Chapter 16: Q74P (page 795)
List three different sets of reagents (each set consisting of a carbonyl compound and a Grignard reagent) that could be used to prepare each of the following tertiary alcohols

Short Answer
a)

b)

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Chapter 16: Q74P (page 795)
List three different sets of reagents (each set consisting of a carbonyl compound and a Grignard reagent) that could be used to prepare each of the following tertiary alcohols

a)

b)

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Question:Show how each of the following compounds could be prepared from the given starting material. Each requires a protecting group.



What products are obtained from the reaction of the following compounds with LiAlH4 followed by treatment with dilute acid?
a. ethyl butanoate
b. benzoic acid
c. methyl benzoate
d. pentanoic acid
Why are numbers not used to designate the position of the functional group in propanone and butanedione?
When trichloroacetaldehyde is dissolved in water, almost all of it is converted to the hydrate. Chloral hydrate, the product of the reaction, is a sedative that can be lethal. A cocktail laced with it is known—in detective novels, at least—as a "Mickey Finn." Explain why an aqueous solution of trichloroacetaldehyde is almost all hydrate.

Question: What are the products of the following reactions? (A trace amount of acid is present in each case.)
a. cyclopentanone + ethylamine
b. cyclopentanone + diethylamine
c. acetophenone + hexylamine
d. acetophenone + cyclohexylamine
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