Preparation of Benzyltriphenylphosphonium ChlorideBenzyl chloride

: 2.00 mL

Triphenylphoshpine: 6.01

gp-cymene: 30.0 mL

Reagent masses used in Part B: Preparation of 1,4-Diphenyl-1,3-butadieneTrans-cinnamaldehyde: 1.32 gDichloromethane: 10.00 mLbenzyltriphenylphosphonium chloride: 3.92 g50% (~19 M) aqueous sodium hydroxide: 5.00 mL

Result:

Part A: Final mass of benzyltriphenylphosphonium chloride: 4.67 g

Part B:Final mass of 1,4-diphenyl-1,3-butadiene: 1.45 melting point of 1,4-diphenyl-1,3-butadiene: 151.2-152.6oC

Lab Report Instructions:1.

Title Page(This section should contain the experiment title, your name, and chemistry course number)

2.

Analysis:•Indicate whether your final product is the (E,E) or (E,Z)-isomer of 1,4-diphenyl-1,3-butadiene.•

Calculate the theoretical yieldand % yieldof 1,4-diphenyl-1,3-butadieneusing the dataand resultsgiven above (Show calculations).

Sample Solution