Chemical Forums
Chemistry Forums for Students => Organic Chemistry Forum => Topic started by: painterinmymind on February 13, 2019, 04:05:20 PM
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The chemical in question is 4'-Pentyl-4-biphenylcarbonitrile:
(https://upload.wikimedia.org/wikipedia/commons/thumb/5/5c/4-Cyano-4%27-pentylbiphenyl.svg/613px-4-Cyano-4%27-pentylbiphenyl.svg.png)
If a CO2 were to be added between the two phenyl rings, what would the resultant chemical be called? Would this even be possible?
My aim is to suggest a synthetic route for both chemicals so I would assume reacting benzylnitrile with pentylbenzene could be a potential route, right? I'm not sure if benzylnitrile is a commercially available product however.
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Do you mean something like or maybe with the ester the other way around.
Reaction of an appropriately substituted benzonitrile (benzyl nitrile would have an extra CH2 between the ring and the nitrile) with an appropriate pentylbenzene would give your initial compound - maybe with 4-cyanobenzeneboronic acid and 1-bromo-4-pentylbenzene in a Suzuki?
As to the ester - look into classical ways of generating these
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Do you mean something like or maybe with the ester the other way around.
Reaction of an appropriately substituted benzonitrile (benzyl nitrile would have an extra CH2 between the ring and the nitrile) with an appropriate pentylbenzene would give your initial compound - maybe with 4-cyanobenzeneboronic acid and 1-bromo-4-pentylbenzene in a Suzuki?
As to the ester - look into classical ways of generating these
Yes precisely that! I assume similar initial compounds which are able to undergo esterfication would be used? Perhaps if there was a carboxyl group on the benzonitrile and an alcohol group on the pentylbenzene for example (I'll probably have to look into suitable reactants).
Thank you for the help though. Really helpful and much appreciated.
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Yes, esterification between cyano phenol and pentylbenzoic acid would work fine.
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I think this will work but i haven't tried in lab. I had just studied about that in many online platform.