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Unformatted text preview: CHEM 239U Spring, 2005 EXAM #2 Name . Prof. Sasaki 150 points TOTAL Good Luck! Note: Only answers in the box will be graded. ________________________________________________________________________ 1. (35) (a) Rank the amines in each set in order of increasing basicity (indicate “1” for the most basic amine, and “3” for the least basic amine). ( i ) NH 2 NH 2 NH 2 NC H 3 C (ii) NH 2 NH 2 H N (iii) NH N NH (b) Consider the following compounds. (i) N-Ethyl-N-methylaniline (ii) 1-Methylbutylamine (iii) (iv) N H 3 C CH 2 CH 3 Cl N H 3 C CH 2 CH 3 Cl (b-1) Write the structure of compounds (i) and (ii). (b-2) Which compound(s) are capable of being resolved into enantiomers at room temperature? CHEM 239U page 2 Name . 2. (40) (a) Give the structure of the Claisen condensation product of ethyl phenylacetate (C 6 H 5 CH 2 COOCH 2 CH 3 ) (b) What ketone would you isolate after saponification and decarboxylation of this Claisen condensation product?...
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This test prep was uploaded on 04/15/2008 for the course CHEM 239 taught by Professor Sasaki during the Spring '06 term at University of Washington.
- Spring '06