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Unformatted text preview: below) is the only ozonolysis fragment obtained. Finally, if B is treated with H 2 over Pd metal, 2 equivalents of H 2 are absorbed, and Compound E (C 4 H 10 ) is isolated in high yield. Compounds B , C , D , and E are all optically inactive. Propose structures for the unknown compounds A , B , C , D , and E by completing the reaction scheme provided below. Be sure to show stereochemistry clearly and unambiguously where necessary! NaNH 2 (2 equiv.) H 2 Pd (cat.) A (C 4 H 8 Br 2 ) (optically active) B (C 4 H 6 ) (optically inactive) E (C 4 H 10 ) (optically inactive) H 2 Lindlar cat. Na (2 equiv.) in NH 3 ( l ) C (C 4 H 8 ) (optically inactive) D (C 4 H 8 ) (optically inactive) (DIASTEREOMERS) H 3 C C H O 2 Acetaldehyde 1) O 3 2) (CH 3 ) 2 S 1) O 3 2) (CH 3 ) 2 S...
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This note was uploaded on 09/14/2009 for the course CH 310 N taught by Professor Blocknack during the Fall '08 term at University of Texas at Austin.
- Fall '08