Question CI.19: Tamiflu (oseltamivir), C16H28N2O4, is an antiviral drug used...

Tamiflu (oseltamivir), C_{16}H_{28}N_2O_4, is an antiviral drug used to treat influenza. The preparation of Tamiflu begins with the extraction of shikimic acid from the seedpods of star anise. From 2.6 g of star anise, 0.13 g of shikimic acid can be obtained and used to produce one capsule containing 75 mg of Tamiflu. The usual adult dosage for treatment of influenza is two capsules of Tamiflu daily for 5 days. (7.1, 7.2)

a. If black spheres are carbon atoms, white spheres are hydrogen atoms, and red spheres are oxygen atoms, what is the formula of shikimic acid?

b. What is the molar mass of shikimic acid?

c. How many moles of shikimic acid are contained in 130 g of shikimic acid?

d. How many capsules containing 75 mg of Tamiflu could be produced from 155 g of star anise?

e. What is the molar mass of Tamiflu?

f. How many kilograms of Tamiflu would be needed to treat all the people in a city with a population of 500 000 if each person consumes two Tamiflu capsules a day for 5 days?

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a. \mathrm{C}_7 \mathrm{H}_{10} \mathrm{O}_5
b. 174.15 \mathrm{~g} / \mathrm{mole}
c. 0.75 \mathrm{~mole}
d. 59 capsules
e. 312.4 \mathrm{~g} / \mathrm{mole}
f. 400 \mathrm{~kg}\left(4 \times 10^2 \mathrm{~kg}\right)

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