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| Phenyl salicylate[1] | |
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| IUPAC name | Phenyl 2-hydroxybenzoate |
| Other names | Salol |
| Identifiers | |
| CAS number | [118-55-8] |
| PubChem | |
| SMILES |
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| 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 |
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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
- ^ a b Merck Index, 11th Edition, 7282.
- ^ Organic Syntheses, Coll. Vol. 3, p.765 (1955); Vol. 26, p.92 (1946). http://orgsynth.org/orgsyn/pdfs/CV3P0765.pdf
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