Homework 5b - Cl H 3 C A 1 B B C C 26 H 23 P C 13 H 18 C 26...

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Homework 5b Additional problems to practice on before the test 1 1.Propose synthesis of the carboxylic acid. You can use any reagents you need and any carbon compounds that contribute no more than one carbon to the final product. O HOOC 2. Write step by step mechanism for the following reaction. Draw the stable product of this reaction. Make sure that you indicate clearly with arrows which way the electrons flow. Keep track of all your charges, show all intermediates. O O O CH 3 CH 3 + H 2 O H + 3. Propose step by step mechanism for the following transformation. As always, show all intermediates, indicate with arrows electron flow, and show charges. There are no other reagents needed for this reaction. N NH 2 H Ph N NH 2 H Ph H + 4. Complete the following short synthetic pathway:
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Unformatted text preview: Cl H 3 C A 1. B + B C C 26 H 23 P C 13 H 18 C 26 H 24 ClP Ph 3 P PhLi O + Ph 3 PO (a salt), check the notes if you have to-LiBr 5. 5. Aminals can sometimes serve as a protecting group analogous to acetals. Show short synthetic pathway how you would prepare an aminal starting from the following aldehyde: O H O NH 6. Show synthesis of the cyclic compound below: CHO N CN 7. Starting with ethylene show simple synthesis for the following compounds: O O a. O HO O O b. c. d. 8. Design reasonable mechanism for the two reactions below: OH O a. NAD + H 2 O + NADH b. O H CN H OH Me O Me Me Me OH CN HO-+ + 9. There are two pathways to convert cyclohexanone to the cyclohexylmethylcarboxylic acid. Show both: O COOH...
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Homework 5b - Cl H 3 C A 1 B B C C 26 H 23 P C 13 H 18 C 26...

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