Why does electron withdrawal influence acidity in organic compounds?

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The discussion centers on the influence of electron-withdrawing and electron-donating groups on the acidity of organic compounds. It establishes that substituents like CH3, which are electron-donating, decrease acidity compared to electron-withdrawing groups. The comparison between compounds a) and b) illustrates that despite C being more electron-withdrawing than H, the presence of the CH3 group in b) reduces acidity due to its electron-donating nature. This highlights the critical role of substituent effects in determining acidity in organic chemistry.

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  • Understanding of acidity and basicity in organic chemistry
  • Familiarity with electron-withdrawing and electron-donating groups
  • Knowledge of conjugate acids and bases
  • Basic principles of resonance and inductive effects
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  • Research the effects of different electron-withdrawing groups on acidity
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  • Explore the concept of pKa and its relevance to acidity
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Chemistry students, organic chemists, and anyone interested in understanding the factors influencing acidity in organic compounds.

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Why is a) more acidic than b) when C is more electron withdrawing than H? Electron withdrawal by a substituent increases acidity...
 
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leopard said:
15rf5eb.jpg

Why is a) more acidic than b) when C is more electron withdrawing than H? Electron withdrawal by a substituent increases acidity...

Consider the fact that the CH3 group is electron donating relative to H and what influence this would have on the conjugate bases.
 

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