Question #17919
why 2-chloropropionic acid is stronger than 3-chloropropionic acid?
1
Expert's answer
2012-11-06T10:00:03-0500
If pK of acid is less, the power of acid will be more.Since the acid is more stable.
pK of 2-chloropropionic acid is 2.83
pK of 3-chloropropionic acid is 3.98
So the 2-chloropropionic acid is stronger than 3-chloropropionic acid

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Comments

Assignment Expert
16.05.14, 16:21

The chlorine atom has the positive inductive effect I+. It pulls the electron density away from the carboxylic group, thus enhancing its acidity. The effect is larger when the chlorine atom is located closer to the carboxylic group. Hence the 2-chloropropionic acid will have the significantly higher acidity compared with the 3-chloropropionic acid.

pk
15.05.14, 19:02

can you elaborate in terms of +I effect?

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