Question

1)for this experiment, what is the theoretical yield, balanced chemical equation, mechanism, and flowchart of the procedure? I have pictures of a bunch of mechanisms and reactions below, I'm just not sure which one is for part C of the experiment. Also, regarding the theoretical yield, if it doesn't apply please write in the answer it doesn't apply. lastly, I'm not sure what to write for the flowchart so any help with that will be very appreciated.

reactions/mechanisms:

procedures:

(I'm not doing the above part, but it might be needed for theoretical yield)

part c:

324 Part TheeProperties and Reactions of Organic EXPERIMENT 41 1,4-Diphenyl-1,3-Butadiene Wittig reaction Working with sodium ethoxide Thin-layer chromatograpky UVINMR spectroscopy (optional) Green Chemistry The Wittig reaction is often used to form alkenes from carbonyl compounds. In this experiment, the isomeric dienes cis trans, and Irans, trans-1,4-diphenyl-1,3- butadiene will be formed from cinnamaldehyde and benzyltriphenylphosphonium chloride Wittig reagent. Only the trans, rans isomer will be isolated. Ph H trans tras The reaction is carried out in two steps. First, the phosphonium salt is formed by the reaction of triphenylphosphine with benzyl chloride. The reaction is a sim- ple nucleophilic displacement of chloride ion by tri is formed is called the "Wittig reagent" or "Wittig salt." phenylphosphine. The salt that CH2CI P-CH2 Cl Benayltriphenylphosphonium chloride "Wittig salt When treated with base, the Wittig salt forms an ylide. An ylide is a species having adjacent atoms oppositely charged. The ylide is stabilized due to the ability of phosphorus to accept more than eight electrons in its valence shell. Phosphorus uses its 3d orbitals to form the overlap with the 2p orbital of carbon that is neces- sary for resonance stabilization. Resonance stabilizes the carbanion.