Show all the works and MECHANISMS!!

Homework #8 Spring 2016 1. Provide a reasonable mechanism for the reactions shown below, using the rhodium complex shown. Make sure to show how all of the products are made as well as labeling the name of each step as it occurs. Your reaction does not need to be absolutely correct to receive full credit but it should make chemical sense. a) b) 2. One challenge for potential drugs is the ability for the molecule to evade the bodyʼs defenses against foreign compounds. When a defense mechanism is activated, the compound or drug can be released from the body as waste, often after having been metabolized, somehow, to aid in excretion. Ibuprofen, for example, is often metabolized by cytochrome P450 enzymes in the body similar to camphor. Please answer the following questions about drug metabolism by cytochrome P450. Ni Ph3P Ph3P PPh3 H a) Of the hydrogens shown in ibuprofen, which site is more likely to be oxidized by cytochrome P450. Explain very clearly why one is more likely than the other. (Hint: Think about camphor oxidation in P450cam) b) Show the mechanism by which this oxidation of ibuprofen occurs. 3. You are a senior student graduating from the Chemistry department and you have landed a job with the CIA. Sweet!! On your first day you are assigned to a super secret project involving the use of artificial blood. They want to create artificial blood with different oxygen transporters to allow their “special agents” to breathe underwater. You are in charge of designing one of the oxygen transporters. Draw the active site of the oxygen transporter and explain how would you get this transporter. Hint: on land and in oceans you might find what you are looking for. (Remember this is the CIA, they talk with cryptic messages) 4. In 5 sentences or less, discuss why cisplatin is used to fight cancer, but the trans- derivative has no anti-cancer function.

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