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Topic: Determining Acidity of Aromatic and Non-aromatic compounds?  (Read 1130 times)

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Offline AussieKenDoll

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Determining Acidity of Aromatic and Non-aromatic compounds?
« on: August 06, 2020, 07:02:41 AM »
Does conjugation in aromatic molecule makes a the molecule more acidic or less acidic compared to its related non-aromatic compound?
As a example take the compounds below
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Offline rolnor

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Re: Determining Acidity of Aromatic and Non-aromatic compounds?
« Reply #1 on: August 06, 2020, 07:26:10 AM »
What do you think?
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Offline AussieKenDoll

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Re: Determining Acidity of Aromatic and Non-aromatic compounds?
« Reply #2 on: August 06, 2020, 07:30:28 AM »
As the acidity increases when the charge on the conjugate base can be delocalized over two or more atoms through resonance, so the aromatic molecule is more acidic?

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Offline rolnor

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Re: Determining Acidity of Aromatic and Non-aromatic compounds?
« Reply #3 on: August 06, 2020, 11:16:22 AM »
Yes, here you se the resonance structures; https://en.wikipedia.org/wiki/Phenol
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Offline hollytara

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Re: Determining Acidity of Aromatic and Non-aromatic compounds?
« Reply #4 on: August 06, 2020, 12:38:43 PM »
And think abut basicity of cyclohaxanamine and aniline.... 
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