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Problem 9c
Draw the structures that correspond to the following IUPAC names.
(c) (S)-3-fluoropent-1-yne
Problem 10c
Provide the IUPAC name for the following molecules.
(c)
Problem 11b
Draw the structures that correspond to the following names.
(b) (3Z,8S)-8-ethyl-3-methylundec-3-en-6-yne
Problem 11c
Draw the structures that correspond to the following names.
(c) (Z)-2-chloro-7-methyloct-2-en-4-yne
Problem 12
Draw the molecular orbital picture of but-2-yne.
Problem 13
Which of the following would be expected to give a hotter flame during combustion? Explain.
Problem 15a
Calculate Keq for the following acid–base reactions. Which is the best base to use to deprotonate acetylene and make the acetylide anion?
(a) HO- + H―C ≡ C―H ⇌ -C ≡ C―H + H2O
Problem 15b
Calculate for the following acid–base reactions. Which is the best base to use to deprotonate acetylene and make the acetylide anion?
(b) H2N- + H―C ≡ C―H ⇌ -C ≡ C―H + H3N
Problem 15c
Calculate for the following acid–base reactions. Which is the best base to use to deprotonate acetylene and make the acetylide anion?
(c)
Problem 16
Using pKa values, calculate an approximate Keq value for the following substitution reaction.
Problem 17a
Estimate the Keq for the following reactions based on the stability of the anions involved.
(a)
Problem 17b
Estimate the Keq for the following reactions based on the stability of the anions involved.
(b)
Problem 17c
Estimate the Keq for the following reactions based on the stability of the anions involved.
(c)
Problem 18
Draw a transition state for the following substitution reaction.
Problem 19a
Predict the product of the following acetylide alkylations.
(a)
Problem 19c
Predict the product of the following acetylide alkylations.
(c)
Problem 20a
Suggest reagents you might use to generate the product from the given reactant.
(a)
Problem 20b
Suggest reagents you might use to generate the product from the given reactant.
(b)
Problem 20c
Suggest reagents you might use to generate the product from the given reactant.
(c)
Problem 21a
A student provided the product of the following reactions, but made a mistake. Identify the mistake, correct the mistake, and suggest a way for the student to avoid that mistake in the future.
(a)
Problem 21b
A student provided the product of the following reactions, but made a mistake. Identify the mistake, correct the mistake, and suggest a way for the student to avoid that mistake in the future.
(b)
Problem 22a
Predict the product of the following hydrogenation reactions.
(a)
Problem 22b
Predict the product of the following hydrogenation reactions.
(b)
Problem 22c
Predict the product of the following hydrogenation reactions.
(c)
Problem 23a
Predict the product of the following hydrogenation reactions run with a poisoned catalyst.
(a)
Problem 23b
Predict the product of the following hydrogenation reactions run with a poisoned catalyst.
(b)
Problem 23c
Predict the product of the following hydrogenation reactions run with a poisoned catalyst.
(c)
Problem 24b
Hydrogenation of which alkynes would produce the following cis-alkenes?
(b)
Problem 24c
Hydrogenation of which alkynes would produce the following cis-alkenes?
(c)
Problem 25a
Predict the product of the following alkyne reductions.
(a)
