1) Stilbene is synthesized through the Horner-Wadsworth-Emmons reaction, which is closely related to the Wittig Reaction....

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1) Stilbene is synthesized through the Horner-Wadsworth-Emmons reaction, which is closely related to the Wittig Reaction....

1) Stilbene is synthesized through the Horner-Wadsworth-Emmons reaction, which is closely related to the Wittig Reaction. Draw out the starting materials for the stilbene synthesis through the Wittig reaction. Give one aldehyde compound and one ylide compound as the starting material

2) For the previous question, give a detailed arrow-pushing mechanism for the ylide formation.

3) The Wittig reaction goes through a cyclic four-membered intermediate that can lead to product, but also back to the starting material. What is the driving force for the completion of the reaction?

A) release of CO2 as a gas, which leaves the system

B) formation of a highly stable phosphine oxide

C) The stability of the product versus the starting materials.

D) The high reactivity of the aldehyde

4) Starting from the ylide and aldehyde from question 1, draw a detailed arrow-pushing mechanism to give benzil.

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