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Bruice 8th EditionCh. 16 - Reactions of Aldehydes and Ketones More Reactions of Carboxylic Acid DerivativesProblem 65a
Identify A through O:
Problem 65b
Identify A through O:
Problem 65c
Identify A through O:
Problem 65d
Identify A through O:
Problem 65e
Identify A through O:
Problem 65f
Identify A through O:
Problem 65g
Identify A through O:
Problem 65h
Identify A through O:
Problem 66e,f
What are the products of the following reactions?
e.
f.
Problem 66i
What are the products of the following reactions?
i.
Problem 66j
What are the products of the following reactions?
j.
Problem 67
The only organic compound obtained when compound Z undergoes the following sequence of reactions gives the 1H NMR spectrum shown. Identify compound Z.
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Problem 68a
Propose a mechanism for each of the following reactions:
a.
Problem 68b
Propose a mechanism for each of the following reactions:
b.
Problem 69
How many signals would the product of the following reaction show in
a. its 1H NMR spectrum?
b. its 13C NMR spectrum?
Problem 70
Fill in the boxes with the appropriate reagents:
Problem 71
Rank the following compounds from most reactive to least reactive toward nucleophilic addition:
Problem 72a
How could you convert N-methylbenzamide to the following compounds?
a. N-methylbenzylamine
Problem 72b
How could you convert N-methylbenzamide to the following compounds?
b. benzoic acid
Problem 72c
How could you convert N-methylbenzamide to the following compounds?
c. methyl benzoate
Problem 72d
How could you convert N-methylbenzamide to the following compounds?
d. benzyl alcohol
Problem 73c,d
What are the products of the following reactions? Show all stereoisomers that are formed.
c.
d.
Problem 74a
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.
Problem 74b
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:
b.
Problem 75a,b
What product is formed when 3-methyl-2-cyclohexenone reacts with each of the following reagents?
a. CH3MgBr followed by H3O+
b. (CH3CH2)2CuLi followed by H3O+
Problem 75c,d
What product is formed when 3-methyl-2-cyclohexenone reacts with each of the following reagents?
c. HBr
d. CH3CH2SH
Problem 77c,d
What is the product of each of the following reactions?
c.
d.
Problem 78a
Propose a mechanism for each of the following reactions:
a.
Problem 78b
Propose a mechanism for each of the following reactions:
b.
Problem 79b
Draw structures for A-D for each of the following:
b.
