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Topic: Determining the acidity of following molecules?  (Read 977 times)

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Offline AussieKenDoll

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Determining the acidity of following molecules?
« on: July 14, 2020, 08:59:05 AM »
What should I consider when determining the acidity of this kind of molecules?
Do I need to draw all the resonance structures it has?

Offline mjc123

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Re: Determining the acidity of following molecules?
« Reply #1 on: July 14, 2020, 09:34:26 AM »
You need to consider the stability of the conjugate base.

Offline AussieKenDoll

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Re: Determining the acidity of following molecules?
« Reply #2 on: July 14, 2020, 09:46:51 AM »
So the C7H8 (2nd molecule) has its conjugated base e cloud spread over 7 carbons compared to the C5H6 being only its conjugated base has its e cloud spread over 5 carbons, So C7H8 is the most acidic molecule.
Is this correct?

Offline AWK

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Re: Determining the acidity of following molecules?
« Reply #3 on: July 14, 2020, 10:57:29 AM »
Remove the proton from both molecules. You will receive conjugated bases. Which will be more stable and why (hint - count the electrons)?
AWK

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