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due to propiolic acid having more s character than propanoic acid (sp hybridisation in the triple bond), it tends to be more electronegative than propanoic acid and therefore weakens the O-H bond allowing the H+ to dissociate easier, making it a stronger acid than propanoic acid

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11y ago
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1d ago

The presence of the triple bond in propiolic acid leads to greater acidity compared to propanoic acid. The triple bond is more electron-withdrawing than the double bond in propanoic acid, making the hydrogen ion more easily dissociable and lowering the pKa value.

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Q: Why pKa of propiolic acid is significantly lower than the pKa of propanoic acid?
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