Promblem Set #02 - for each transformation. O HO OH + O H 2...

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Chemistry 436 Professor Paul J. Hergenrother Spring 2009 University of Illinois, Urbana-Champaign Problem set #2 Due in class at 8 AM on Friday, February 6 Turn answers in on a separate sheet of paper. For additional problems (not to be turned in), please see textbook Chapter 18, Problems 28, 30, 31, 32, 33, 34, 35, 36, 38, 39, 40, 41, 44, 46, 48 1) Triphenylphosphine (Ph 3 P) is the phosphine of choice in the preparations of Wittig reagents. Could trimethylphosphine (Me 3 P) be successfully used? Why or why not? 2) Predict the products of the following reactions and provide a detailed mechanism
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Unformatted text preview: for each transformation. O HO OH + O H 2 NNH 2 NaOH acid O Ph 3 P O O O HO heat a) b) c) d) 3) What is the product of the following transformation? How would you expect the 1 H NMR spectra of the product to be different from the starting material? Explain. O DCl D 2 O 4) Propose a synthetic route to the compounds on the right, starting from the compounds on the left. O O OH O OH O O O O OH OH HO NH 2 OH a) b) c) d) e) f) g) h) O O OH OH O i) j)...
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Promblem Set #02 - for each transformation. O HO OH + O H 2...

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