Phenyl salicylate

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Phenyl salicylate[1]
IUPAC name	Phenyl 2-hydroxybenzoate
Other names	Salol
Identifiers
CAS number	[118-55-8]
PubChem	91558
SMILES	O=C(Oc2ccccc2)c1c(O)cccc1
Properties
Molecular formula	C13H10O3
Molar mass	214.22 g/mol
Appearance	White solid
Density	1.25 g/cm3
Melting point	42 °C
Boiling point	173 °C (at 12 mmHg)
Solubility in water	1 g/6670 mL
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references

Phenyl salicylate, or salol, is a chemical substance, introduced in 1886 by Marceli Nencki of Basel. It can be created by heating salicylic acid with phenol. It has been used as an intestinal antiseptic based on the antibacterial activity upon hydrolysis in the small intestine. Once used in sunscreens, phenyl salicylate is now used in the manufacture of some polymers, lacquers, adhesives, waxes and polishes.^[1] It is also used frequently in school laboratory demonstrations on how cooling rates affect crystal size in igneous rocks.

[edit] Salol reaction

In the salol reaction, phenyl salicylate reacts with o-toluidine in 1,2,4-trichlorobenzene at elevated temperatures to the corresponding amide o-Salicylotoluide ^[2]. Salicylamides are a type of drug.

[edit] References

1. ^ ^{a b} Merck Index, 11th Edition, 7282.
2. ^ Organic Syntheses, Coll. Vol. 3, p.765 (1955); Vol. 26, p.92 (1946). http://orgsynth.org/orgsyn/pdfs/CV3P0765.pdf