Tollen's Test
Tollen's Test
*
*
*The Tollens test is used to determine whether
a particular compound is a ketone or an
aldehyde.
*A positive result of the Tollens test would
indicate the presence of aldehydes.
* This would result into the presence of a silver
precipitate, normally referred to as 'silver
mirror'.
*
*Tollens reagent is a chemical reagent most
commonly used to determine whether a known
carbonyl-containing compound is an aldehyde or
a ketone.
* It is usually ammoniacal silver nitrate, but can
also be other mixtures, as long as aqueous di-
amminesilver(I)complex is present.
*It was named after its discoverer, the German
chemist Bernhard Tollens.
*
*A positive test with Tollens' reagent results in
elemental silver precipitating out of solution,
occasionally onto the inner surface of the
reaction vessel.
* It produces a characteristic and memorable
"silver mirror" on the inner vessel surface.
*Aldehydes will be positive in Tollen's test and a
mirror-like material will be formed.
*
* Procedure Place 1 ml of different sugars in 6
test tubes.
*Glucose; Fructose; Sucrose; Galactose; Maltose;
Lactose.
*Add 5 ml of ammoniacal solution of silver
nitrate.
*Heat in a boiling water bath for 5 minutes.
*Observe what is formed in the sides of the test
tubes.
*
*
*Normally, all of the sugars give positive test for
Tollens except for sucrose.
*All the other sugars are reducing sugars,
since they have a free aldehyde group to act as
their functional group.
*
*Sucrose does not give positive for Tollens test.
*Sucrose is a disaccharide made of glucose and
fructose linked via an ether bond between C1
on the glucosyl subunit and C2 on the fructosyl
unit.
#C1 Carbon with aldehyde group
#C2 Carbon with ketone group
*This bond is called a glycosidic linkage.
*Therefore sucrose does not have a free
aldehyde or ketone functional group.
*
Glycosidic Linkage
*Since the fructose concentration was high in
the sucrose preparation, the sucrose sample
also showed positive for tollens test, in this
particular experiment.
*