Bruice 8th Edition
Ch. 7 - The Reactions of Alkynes • An Introduction to Multistep SynthesisProblema 20b
What are products of the following reactions?
b.
Problema 20c
What are products of the following reactions?
c.
Problema 20d
What are products of the following reactions?
d.
Problema 20e
What are products of the following reactions?
e.
Problema 20f
What are products of the following reactions?
f.
Problema 21
Which of the following bases can remove a proton from a terminal alkyne in a reaction that favors products?
Problema 22
Explain why an amide ion cannot be used to form a carbanion from an alkane in a reaction that favors products.
Problema 23
Any base whose conjugate acid has a pKa greater than ______ can remove a proton from a terminal alkyne to form an acetylide ion (in a reaction that favors products).
Problema 26a
Which carbocation is more stable?
a.
Problema 26b
Which carbocation is more stable?
b.
Problema 28b
How could the following compounds be synthesized from acetylene?
b.
Problema 28c
How could the following compounds be synthesized from acetylene?
c. CH3CH═CH2
Problema 28d
How could the following compounds be synthesized from acetylene?
d.
Problema 28e
How could the following compounds be synthesized from acetylene?
e.
Problema 29c
What is the major product obtained from the reaction of each of the following compounds with excess HCl?
c. CH3CH2C☰CCH2CH2CH3
Problema 30a,b
Draw a condensed structure for each of the following:
a. 2-hexyne
b. 5-ethyl-3-octyne
Problema 30e,f
Draw a condensed structure for each of the following:
e. methoxyethyne
f. sec-butyl-tert-butylacetylene
Problema 30g,h
Draw a condensed structure for each of the following:
g. 1-bromo-1-pentyne
h. 5-methyl-2-cyclohexenol
Problema 30i,j
Draw a condensed structure for each of the following:
i. diethylacetylene
j. di-tert-butylacetylene
Problema 30k,l
Draw a condensed structure for each of the following:
k. cyclopentylacetylene
l. 5,6-dimethyl-2-heptyne
Problema 31a,b
A student was given the structural formulas of several compounds and was asked to give them systematic names. How many did she name correctly? Correct those that are misnamed.
a. 4-ethyl-2-pentyne
b. 1-bromo-4-heptyne
Problema 31c
A student was given the structural formulas of several compounds and was asked to give them systematic names. How many did she name correctly? Correct those that are misnamed.
c. 2-methyl-3-hexyne d. 3-pentyne
Problema 32a
Identify the electrophile and the nucleophile in each of the following reaction steps. Then draw curved arrows to illustrate the bond-making and bond-breaking processes.
a.
Problema 33a
What is each compound's systematic name?
a.
Problema 33b
What is each compound's systematic name?
b.
Problema 33c
What is each compound's systematic name?
c.
Problema 33d
What is each compound's systematic name?
d.
Problema 33e,f
What is each compound's systematic name?
e.
f.
Problema 34a
What reagents should be used to carry out the following syntheses?
Problema 34b,c
What reagents should be used to carry out the following syntheses?