a) Cycohexanone reacts with 1,3-propanediol under acid catalysis to form the cyclic acetal. Write down the reaction mechanism and explain why the use of cyclic acetals as protecting groups is preferred over open- chain acetals. b) Eugenol (see below) is made from cloves. Give the structural formulas of the products

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
Chapter7: Alkynes
Section: Chapter Questions
Problem 7.26P
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a) Cycohexanone reacts with 1,3-propanediol
under acid catalysis to form the cyclic acetal.
Write down the reaction mechanism and
explain why the use of cyclic acetals as
protecting groups is preferred over open-
chain acetals.
b) Eugenol (see below) is made from cloves.
Give the structural formulas of the products
which are formed after reaction of eugenol
with i) BH3, then H2O2 / NaOH or after
reaction with ii) acetic anhydride.
OH
Eugenol
Transcribed Image Text:a) Cycohexanone reacts with 1,3-propanediol under acid catalysis to form the cyclic acetal. Write down the reaction mechanism and explain why the use of cyclic acetals as protecting groups is preferred over open- chain acetals. b) Eugenol (see below) is made from cloves. Give the structural formulas of the products which are formed after reaction of eugenol with i) BH3, then H2O2 / NaOH or after reaction with ii) acetic anhydride. OH Eugenol
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