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Chemistry 18 Online
OpenStudy (dls):

Can anyone explain what this means?

OpenStudy (dls):

Stability of enolic-content: Important factors:Solvent: In polar solvent e.g water,alchohol,acetic acid etc,which can form H-bonding with -C=O group,enolic content decreases while in non polar solvent e.g Hexane,benzene etc. enolic content increases..e.g: enolic content of aceto acetic ester is Methanol =7% in Hexane=46%.

OpenStudy (abb0t):

This can be best explained with resonance. It gives the molecule more stability since it can distribute it's electrons around and hence, it's charge, making it less likely for it to accept a proton

OpenStudy (dls):

what has that got to do with hydrogen bonding?

OpenStudy (abb0t):

I think what it's saying is that due to the ability of the electrons to do more resonance, distributing it's charge, it increases it's enolic properties. I don't rly understand the last part though. acetoacetic ester methanol = 7%?

OpenStudy (dls):

aceto acetic ester in* Methanol =7% in Hexane=46%.

OpenStudy (andrefontex):

i think its not IS in "content of aceto acetic ester is Methanol =7% in Hexane=46%" its in. in methanol, in hexane. In hexane hidrogen bonds are less likely to happen, or don't happen at all, cous its non-polar. As methanol is a polar solvent, hidrogen bonds can be formed. interfering with the C=O bond.

OpenStudy (dls):

what is the effect of this H-bond on enolisation?

OpenStudy (andrefontex):

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