Step 3: If excess alcohol is present in the hemiacetal, the hemiacetal can be further converted to an acetal product, but only in the presence of acid. R₁ R2 R3OH, H+ HO R₁ X OR3 R3OH, H+ R30 OR3 + H₂O R₁ R₂ R₂ acetal hemiacetal Why is acid required? The alkoxy group in the hemiacetal must first be converted into a good leaving group. Acid stabilizes the product. Acid stabilizes the hemiacetal, making it more reactive. The hydroxy group in the hemiacetal must first be converted into a good leaving group.

Step 3: If excess alcohol is present in the hemiacetal, the hemiacetal can be further converted to an acetal product, but only in the presence of acid. R₁ R2 R3OH, H+ HO R₁ X OR3 R3OH, H+ R30 OR3 + H₂O R₁ R₂ R₂ acetal hemiacetal Why is acid required? The alkoxy group in the hemiacetal must first be converted into a good leaving group. Acid stabilizes the product. Acid stabilizes the hemiacetal, making it more reactive. The hydroxy group in the hemiacetal must first be converted into a good leaving group.

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter22: Carbonyl Alpha-substitution Reactions

Section22.SE: Something Extra

Problem 64AP: The key step in a reported laboratory synthesis of sativene, a hydrocarbon isolated from the mold...

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