Phenyl salicylate
Encyclopedia
Phenyl salicylate, or salol, is a chemical substance, introduced in 1886 by Marceli Nencki
Marceli Nencki
Wilhelm Marceli Nencki was a famous Polish chemist and doctor.-Work:Nencki's main scientific interest concentrated on urea synthesis, the chemistry of purines and biological oxidation of aromatic compounds. He was also interested in the structure of proteins, enzymatic processes in the intestine...

 of Basel. It can be created by heating salicylic acid
Salicylic acid
Salicylic acid is a monohydroxybenzoic acid, a type of phenolic acid and a beta hydroxy acid. This colorless crystalline organic acid is widely used in organic synthesis and functions as a plant hormone. It is derived from the metabolism of salicin...

 with 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...

. Once used in sunscreens, phenyl salicylate is now used in the manufacture of some polymers, lacquers, adhesives, waxes and polishes. It is also used frequently in school laboratory demonstrations on how cooling rates affect crystal size in igneous rock
Igneous rock
Igneous rock is one of the three main rock types, the others being sedimentary and metamorphic rock. Igneous rock is formed through the cooling and solidification of magma or lava...

s.

Salol reaction

In the salol reaction, phenyl salicylate reacts with o-toluidine in 1,2,4-trichlorobenzene
1,2,4-Trichlorobenzene
1,2,4-Trichlorobenzene is an organic compound used as a solvent, and is one of the best known solvents used to dissolve fullerenes and pentacene. It is a benzene derivative with three chlorine atoms substitutents, in the 1, 2 and 4 positions of the benzene ring.-See...

 at elevated temperatures to the corresponding amide
Amide
In chemistry, an amide is an organic compound that contains the functional group consisting of a carbonyl group linked to a nitrogen atom . The term refers both to a class of compounds and a functional group within those compounds. The term amide also refers to deprotonated form of ammonia or an...

 o-Salicylotoluide . Salicylamide
Salicylamide
Salicylamide is the common name for the substance o-hydroxybenzamide, or amide of salicyl. Salicylamide is a non-prescription drug with analgesic and antipyretic properties. Its medicinal uses are similar to those of aspirin. Salicylamide is used in combination with both aspirin and caffeine in...

s are one type of drug.

Medical

It has been used as an antiseptic
Antiseptic
Antiseptics are antimicrobial substances that are applied to living tissue/skin to reduce the possibility of infection, sepsis, or putrefaction...

 based on the antibacterial activity upon hydrolysis
Hydrolysis
Hydrolysis is a chemical reaction during which molecules of water are split into hydrogen cations and hydroxide anions in the process of a chemical mechanism. It is the type of reaction that is used to break down certain polymers, especially those made by condensation polymerization...

 in the small intestine.

It acts as a mild analgesic
Analgesic
An analgesic is any member of the group of drugs used to relieve pain . The word analgesic derives from Greek an- and algos ....

. It has the ATC code .
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