7Microsoft_Word_-_LCU_Assign - 2. Draw all possible...

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Assignment 7 CHE-LCU To be handed in on Thursday April 21 th at the beginning of class Carbocation Rearrangements 1. a) A student performed a reaction between 2-bromo-3,3-dimethylpentane and potassium-tert- butoxide at an elevated temperature. He was expecting a single product. Draw its structure. b) Would the product be different if a small base such as NaOH was used instead? Explain. c) Upon completion of the experiment, he obtained the desired product but also obtained two other elimination products including a very stable tetrasubstituted alkene. Draw them along with the intermolecular rearrangement than led to their formation.
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Unformatted text preview: 2. Draw all possible products than can possibly be formed from the reaction of the following molecule with water. Try to find at least 8 different products. Br Mechanism 3. Of the two products drawn, only one is formed. Which one is preferentially formed and explain your choice using a mechanism. Road Map 4. Provide structures for A, B, C, D and E. Synthesis 5. Using any of the reagents and any reactions from 1-8 in your cookbook, synthesize the following molecule from this starting material: a) b)...
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This note was uploaded on 09/24/2011 for the course BIO 100 taught by Professor John during the Spring '11 term at Harvard.

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7Microsoft_Word_-_LCU_Assign - 2. Draw all possible...

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