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/sci/ - Science & Math

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7074935 No.7074935 [Reply] [Original]

Hello sci I am sorry to bother you, but I am pretty sure someone on here can just answer this question of mine.

>Suggest one chemical reason, specific to this experiment, why your percent yield could be less than 100%.

This question is referring to the oxidation using bleach of cyclohexanol to cyclohexanone using acetic acid as a catalyst. The catalyst is present in "excess" since it is reformed afterwards. The reaction is made up of nucleophilic addition and elimination, the mechanism of formation of the double bond is E2, I'm not sure what my answer should be chemically?!

>> No.7074993

>>7074935
bump

>> No.7075016
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7075016

>>7074935
I'm thinking it's possible for some ClO- to act as a nucleophile and attack your ketone. Even if it's not a favorable process, it would still explain why you don't get 100% yield.

>> No.7075021

>>7075016
ClO- would attack cyclohexanone?

>> No.7075199

>>7074935
Even though it may not be the most stable product, there will always be a minute percentage of product in the enol form. The acid medium allows for the delocalization of the electrons and the exchange of hydrogen to happen.

In ochem only a handful of rxns run at 100% yield. Anything new that u can get to run at 100 will probably get you the Nobel

>> No.7075217

>>7075199
>mfw ammonium aromatic salts give their salt as 100% yield when reacted with dicarboxylic acids.
>mfw no face

Nobel plz.

>> No.7075323

>>7075217
I believe that falls under the aforementioned handful