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문제 28a
Draw the products of the following reactions:
a.
문제 28b
Draw the products of the following reactions:
b.
문제 29a
Which of the following esters cannot undergo a Claisen condensation?
문제 31c
Show how each of the following compounds can be prepared from methyl phenyl ketone:
c.
문제 32
Write the mechanism for the reaction of a 1,7-diester with an alkoxide ion to form a cyclic b-keto ester.
문제 34
Can 2,4-pentanedione undergo an intramolecular aldol addition? If so, why? If not, why not?
문제 35a
Draw the product of the reaction of each of the following compounds with a base:
a.
문제 35b
Draw the product of the reaction of each of the following compounds with a base:
b.
문제 35c
Draw the product of the reaction of each of the following compounds with a base:
c.
문제 35d
Draw the product of the reaction of each of the following compounds with a base:
d.
문제 36a
Draw the product obtained by heating each pair of ketones in a basic solution.
a.
문제 36b
Draw the product obtained by heating each pair of ketones in a basic solution.
b.
문제 37a
What two carbonyl compounds are needed to synthesize each of the following compounds, using a Robinson annulation?
a.
문제 38a,b
Which of the following compounds will decarboxylate when heated?
a.
b.
문제 38c,d,e
Which of the following compounds will decarboxylate when heated?
문제 39a,b
What alkyl bromide(s) should be used in the malonic ester synthesis of each of the following carboxylic acids?
a. propanoic acid
b. 2-methylpropanoic acid
문제 40c
Explain why the following carboxylic acids cannot be prepared by a malonic ester synthesis:
c.
문제 41a
What alkyl bromide should be used in the acetoacetic ester synthesis of each of the following methyl ketones? a. 2-pentanone
문제 41b
What alkyl bromide should be used in the acetoacetic ester synthesis of each of the following methyl ketones? b. 2-octanone
문제 41c
What alkyl bromide should be used in the acetoacetic ester synthesis of each of the following methyl ketones? c. 4-phenyl-2-butanone
문제 43b
Design a synthesis for each of the following compounds using the given starting material:
b.
문제 43d
Design a synthesis for each of the following compounds using the given starting material:
d.
문제 48a
Draw a structure for each of the following:
a. ethyl acetoacetate
문제 48b
Draw a structure for each of the following:
b. a-methylmalonic acid
문제 48c
Draw a structure for each of the following:
c. a β-keto ester
문제 48d
Draw a structure for each of the following: d. the enol tautomer of cyclopentanone
문제 49a
Draw the products of the following reactions:
a. diethyl heptanedioate: (1) sodium ethoxide; (2) HCl
문제 49b
Draw the products of the following reactions: b. pentanoic acid + PBr3 + Br2, followed by hydrolysis
문제 49c
Draw the products of the following reactions:
c. acetone + LDA/THF: (1) slow addition of ethyl acetate; (2) HCl
문제 49e
Draw the products of the following reactions: e. diethyl malonate: (1) sodium ethoxide; (2) isobutyl bromide; (3) HCl, H2O + heat
