Ferric chloride test
Encyclopedia
The ferric chloride test is used to determine the presence or absence of phenol
Phenol
Phenol, also known as carbolic acid, phenic acid, is an organic compound with the chemical formula C6H5OH. It is a white crystalline solid. The molecule consists of a phenyl , bonded to a hydroxyl group. It is produced on a large scale as a precursor to many materials and useful compounds...

s in a given sample. Enol
Enol
Enols are alkenes with a hydroxyl group affixed to one of the carbon atoms composing the double bond. Alkenes with a hydroxyl group on both sides of the double bond are called enediols. Deprotonated anions of enols are called enolates...

s give positive results as well. The bromine test
Bromine test
The bromine test is a qualitative test for the presence of unsaturated C=C bonds and phenols.In this laboratory method, an unknown sample is treated with a small amount of elemental bromine — either as an aqueous solution, or as a solution in dichloromethane or carbon tetrachloride...

 is useful to confirm the result, although modern spectroscopic techniques (e.g. NMR
Nuclear magnetic resonance
Nuclear magnetic resonance is a physical phenomenon in which magnetic nuclei in a magnetic field absorb and re-emit electromagnetic radiation...

 and IR spectroscopy) are far superior in determining the identity of the unknown. The quantity of total phenols may be spectroscopically determined by the Folin-Ciocalteau assay
Folin-Ciocalteu reagent
The Folin–Ciocalteu reagent or Folin's phenol reagent or Folin–Denis reagent, also called the Gallic Acid Equivalence method , is a mixture of phosphomolybdate and phosphotungstate used for the colorimetric assay of phenolic and polyphenolic antioxidants...

.

Technique

The sample is dissolved in water, or a mixture of water and ethanol
Ethanol
Ethanol, also called ethyl alcohol, pure alcohol, grain alcohol, or drinking alcohol, is a volatile, flammable, colorless liquid. It is a psychoactive drug and one of the oldest recreational drugs. Best known as the type of alcohol found in alcoholic beverages, it is also used in thermometers, as a...

, and a few drops of dilute ferric chloride solution is added. The formation of a red, blue, green, or purple coloration indicates the presence of phenols. Where the sample is insoluble in water, it may be dissolved in dichloromethane
Dichloromethane
Dichloromethane is an organic compound with the formula CH2Cl2. This colorless, volatile liquid with a moderately sweet aroma is widely used as a solvent. Although it is not miscible with water, it is miscible with many organic solvents...

 with a small amount of pyridine
Pyridine
Pyridine is a basic heterocyclic organic compound with the chemical formula C5H5N. It is structurally related to benzene, with one C-H group replaced by a nitrogen atom...

.

Chemistry

Phenols form a complex with Fe(III), which is intensely colored. This is the basis for the test.
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