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문제 1b
In each case, circle the stronger nucleophile.
(b)
문제 1c
In each case, circle the stronger nucleophile.
(c)
문제 1d
In each case, circle the stronger nucleophile.
(d)
문제 2a
Identify the following reactions as oxidation or reduction (based on what happens to the organic molecule).
(a)
문제 2b
Identify the following reactions as oxidation or reduction (based on what happens to the organic molecule).
(b)
문제 2c
Identify the following reactions as oxidation or reduction (based on what happens to the organic molecule).
(c)
문제 4a
Based on the analysis you used in Assessment 17.3, which carbonyl would you expect to react most quickly with a nucleophile?
(a)
문제 4c
Based on the analysis you used in Assessment 17.3, which carbonyl would you expect to react most quickly with a nucleophile?
(c)
문제 7d
Give a structure that corresponds to the name provided.
d. E-4-oxopent-2-enal
문제 8a
Predict the product of the following aldehyde/ketone syntheses.
(a)
문제 8c
Predict the product of the following aldehyde/ketone syntheses.
(c)
문제 8d
Predict the product of the following aldehyde/ketone syntheses.
(d)
문제 9a
Predict the reagents or reactant(s) necessary to complete the following syntheses.
(a)
문제 9b
Predict the reagents or reactant(s) necessary to complete the following syntheses.
(b)
문제 9c
Predict the reagents or reactant(s) necessary to complete the following syntheses.
(c)
문제 10
Another way the preceding might be presented is to say that the minor resonance structure(s) reveal the reactivity of a molecule. Show how the minor resonance structure(s) can help us understand that the following reactions occur with the regioselectivity shown.
(a)
(b)
(c)
문제 11
Identify the bonds broken and formed in the following addition reaction.
(a) Would you expect this reaction to be favored based on entropy?
(b) Based on enthalpy [qualitatively]?
(c) Overall?
문제 12a
Classify the following nucleophiles as strong, weak, or intermediate. Would you expect each to add to a carbonyl directly or wait for a carbocation to form?
(a)
문제 12b
Classify the following nucleophiles as strong, weak, or intermediate. Would you expect each to add to a carbonyl directly or wait for a carbocation to form?
b)
문제 12d
Classify the following nucleophiles as strong, weak, or intermediate. Would you expect each to add to a carbonyl directly or wait for a carbocation to form?
(d)
문제 17a
A student, when solving the following 'predict-the-product' question, made a common mistake by writing the answer shown here. Explain why this reaction would not work as written.
문제 20a
Suggest an acetylide ion and a carbonyl that might be used to make the following products.
(a) oct-4-yn-3-ol
문제 20b
Suggest an acetylide ion and a carbonyl that might be used to make the following products.
(b) 2,6-dimethylhept-3-yn-2-ol
문제 20c
Suggest an acetylide ion and a carbonyl that might be used to make the following products.
(c) 5-phenylhex-2-yn-1-ol
문제 22a
Suggest a carbonyl to react with NaCN/HCN to produce the following cyanohydrins.
(a)
문제 23a
For each of the following carbonyl addition reactions, would you expect a racemic mixture or a mixture enriched in one stereoisomer? In each case, draw both possible stereoisomeric products.
(a)
문제 26a
Suggest the appropriate carbonyl and Wittig reagent to make the following alkenes.
a. (E)-7-methylnon-4-en-3-one
문제 31c
Identify the hemiacetal functional group in each of the following molecules. These molecules may not be stable enough to be the favorable product in an equilibrium reaction.
(c)
문제 32a
Provide a mechanism for the formation of the hemiacetals shown. [Only (c) is favored as written.]
(a)
문제 33a
Which of the following cyclic hemiacetals would you expect to have the highest Keq for their formation? Explain your answer.
(a)
