Illustrated Glossary of Organic Chemistry

Iodoform reaction: A chemical reaction in which a methyl ketone is oxidized to a carboxylate by reaction with aqueous HO- and I2. The reaction also produces iodoform (CHI3), a yellow solid which may precipitate from the reaction mixture. The iodoform reaction been used as a chemical test for the presence of a methyl ketone moiety.




+

Acetophenone

Sodium benzoate

Iodoform
(Yellow precipitate)
In this typical iodoform reaction, acetophenone (a methyl ketone) is treated with aqueous NaOH and I2 to produce sodium benzoate and iodoform.


+



Aqueous acetophenone + NaOH
Colorless

Aqueous I2 + KI
Brown (due to I3- ion)

Iodoform precipitate
Yellow
The yellow precipitate confirms the presence of the methyl ketone moiety in acetophenone.