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Preparation of a Synthetic Plant Hormone

Preparation of a Synthetic Plant Hormone - Andre Hinojosa...

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Andre Hinojosa 12601675 Partners: Tara Chaberlain, Chelsea Azevedo August 10, 2010 TA: Iva Yanova Preparation of a Synthetic Plant Hormone In this experiment we were able to synthesize the synthetic plant hormone 4- chlorophenoxyacetic acid by treating sodium-4-chlorophenol and chloroacetic acid in a NaOH solution. The NaOH is basic enough to deprotonate the chloroacetic acid, allowing the 4- chlorophenol to synthesize with the chloroacetic acid via Sn2 mechanism. This process is a Williamson ether syntesis. We then protonated the compound with HCl and isolated the formed precipitate. We added 1.25 ml of sodium-4-chlorophenolate, yellowish brown transparent liquid, to a 10 ml round bottom flask along with .238 g of choloacetic acid, a granular white opaque solid. The compound dissolved quickly when swirled and formed a yellowish transparent liquid. After heating in the hot water bath for about 26 min, reflux occurring at about 21 min, a crude white, yellow goopy solid formed. After vacuum filtration, our crude sample was found to be .247
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