February 25, 2021, 08:46:51 AM
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Topic: which organic compound that is acid? what series strongest to weakest acid?  (Read 486 times)

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Offline Helly

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1. FCH_2CH_2COOH
2. ClCH_2CH_2COOH
3. BrCH_2CH_2COOH
4. CH_3CHFCOOH

i think all of the compounds are acid. And i think the differences is the halogen attached to carbocylic acid. While all i know in HF HBr HCl, HF is the weakest due to strong electronegativity of  F makes it hard to give proton and HBr is the strongest due to larger radius. but what about this 4 acids what is the series strongest to weakest?

Offline AWK

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Most of organic acids are classified as weak ones.  You can check Ka (or pKa)
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Offline Helly

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there is no given Ka, maybe there are other ways to decide it

Offline Humr

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All are acids and last with nearest F to COOH group is strongest i think. And its because pulling eway electrons from H due to induction effect.

Offline AWK

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Offline hollytara

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Ka or Acid Strength 4>1>2>3

pKa is reversed.

F is most electronegative and is most effective at making acid stronger. 
4 has F one atom closer to acid group and therefore also more effective.


Offline Helly

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in HF HBr HCl HF the series are HBr > HCl > HF. but now in this question the series reverse into F>Cl>Br, why?
« Last Edit: January 03, 2020, 10:34:03 AM by Helly »


Offline Helly

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thanks all

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