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CHEM 263 - Exam IIa - June 8, 2007

CHEM 263 - Exam IIa - June 8, 2007 - 4 Complete the...

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Chemistry Department University of Alberta CHEM 263 Exam II Friday, June 15, 2007 1. What is an “azeotropic mixture”? A mixture whose liquid and vapour forms have the same composition. E.g. 95% C 2 H 5 OH and 5% water. 2. The nitration of N , N -dimethylaniline, C 6 H 5 N(CH 3 ) 2 , in 85% H 2 SO 4 gives 45% m -nitro product and 38% p -nitro product. (The remainder is polynitrated product and no typing error has been made!) a. What is the species actually undergoing nitration to give the meta product? b. How is it formed? Protonation of the N , N -dimethylaniline by the protic acids. c. What is its relative reactivity to that of benzene? (Give an explanation of your answer.) It is less reactive as the electron withdrawing nitrogen will destabilize the transition state for the electrophilic attack. Electron donation is not possible as there is no lone pair on the nitrogen. 3. Name the following compound: (R)-4,5-dihydroxy-4-methyl-2-pentanone
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Unformatted text preview: 4. Complete the following partial structure of (Z)-3-ethoxy-2-butenal: 5. What reagents would you use to effect five (5) of the following conversions? a. b. c. d. e. f. 6. Give the structure(s) of the principle organic products of five (5) of the following reactions: a. b. c. d. e. f. 7. Provide a synthetic pathway for three (3) of the following transformations: a. b. c. 1. HOCH 2 CH 2 OH/HCl 2. LiAlH 4 3. H 3 O + d. 8. Enamines formed from pyrrolidine are important intermediates in the synthesis of 1,5-diketones. Propose a mechanism for the following reaction that forms an enamine: 9. Propose a mechanism for the following reaction: CHEM X6X Home Page | Faculté Saint-Jean | University of Alberta | Chemistry Department This page is maintained by Dr. Ed Blackburn ( [email protected] ), course instructor. Updated June 10, 2007...
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  • Summer '06
  • BLACKBURN
  • Chemistry, Chemical reaction, following reaction, Chemical substance, Chemistry Department University of Alberta, following partial structure, electron withdrawing nitrogen

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