Chapter 18: Q25. (page 950)
Propose a mechanism for the acid-catalyzed hydrolysis of cyclohexanone dimethyl acetal.
Short Answer
Dilute aqueous acid can be used for the hydrolysis of cyclohexanone dimethyl acetal. The mechanism is shown below.

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Chapter 18: Q25. (page 950)
Propose a mechanism for the acid-catalyzed hydrolysis of cyclohexanone dimethyl acetal.
Dilute aqueous acid can be used for the hydrolysis of cyclohexanone dimethyl acetal. The mechanism is shown below.

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Propose a mechanism for each cyanohydrin synthesis just shown.
Show how you would accomplish the following syntheses.
(a).
(b).
(c).
(d).
Show how the following transformations may be accomplished in good yield. You may use any additional reagents that are needed.
(a) bromobenzene → propiophenone
(b) CH3CH2CN → heptan-3-one
(c) benzoic acid → phenyl cyclopentyl ketone
(d) 1-bromo-hept-2-ene → oct-3- enal
Show how you would accomplish the following synthetic conversions by adding an organolithium reagent to an acid.

Give the structures of the carbonyl compound and the amine used to form the following imines.
(a)

(b)

(c)

(d)

(e)

(f)

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