Question

Both steps in the synthesis of E, E-1, 4- Diphenyl-1, 3- Butadiene are water sensitive. True...

Both steps in the synthesis of E, E-1, 4- Diphenyl-1, 3- Butadiene are water sensitive. True Or False???

Homework Answers

Answer #1

False,  

Because aqueous NaOH is used for reagent for reaction and details of synthesis involves,  the typical mechanism for ylide reaction with an aldehyde. The oxygen and phosphorus atoms have high affinity for each other and arrange themselves accordingly. The final product is formed when the cyclic structure collapses to form an alkene.

C6H5(CH)2CHO + C6H5CH2P(C6H5)3Cl C6H5(CH)4C6H5  + OP(C6H5)3

Here 50% NaOH solution used to carry out this transformation indicates that this reaction is not a water sensitive .

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