PKA Values

Hydroiodic Acid

-10

Hydrobromic Acid 

-9

hydrochloric

-6

Sulfuric Acid

-3

Hydronium ion

-7

Sulfonic Acids

-1

Hydrofluoric Acid

3.2

Carboxylic Acids

4

Protonated Amines

9-11

Thiols

13

Malonates

13

Water

14

Alcohol

17

Ketone/Aldehyde

20-24

Nitrile

25

Ester

25

Alkyne

25

Sulfoxide

31

Amine

~35

Hydrogen

36

Alkene

~44

Alkane

~50 (>60)

If there is a Higher PKA, what will the strength of the acid be?

Weak Acid

If there is a lower PKA, what will the strength of the acid be?

Stronger Acid

If there is a Strong Conjugate Base, What is it’s PKA?

What does PKA measure?

how tightly the proton is held by the bronsted acid. Higher PKA=proton held tighter

Bronsted Lowery Acid

Proton donor (gives off H+)

Bronsted Lowery Base

proton acceptor (accepts H+)

Lewis Acid

Electron pair acceptor (ex. what accepts the e- pair in arrow pushing)

Lewis Base

electron pair donor (ex. what donates the e- pair in arrow pushing)