preferred because lodine is a better leaving group for the S1 reaction. O There is no difference in these two reactions, they would give appraximately the same yields. O Reaction A is preferred because the formation of the carbocation would be stabilized in the benzylic position. Reaction B is preferred because the oxidation step works best for primary alcohols.
Transcribed Image Text:In the formation of the following ether, which reaction is preferred and why? NOCH CH NEOCH, CH,OH O Reaction A is preferred over reaction B because the smaller methyl iodide would make a better S2 substrate O Reaction B would be preferred because lodine is a better leaving group for the S1 reaction. O There is no difference in these two reactions, they would give appraximately the same yields. O Reaction A is preferred because the formation of the carbocation would be stabilized in the benzylic position. Reaction B is preferred because the oxidation step works best for primary alcohols.
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