문제 2
Calculate the oxidation numbers for each indicated atom in norethindrone, a steroid contraceptive.
문제 3
Rank the reactivity of the following anions with a general electrophile from least to most reactive.
문제 4
Would amide or acetate most easily deprotonate an alcohol to make the alkoxide anion? Calculate Keq for each possibility.
문제 5
The following reaction gives two different constitutional isomers in nearly equal yields. Why doesn't this reaction produce only one product?
문제 6a
Identify the following alkynes as terminal (T), internal/symmetrical (IS), or internal/unsymmetrical (IU).
(a)
문제 6c
Identify the following alkynes as terminal (T), internal/symmetrical (IS), or internal/unsymmetrical (IU).
(c)
문제 6f
Identify the following alkynes as terminal (T), internal/symmetrical (IS), or internal/unsymmetrical (IU).
(f)
문제 7
Draw all internal symmetrical alkynes with the molecular formula C10H18.
문제 7.19
The following reaction was recently reported to have been performed electrochemically.
(a) Identify the reagent and a solvent that could have been used if this reaction was done traditionally.
(b) What safety and environmental hazards are improved or worsened when doing this reaction electrochemically?
문제 8b
Provide the IUPAC names for the following alkynes.
(b)
문제 9a
Draw the structures that correspond to the following IUPAC names.
(a) (R)-4-isopropyl-6-methylhept-2-yne
문제 9c
Draw the structures that correspond to the following IUPAC names.
(c) (S)-3-fluoropent-1-yne
문제 10c
Provide the IUPAC name for the following molecules.
(c)
문제 11b
Draw the structures that correspond to the following names.
(b) (3Z,8S)-8-ethyl-3-methylundec-3-en-6-yne
문제 11c
Draw the structures that correspond to the following names.
(c) (Z)-2-chloro-7-methyloct-2-en-4-yne
문제 12
Draw the molecular orbital picture of but-2-yne.
문제 13
Which of the following would be expected to give a hotter flame during combustion? Explain.
문제 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
문제 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
문제 15c
Calculate for the following acid–base reactions. Which is the best base to use to deprotonate acetylene and make the acetylide anion?
(c)
문제 16
Using pKa values, calculate an approximate Keq value for the following substitution reaction.
문제 17a
Estimate the Keq for the following reactions based on the stability of the anions involved.
(a)
문제 17b
Estimate the Keq for the following reactions based on the stability of the anions involved.
(b)
문제 17c
Estimate the Keq for the following reactions based on the stability of the anions involved.
(c)
문제 18
Draw a transition state for the following substitution reaction.
문제 19a
Predict the product of the following acetylide alkylations.
(a)
문제 19c
Predict the product of the following acetylide alkylations.
(c)
문제 20a
Suggest reagents you might use to generate the product from the given reactant.
(a)
문제 20b
Suggest reagents you might use to generate the product from the given reactant.
(b)
문제 20c
Suggest reagents you might use to generate the product from the given reactant.
(c)
Ch. 10 - Alkynes: Electrophilic Addition and Redox Reactions
