the wittig reaction - Patricia Mora Chem 3BL The Wittig...

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Unformatted text preview: Patricia Mora Chem 3BL The Wittig Reaction The purpose of this experiment is to produce a Wittig reaction by heating methyl (triphenylphosphoranylidene) acetate with 2-nitrobenzaldehyde through microwave radiation and to separate the products through column chromatography. The product was a mixture of both cis and trans isomers, however the major alkene was the trans isomer. This can be determined using the H NMR data. Between 6.0 and 6.5 ppm, there are two peaks corresponding to one of the H atoms on the alkene. The larger peak has a coupling constant of approximately 16 Hz, which would corresponds to the trans isomer. Since these peaks at 24 and 25 are bigger than the ones at 26 and 27, that indicates the trans isomer is more prominent in the products. Mechanism: While heating the two reactants together also result in product, transferring the products to the column is difficult because the amount of product that is formed is small. Performing the reaction on the silica gel makes the transfer easy since we want the silica to interact with the...
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the wittig reaction - Patricia Mora Chem 3BL The Wittig...

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