310NHWSet3ans - Homework Problem Set 3 Iverson CH310N Due...

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Unformatted text preview: Homework Problem Set 3 Iverson CH310N Due Wednesday, February 8 Chemistry 310N Dr. Brent Iverson 3rd Homework February 1, 2012 NAME (Print): _____________________________ SIGNATURE: _____________________________ Please print the first three letters of your last name in the three boxes Homework Problem Set 3 Iverson CH310N Due Wednesday, February 8 Score: _________ Homework Problem Set 3 Iverson CH310N Due Wednesday, February 8 (3 pts each) Write an accurate IUPAC name for the following molecules. O H ( E ,4 S ,5 R )-4,5,7-trimethyl-2-octenal HO O Br ( R )-3-bromo-4-hydroxy-2-butanone (3 pts each) Draw the correct structure for the given IUPAC name. Use wedges and dashes to show the appropriate stereochemistry where appropriate. OH O ( R )-4-ethyl-3-hydroxy-2-hexanone H O (2 E ,4 Z )-4-methyl-2,4-hexadienal Homework Problem Set 3 Iverson CH310N Due Wednesday, February 8 P(Ph) 3 Br P(Ph) 3 Li MgBr O OH Br H 2 SO 4 O OH CuLi HO H O Br PCC H H O O Mg ether 2 Li 1) 2) 2 1) 4 Li 2) Cu(I) 2 Racemic (catalytic amount) nBuLi (3 or 5 pts each) Fill in the boxes with the structures that complete the reactions. Use wedges and dashes to indicate stereochemistry when appropriate. If a racemic mixture is formed, you must draw both enantiomers and write "racemic" next to the two structures. Homework Problem Set 3 Iverson CH310N Due Wednesday, February 8 H O MgBr HCl / H 2 O OH H OH H Na HCl / H 2 O HO OH OH H OH H H O O H O P(Ph) 3 O MgBr OH O MgBr HCl / H 2 O OH OH 1) 2) Racemic 1) Racemic catalytic H 1) 2) 2) Racemic Note this is the "Z" product (3 or 5 pts each) Fill in the boxes with the structures that complete the reactions. Use wedges and dashes (3 or 5 pts each) Fill in the boxes with the structures that complete the reactions....
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310NHWSet3ans - Homework Problem Set 3 Iverson CH310N Due...

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