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Which compound in the synthesis of (E)-stilbene is responsible for the observed

ID: 568106 • Letter: W

Question

Which compound in the synthesis of (E)-stilbene is responsible for the observed yellow-orange color that faded away during the reaction? Which compound in the synthesis of (E)-stilbene is responsible for the observed yellow-orange color that faded away during the reaction? Which compound in the synthesis of (E)-stilbene is responsible for the observed yellow-orange color that faded away during the reaction? Some structures are missing charges. Ph = phenyl. (Hint: It has to do with the subject of Chapter 16 of the Daley & Daley textbook found for free at http://ochem4free.info.) Select one: Ph. Ph Ph a. Ph b. NaOH c. H2O d. CH2CI2 Ph CI Ph g. Php:0 h. Ph Ph j. NaCi Ph OH

Explanation / Answer

In Wittig reactions, normally the carbanion/ylides are colored, often intensely so. (Many are a deep, blood red or sometimes grape-juice purple).

The product alkene and phosphine oxides are normally not colored, as is normally true of the phosphonium salt and the carbonyl electrophile. Thus you can often monitor Wittig reactions by color: formation of color shows you’ve made the ylide; disappearance of the color shows that the ylide has reacted and gone on to final products.

option i is and ylide. so option i is the answer.

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