elimlab - Elimination Lab Discussion and Conclusion In this...

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Elimination Lab Discussion and Conclusion In this lab experiment, E1 and E2 reactions were compared, analyzed and explored using two different starting materials to successfully produce the same two products for each reaction. The E1 reaction utilizes 2-methyl-2-butanol as a starting material in sulfuric acid solvent. Since hydroxyl groups are generally poor leaving groups, the first step in this reaction proceeds with the oxygen in the hydroxyl group being protonated by a hydrogen from sulfuric acid. Since water is a very good leaving group in this case, it leaves readily, forming a stable tertiary carbocation intermediate. This intermediate is then attacked by HSO 4 - , who’s oxygen atom attacks the hydrogen adjacent to the sp2 carbon, which then allows a double bond to be formed at the more substituted position (2-methyl-2-butene), as well as the least substituted position (2-methyl-1-butene) in a 10:1 ratio. This ratio is best explained by Zaitsev’s Rule, which states that the more substituted alkene is
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This note was uploaded on 04/09/2008 for the course CHEM 344 taught by Professor None during the Summer '08 term at Wisconsin.

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