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This is a section that is going to be part of an upcoming labquiz. The section i

ID: 679212 • Letter: T

Question

This is a section that is going to be part of an upcoming labquiz. The section involves an experiment we have covered thissemester. In the experiment we reacted trans-cinnamaldehydewith benzyltriphenylphosphonium chloride in a "wittig" reaction toform (E,E)-1,4-diphenyl-1,3-butadiene. The experimentinvolved us mixing trans-cinnamaldehyde andbenzyltriphenylphosphonium chloride and DCM. When those weremixed we added 50% NaOH once we started our magnetic stirbar. When all was said and done(E,E)-1,4-diphenyl-1,3-butadiene was formed.
Here are some questions that I didn't know the answers to. Thank you to anyone that helps me. I Will Rate Lifesaver!

1. Assume you began with cis-cinnamaldehyde rather than the transform, which isomeric forms might you obtain?

2. Using E,Z nomenclature, how would you name an isomer containingalternating double bonds in the order of cis, cis, trans,trans, cis?

3. Since carbon is not ordinarily nucleophilic, what stabilizes thenucleophilic carbon in aldol and wittig types of reactions?

4. What function does sodium sulfate serve in the experiment?

5. During extraction using a separatory funnel containingdichloromethane, water, and hexande; which should be the middlelayer?

6. The reaction of benzyl chloride with triphenylphosphine is whattype of reaction?

7. Calculate the volume of 20.1 mmol of benzyl chloride.


Explanation / Answer

We Know that :       When Trans Cinnamaldehyde isused along with benzyl triphenyl phosphine the product obtainedhas E, E Configuration.          But insteadof Trans Cinnamaldehyde if we use Cis Cinnamaldehyde the product obtained has Z , E Configuration.         cis, cis,trans, trans, cis ---   Z , Z , E , E ,Z.         Generally Electron- withdrawing groups stabilizes theNegative charge on the carbon atom.          Na2SO4 is generally used for therearrangement of the double bond to obtain different product.           In theseparating funnel dichloromethane is present in the middlelayer as the polarity of dichloromethane is in between H2O and hexane.          The Reactionof benzyl chloride with triphenyl phosphine is an exampleof  SN2 reaction as the lone - pair        electrons on phosphorusatom has been donated to form dative bond.         Generally Electron- withdrawing groups stabilizes theNegative charge on the carbon atom.          Na2SO4 is generally used for therearrangement of the double bond to obtain different product.           In theseparating funnel dichloromethane is present in the middlelayer as the polarity of dichloromethane is in between H2O and hexane.          The Reactionof benzyl chloride with triphenyl phosphine is an exampleof  SN2 reaction as the lone - pair        electrons on phosphorusatom has been donated to form dative bond.
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