Chemical Forums
Chemistry Forums for Students => Organic Chemistry Forum => Topic started by: webassignbuddy on November 26, 2013, 11:58:23 AM
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Draw only the deprotonated product and that WITHOUT any spectator ion.
I put in as my answer but got it wrong.
:(
Help?
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In your answer you forgot the OH group!
So which compound will be the most acidic?
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In your answer you forgot the OH group!
So which compound will be the most acidic?
I was thinking the third one will be the most acidic. And OH leaves according the the diagram.
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I have 30 min to answer this question :'(
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Is the answer this?
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Well I do not understand your diagram, but I know that OH will not leave, you are being asked for de-protonation not de-hydroxylation!
And I do not agree that the third compound will be the most acidic.
Compare cyclohexanol to phenol in their reactions with OH-, which will be de-protonated faster?
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Is the answer this?
No, that is not correct, see my previous post.
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Is the answer this?
No, that is not correct, see my previous post.
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I take it a half hour is up.
Have you come to a conclusion? Reasoned anything out as to why it is not the third compound?
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Is that a guess?
Why might it be that is the most easily deprotonated?
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Is that a guess?
Why might it be that is the most easily deprotonated?
Because F is withdrawing electron density from the stable/electron rich benzene ring. Which causes electron denesity of the OH to be donated INTO the benzene ring to compensate. Thus making the O-H bond really thin and the H really acidic/very likely to be deprotonated.
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Yes, more or less correct. I would go for that structure.
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Great!! Hope you got it in!