DLS
Can anyone explain what this means?
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DLS
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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%.
abb0t
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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
DLS
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what has that got to do with hydrogen bonding?
abb0t
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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%?
DLS
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aceto acetic ester in* Methanol =7% in Hexane=46%.
andrefontex
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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.
DLS
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what is the effect of this H-bond on enolisation?
andrefontex
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|dw:1358099149435:dw|
abb0t
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|dw:1358099383930:dw|
DLS
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No one is clear enough with their answers.
andrefontex
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|dw:1358099459659:dw|
andrefontex
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resonance decreases if the oxygen from ceto has a polar molecule interfering, i guess
shubhamsrg
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Can you tell me which is more polar ? enol form or keto form ?
DLS
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keto..
andrefontex
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idd
shubhamsrg
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Reason ?
DLS
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no idea,wild guess
andrefontex
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because delta minus is higher on the ceto. oxygen has higher delta-
DLS
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yes..
andrefontex
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more electrons
shubhamsrg
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Intra molecular hydrogen bonding.
andrefontex
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what?
DLS
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:o
shubhamsrg
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Intra molecular hydrogen bonding is the reason that enol form is less polar than keto form.
DLS
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what effect is H-bonding producing?(4th time)
shubhamsrg
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Thus, more polar the solvent, more polar form will be preferred. i.e. keto form is preferred for more polar solvents.
shubhamsrg
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You understand Intra molecular hydrogen bonding ?
DLS
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i actually forgot that :/
and i dont know its application like when does it occur n stuff
andrefontex
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btw, iam not quite sure if ceto is more polar then enolic form..
DLS
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lol
andrefontex
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they existe both forms, but depending on circumstances, it will occur the more stable one
DLS
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yep^
DLS
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ill get going,see if you guys can get it..got an exam tomorrow!
Cya.
andrefontex
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bye
shubhamsrg
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|dw:1358100903701:dw|
abb0t
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enol form is less stable. Keto form is more stable.