# How would you arrange the following compounds in order of decreasing pka: ClCH2CH2OH, CH3CH2OH, and Cl2CHCH2OH?

##### 1 Answer

#### Explanation:

In general the higher the acid, the higher the value of

The **increasing** order of acidity will reflect the **decreasing** order of

The **increasing** order of **acidity** is the following:

This order is based on the stability of the corresponding conjugate bases of the mentioned acids. The presence of the chlorine atom(s) in the structure of the acid will stabilize the negative charge on the oxygen of the conjugate base by inductive effect since the chlorine atom is an electronegative element. The more stable the conjugate base the stronger the acid.

The **increasing** order of **stability** of the conjugate bases is the following:

And therefore, the **decreasing** order of