What is the effect of a -I group on the acidity of a carboxylic acid?
Practice Questions
1 question
Q1
What is the effect of a -I group on the acidity of a carboxylic acid?
Increases acidity
Decreases acidity
No effect
Only affects basicity
A -I group increases the acidity of a carboxylic acid by stabilizing the negative charge on the conjugate base.
Questions & Step-by-step Solutions
1 item
Q
Q: What is the effect of a -I group on the acidity of a carboxylic acid?
Solution: A -I group increases the acidity of a carboxylic acid by stabilizing the negative charge on the conjugate base.
Steps: 6
Step 1: Understand what a carboxylic acid is. It is a type of organic compound that has a carboxyl group (-COOH).
Step 2: Know what a -I group is. A -I group is an electron-withdrawing group that pulls electrons away from the rest of the molecule.
Step 3: Recognize that when a carboxylic acid donates a proton (H+), it forms a conjugate base. This conjugate base has a negative charge.
Step 4: Understand that the stability of the conjugate base is important. If the conjugate base is more stable, the original carboxylic acid is more likely to donate a proton, making it more acidic.
Step 5: Realize that a -I group helps stabilize the negative charge on the conjugate base by pulling electron density away from it.
Step 6: Conclude that because the -I group stabilizes the conjugate base, it increases the acidity of the carboxylic acid.