Phenyl salicylate
| Phenyl salicylate[1] | ||
|---|---|---|
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| IUPAC name Phenyl 2-hydroxybenzoate | ||
| Other names Salol | ||
| Identifiers | ||
| CAS number | 118-55-8  | |
| PubChem | 8361 | |
| ChEMBL | CHEMBL1339216  | |
| ATC code | G04 | |
| Jmol-3D images | Image 1 | |
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| Properties | ||
| Molecular formula | C13H10O3 | |
| Molar mass | 214.22 g/mol | |
| Appearance | White solid | |
| Density | 1.25 g/cm3 | |
| Melting point | 41.5 °C; 106.7 °F; 314.6 K | |
| Boiling point | 173 °C; 343 °F; 446 K (at 12 mmHg) | |
| Solubility in water | 1 g/6670 mL | |
| (verify) (what is: /?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 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. 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.
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 one type of drug.
Medical
It has been used as an antiseptic[3] based on the antibacterial activity upon hydrolysis in the small intestine.[citation needed]
It acts as a mild analgesic.[4]
References
- ↑ 1.0 1.1 Merck Index, 11th Edition, 7282.
- ↑ Allen, C. F. H.; VanAllan, J. (1946), "SALICYL-o-TOLUIDE", Org. Synth. 26: 92; Coll. Vol. 3: 765
- ↑ Walter Sneader (2005). Drug discovery: a history. John Wiley and Sons. pp. 358–. ISBN 978-0-471-89980-8. Retrieved 28 October 2010.
- ↑ Judith Barberio (4 September 2009). Nurse's Pocket Drug Guide, 2010. McGraw Hill Professional. pp. 57–. ISBN 978-0-07-162743-6. Retrieved 28 October 2010.
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