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- Title: 295 set 6M and 8W
- Type: Notes
- School: Kentucky
- Course: CHE 295
- Term: Fall
Coursehero >> Kentucky >> Kentucky >> CHE 295
Path: Kentucky >> CHE >> 441g Fall, 2008
Path: Kentucky >> CHE >> 441g Fall, 2008
Path: Kentucky >> CHE >> 441g Fall, 2008
Path: Kentucky >> CHE >> 441g Fall, 2008
Path: Kentucky >> CHE >> 450g Fall, 2008
Path: Kentucky >> CHE >> 450g Fall, 2008
Path: Kentucky >> CHE >> 450g Fall, 2008
Path: Kentucky >> CHE >> 450g Fall, 2008
Path: Kentucky >> CHE >> 510 Fall, 2008
Path: Kentucky >> CHE >> 532 Fall, 2008
Path: Kentucky >> CHE >> 538 Fall, 2008
Path: Kentucky >> CHE >> 538 Fall, 2008
Path: Kentucky >> CHE >> 538 Fall, 2008
Path: Kentucky >> CHE >> 538 Fall, 2008
Path: Kentucky >> CHE >> 553 Fall, 2008
Path: Kentucky >> CHE >> 553 Fall, 2008
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Path: Kentucky >> MKT >> 300 Fall, 2008
Path: Kentucky >> MKT >> 300 Fall, 2008
Path: Kentucky >> MKT >> 340 Fall, 2008
Path: Kentucky >> MKT >> 340 Fall, 2008
Path: Kentucky >> MKT >> 340 Fall, 2008
Path: Kentucky >> MKT >> 390 Fall, 2008
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Path: Kentucky >> MKT >> 450 Fall, 2008
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Path: Kentucky >> CLA >> 331 Fall, 2008
Path: Kentucky >> CLA >> 331 Fall, 2008
Path: Kentucky >> CLA >> 382 Fall, 2008
Path: Kentucky >> CLA >> 382 Fall, 2008
Path: Kentucky >> CLA >> 426g Fall, 2008
Path: Kentucky >> CLA >> 450g Fall, 2008
Path: Kentucky >> CLA >> 511 Fall, 2008
Path: Kentucky >> CLA >> 512 Fall, 2008
Path: Kentucky >> CLA >> 512 Fall, 2008
Path: Kentucky >> CLA >> 523 Fall, 2008
Path: Kentucky >> CLA >> 523 Fall, 2008
Path: Kentucky >> CLA >> 526 Fall, 2008
Path: Kentucky >> CLA >> 527 Fall, 2008
Path: Kentucky >> CLA >> 552 Fall, 2008
Path: Kentucky >> CLA >> 553 Fall, 2008
Path: Kentucky >> CLA >> 556 Fall, 2008
Path: Kentucky >> CLA >> 557 Fall, 2008
Path: Kentucky >> CLA >> 601 Fall, 2008
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Path: Kentucky >> MSE >> 101 Fall, 2008
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Path: Kentucky >> MSE >> 401g Fall, 2008
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Path: Kentucky >> MSE >> 404g Fall, 2008
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Workshop Organic CHE 295 Problem Set 6M and 8W October 9 and 11, 2006 1. Draw the expected product when sodium cyanide reacts with each of the following substrates. Pay attention to stereochemistry where appropriate. a) b) c) Br Br d) O H TsO e) O O H O S O CH3 Cl H O H 2. When 5-bromo-1-pentanol is treated with NaOH a new compound with the molecular formula C5H10O is formed as the major product. (a) Propose a structure for this compound. (b) Suggest a mechanism for the reaction. 3. Draw the expected major organic product that results from each of the following reactions. (a) S (b) Na + CH3CH2Br I + NaNO2 (NaONO) (c) Br + NaI Br (d) Br Br + NaCN H (e) O 1) H3C OH 2) S O O Cl , Et 3N H (f) O 1) H OH 2) NaCN (g) H3C O S Cl , pyridine O Br CH3 + H3C (h) SK Br + KF (i) DMF HO CH3 4. OH conc. HBr Supply the reagents needed to prepare each of the following compounds using a substitution reaction. (a) (b) (c) I O O CN CH 3 H3C (d) (e) O2N (f) S CH3 CH3 N (g) (h) (i) CH3 H3C OH CN H3C O CH3 5. Identify the better nucleophile in each of the following pairs. (a) H2O or H2S (b) NaSCH3 or HSCH3 (f) AlCl3 or KCl (c) NH3 or KNH2 (d) NaI or NaCl (e) CH3COONa or CF3 COONa 6. Rank the following anions in order of leaving group ability (worst best). Briefly justify your reasoning. O S O 7. O O H3C O Cl CH3O Which compound in each pair should react faster by the SN 2 mechanism? (a) (b) Br Br or Br H3C CH3 (c) (d) Br or CH3 CH3 Br or CH3 Br CH 3 or Br H 3C Br
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