Phenyl salicylate

From Wikipedia, the free encyclopedia
Jump to: navigation, search
"Salol" redirects here. Salol may also refer to Salol, Minnesota.
Phenyl salicylate[1]
Skeletal formula
Ball-and-stick model
Identifiers
CAS number 118-55-8 YesY
PubChem 8361
ChemSpider 8058 N
EC number 204-259-2
KEGG C14163 N
MeSH C026041
ChEBI CHEBI:34918 N
ChEMBL CHEMBL1339216 N
ATC code G04BX12
Jmol-3D images Image 1
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
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
 N (verify) (what is: YesY/N?)
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[edit]

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[edit]

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[edit]

  1. ^ a b Merck Index, 11th Edition, 7282.
  2. ^ Allen, C. F. H.; VanAllan, J. (1946), "SALICYL-o-TOLUIDE", Org. Synth. 26: 92 ; Coll. Vol. 3: 765 
  3. ^ Walter Sneader (2005). Drug discovery: a history. John Wiley and Sons. pp. 358–. ISBN 978-0-471-89980-8. Retrieved 28 October 2010. 
  4. ^ 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.