9.11: Additional Exercises
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10-1 Predict the product of these following reactions:
a)
b)
c)
d)
10-2 Using acetylene as the starting material, show how you would synthesize the following compounds
a)
b) but-2-yne
c)
d)
10-3 Identify the reagents needed to turn hex-1-yne into the following compounds
a) hexane
b) oct-3-yne
c) cis-hept-2-ene
d) trans-hept-2-ene
e) 2,2-dibromohexane
f) 1-bromohexene
10-4 Show how you would accomplish the following synthetic transformations.
a)
b)
c)
d)
e)
f)
10-5 Deduce the structure of each unknown from the information given.
a) Upon catalytic hydrogenation, unknown A yields pentane. Ozonolysis of A yields butanoic acid, HOOC(CH2)2CH3 and CO2. Draw the structure of compound A
b) Upon catalytic hydrogenation, unknown B yields pentane. Ozonolysis of B yields acetaldehyde, CH3CHO, and propionaldehyde, CH3CH2CHO.
10-6 Use compound A from the previous problem (10-5) and any additional reagents you may need to synthesize the following compound.