Wittig Reaction - structure of the product the E E...

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Introduction In this experiment, a Wittig reaction was performed to determine which stereoisomeric product would form more readily. The product, 1,4-diphenyl-1,3-butadiene can be synthesized in either the E, E or E, Z configuration. Vacuum filtration was used to isolate the solid product, and its melting point was taken to determine which configuration is more prevalent. This was done by melting a small amount of the solid in a capillary tube using a Mel-Temp device. Based on the
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Unformatted text preview: structure of the product, the E, E, configuration is theoretically more favored because of its less steric hindrance, but it is possible that a minute amount of E, Z product form. The E, E configuration has a melting point of 153 ºC, and the E, Z configuration has a melting point of 88ºC. Pure compounds have very narrow melting range of 1 ºC or less. If any E, Z product is present, the melting point would be depressed....
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