뒤로
문제 64c
After a proton is removed from the OH group, which compound in each pair forms a cyclic ether more rapidly?
c.
문제 65a,b
Draw the products of the following intramolecular reactions:
a.
b.
문제 65c,d
Draw the products of the following intramolecular reactions:
c.
d.
문제 65e
Draw the products of the following intramolecular reactions:
e.
문제 66a
For each of the following target molecules, design a multistep synthesis to show how it can be prepared from the given starting material:
a.
문제 66b
For each of the following target molecules, design a multistep synthesis to show how it can be prepared from the given starting material:
b.
문제 66c
For each of the following target molecules, design a multistep synthesis to show how it can be prepared from the given starting material:
c.
문제 66d
For each of the following target molecules, design a multistep synthesis to show how it can be prepared from the given starting material:
d.
문제 67c
What product is formed when 1-bromopropane reacts with each of the following nucleophiles?
c. CH3S−
문제 67d
What product is formed when 1-bromopropane reacts with each of the following nucleophiles?
d. HS−
문제 68e,f
Which member of each pair is a better nucleophile in methanol?
e. I− or Br−
f. Cl− or Br−
문제 69a,b
Which member in each pair in [PROBLEM 9-68] is a better leaving group?
a. H2O or HO−
b. NH3 or H2O
문제 69c,d
Which member in each pair in [PROBLEM 9-68] is a better leaving group?
c. H2O or H2S
d. HO− or HS−
문제 69e,f
Which member in each pair in [PROBLEM 9-68] is a better leaving group?
e. I− or Br−
f. Cl− or Br−
문제 70a,b
What nucleophiles would form the following compounds as a result of reacting with 1-iodobutane?
a.
b.
문제 70e,f
What nucleophiles would form the following compounds as a result of reacting with 1-iodobutane?
e.
f.
문제 70g
What nucleophiles would form the following compounds as a result of reacting with 1-iodobutane?
g.
문제 70h
What nucleophiles would form the following compounds as a result of reacting with 1-iodobutane?
h.
문제 71a,b
Explain how each of the following changes affect the rate of the reaction of 1-bromobutane with ethoxide ion in DMF.
a. The concentration of both the alkyl halide and the nucleophile are tripled.
b. The solvent is changed to ethanol.
문제 71c,d
Explain how each of the following changes affect the rate of the reaction of 1-bromobutane with ethoxide ion in DMF.
c. The alkyl halide is changed to 1-chlorobutane.
d. The alkyl halide is changed to 2-bromobutane.
문제 72
Explain how the following changes affect the rate of the reaction of 2-bromo-2-methylbutane with methanol:
a. The alkyl halide is changed to 2-chloro-2-methylbutane.
b. The alkyl halide is changed to 2-chloro-3-methylbutane.
문제 73a
Starting with cyclohexene, how can the following compounds be prepared?
a. methoxycyclohexane
문제 73b
Starting with cyclohexene, how can the following compounds be prepared?
b. cyclohexylmethylamine
문제 73c
Starting with cyclohexene, how can the following compounds be prepared?
c. dicyclohexyl ether
문제 74a
Rank the following species in each set from best nucleophile to poorest nucleophile.
a.
문제 74b
Rank the following species in each set from best nucleophile to poorest nucleophile.
b.
문제 74c,d
Rank the following species in each set from best nucleophile to poorest nucleophile.
c. H2O and NH3 in methanol
d. Br−, Cl−, I− in methanol
문제 75
The pKa of acetic acid in water is 4.76. What effect will a decrease in the polarity of the solvent have on the pKa? Why?
문제 76
a. Identify the substitution products that form when 2-bromo-2-methylpropane is dissolved in a mixture of 80% ethanol and 20% water.
b. Explain why the same products are obtained when 2-chloro-2-methylpropane is dissolved in a mixture of 80% ethanol and 20% water.
문제 77a,b
Draw the substitution products for each of the following reactions; if the products can exist as stereoisomers, show what stereoisomers are obtained:
a. (R)-2-bromopentane+CH3O−
b. (R)-3-bromo-3-methylheptane+CH3OH
