10-28 - 10/29/2009 What would be predicted to be the major...

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Unformatted text preview: 10/29/2009 What would be predicted to be the major compound of the following reaction? What would be predicted to be the major compound of the following reaction? A A B B Catalytic hydrogenation of alkynes is a synthesis of both cis alkenes and alkanes. How are alkynes prepared? Br C R1 strong base C R2 H E2 strong base Cl C R1 E2 R2 C H 3 4 Alkynes can be prepared from either alkenes or carbonyl compounds. How could the following alkyne be prepared from bromobenzene and reactants containing 4 carbons or less? 5 6 1 10/29/2009 Choose the reaction sequence that could not be used to prepare the alkyne. How could the following alkyne be prepared from bromobenzene and reactants containing 4 carbons or less? A B C D 7 8 How could the following alkyne be prepared from bromobenzene and reactants containing 4 carbons or less? How can the following alkyne be prepared from bromobenzene and reactants containing 4 carbons or less? pKa = 25 pKa = 38 H 1. NH2 Br 2. 9 10 Carbonyl compounds as well as alkyl bromides are also useful reactants for the preparation of alkynes. O 1. R1 C R2 R1 R C C C O R2 2 10/29/2009 Give a mechanism for the following reaction. CH3 CH 3 H3C H CH3 CH3 CH 3 1. Future Course Selections. i.e. CHE 322 vs 326 2. Research Opportunities 3. Career Opportunities 4. Chemistry Minor A OH E 14 Give a mechanism for the following reaction. CH3 CH 3 CH 3 H CH3 CH3 CH3 Reaction A is faster than B. A A. A. Very sure this is true B. B. Somewhat sure this is true CH3 CH 3 A OH B OH H D. Maybe this is false E. Somewhat sure this is false F. Very sure this is false - H2O CH3 CH3 CH3 C. Maybe this is true C CH3 B H3C CH3 H CH 3 H3C CH3 CH3 -H 15 D E Are these reactions SN1 or SN2? A SN1? A. A. Very sure this is true B. B. Somewhat sure this is true C. Maybe this is true D. Maybe this is false E. Somewhat sure this is false F. Very sure this is false The rate of SN1 reactions depends upon the stability of the intermediate cation. A SN1 B SN1? B SN1 H H3C C H C H H H H3C C H C H H Which cation is more stable? 3 10/29/2009 The rate of SN2 reactions depends upon the nucleophilicity of the nucleophile. A SN2 O O H Cl C H H Reaction A occurs at a faster rate than reaction B. A SN1 Which reaction is is faster? H3C H3C B SN2 H H3C H3C C O H H Cl C H H B SN1 H H3C C H C H H H H3C C H C H H Predict the major products of the following reactions. Predict the major products of the following reactions. H3C Br O CH3 No Reaction H3C Br S CH3 H3C OH H OSO3H H3C OH H Br 21 Propose a synthesis of the following compound from reactants containing four carbon atoms or less. O Which of the following would not be a good last step in your synthesis. O A B C 4 10/29/2009 Propose a synthesis of the following compound from reactants containing four carbon atoms or less. O Propose a synthesis of the following compound from reactants containing four carbon atoms or less. O 26 27 5 ...
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This note was uploaded on 12/25/2009 for the course CHE 320 taught by Professor Ff during the Spring '09 term at SUNY Stony Brook.

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