CH231 Problem set 4

CH231 Problem set 4 - Name: 1. For each reac the major pro...

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Unformatted text preview: Name: 1. For each reac the major pro stereoisomer CH 231-001, Fall 2009 Dr. Shaughnessy Problem Set #4 Due: 9:50 AM, 11/18/2009 tion below provide the missing starting material, reagents, or products. Provide duct or products that would be formed. In reactions where a single of the starting material or product is required, clearly show the stereochemistry. Br 6% “’3” NaOCHZCHs CH3CHZOH 2. For each reaction below, draw all of the possible halogenation products that would be formed. a. Draw all stereoisomeric products that could be formed. b. Draw all constitutional isomers that would be formed in this reaction. NBS hv 3. For each reaction below, indicate whether an SNl, 8N2, E1, or E2 reaction would be most likely to occur. Draw the expected product. Where necessary, clearly show the stereochemistry of the product(s) formed. €343 c; m C Br NaCEC—CH3 a. i 3% mil 4. Provide an detailed mechanism for the reaction below. Use arrows to show the movement of electrons in each step. Your mechanism should show how each product is formed. \ W + Ho>fv + HO] OH H20 Cl 3N1 5. For each problem below, propose a synthetic sequence that would convert the given starting material into the product. Show the reagents needed for each step and the product that would be obtained. Your chosen reagents should provide the desired product as the major product in each step. ...
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CH231 Problem set 4 - Name: 1. For each reac the major pro...

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