Lab #5 - The Wittig Reaction

Lab #5 - The Wittig Reaction - The Wittig Reaction Purpose:...

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Unformatted text preview: The Wittig Reaction Purpose: The purpose of this experiment was to perform a Wittig reaction and create an alkene using microwave radiation and product separation by column chromatography. Results & Discussion: The major alkene isomer formed in this reaction was determined by NMR analysis. The NMR data shows that there was a mixture of products, but the major alkene product is the trans isomer. This conclusion makes sense, because the cis isomer loses stabilization due to steric hindrance. Overall, the trans isomer of the alkene is more stable because the placement of the substituents on either sides of the single bond is optimal. Steric hindrance is avoided in this conformation. The cis isomer places the substituents directly next to each other, causing steric hindrance. On the H NMR spectrum for the alkene product, there are two doublets at about 6.1 ppm and 6.4 ppm. These peaks had coupling constants of 11.9 Hz and 15.6 Hz, respectively. Since cis products usually have coupling constants between 9 and 12 Hz, 15....
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This note was uploaded on 10/24/2008 for the course CHEM 3BL taught by Professor Chunmei during the Spring '08 term at University of California, Berkeley.

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Lab #5 - The Wittig Reaction - The Wittig Reaction Purpose:...

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