Chem316F03MT3a

Chem316F03MT3a - Chem 316 F03 Page 1 of 5 Kantorowski Exam...

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Chem 316 F03 Page 1 of 5 Kantorowski Exam III Key 5 November 2003 Name: ___________________________________________ This exam contains 5 pages of questions – confirm this once you begin . You will have 50 minutes. No models or calculators are permitted. Read all questions carefully – answer the question that is asked! Illegible or indecipherable answers may not receive potential partial credit. Good luck! 1. (10 pts) Draw or name the following compounds using IUPAC nomenclature as appropriate. a) ( S )-2-butanol b) ( S )-3-methoxy-2-methylpentane CH 3 H Br CH 2 CH 3 H H Cl OH c) d) ( S )-2-bromopentane 1 4 7 number the chain so that the alcohol has the lower number ( 4R,7S )-7-chlorooctan-4-ol or ( )-7-chloro-4-octanol 2. (6 pts) Identify, using an asterisk (*), all stereocenters in the following compounds. OH O HO OH Br * * * * (none) OH OCH 3
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Chem 316 F03 Page 2 Initials________ 3. (3 pts) What is the percent enantiomeric excess (% ee) of mixture that is one-fourth ( R )-2- decanol and three-fourths ( S )-2-decanol? 75% ( S ) – 25% ( R ) = 50% ee of the ( S ) stereoisomer 4. (12 pts) Answer the questions that follow for the reaction coordinate diagram shown. = = RDS I P SM E reaction coordinate D H˚ (overall) E a E a D D a) Accurately indicate on the diagram the following features: starting material (SM), intermediates (I), products (P), transition states ( ), rate-determining step (RDS), enthalpies ( D H˚), activation energies (E a ).
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Chem316F03MT3a - Chem 316 F03 Page 1 of 5 Kantorowski Exam...

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