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Phenyl salicylate[1]
Phenyl salicylate structure.svg
IUPAC name
Other names Salol
Identifiers
CAS number 118-55-8 Yes check.svgY
PubChem 8361
SMILES
Properties
Molecular formula C13H10O3
Molar mass 214.22 g/mol
Appearance White solid
Density 1.25 g/cm3
Melting point

41.5 °C

Boiling point

173 °C (at 12 mmHg)

Solubility in water 1 g/6670 mL
 Yes check.svgY (what is this?)  (verify)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox 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 effect crystal size in igneous rocks.

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.

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

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