Chapter 7: Q36P (page 315)
Draw the mechanism for the following reaction
Addition of Br2 to the triple bond in the presence of H2O forms an enol that immediately tautomerizes to a ketone.
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What is the major product of the reaction of 1 mol of propyne with each of the following reagents?
a.HBr (1 mol)
b.HBr (2 mol)
c.Br2(1 mol)/CH2Cl2
d.Br2 (2 mol)/CH2Cl2
e.aqueous H2SO4, HgSO4
f.R2BH in THF followed byH2O2/HO- /H2O
g.excess H2, Pd/C
h.H2/Lindlar catalyst
i.sodium amide
j.the product of part i followed by1-chloropropane
Rank the following in order from strongest base to weakest base:
Only one alkyne forms an aldehyde when it undergoes the mercuric-ion-catalyzed addition of water. Identify the alkyne.
Draw a condensed structure for each of the following:
a.2-hexyne
b.5-ethyl-3-octyne
c.methylacetylene
d.vinylacetylene
e.methoxyethyne
f.sec-butyl-tert-butylacetylene
g.1-bromo-1-pentyne
h.5-methyl-2-cyclohexenol
i.diethylacetylene
j.di-tert-butylacetylene
k.cyclopentylacetylene
l. 5,6-dimethyl-2-heptyne
Draw the structures and give the common and systematic names for the seven alkynes with molecular formula C6H10.
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