Methyl salicylate

Methyl salicylate
Names
Preferred IUPAC name
Methyl 2-hydroxybenzoate
Other names
  • Salicylic acid methyl ester
  • Oil of wintergreen
  • Betula oil
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.003.925
EC Number
  • 204-317-7
KEGG
PubChem CID
RTECS number
  • VO4725000
UNII
InChI
  • InChI=1S/C8H8O3/c1-11-8(10)6-4-2-3-5-7(6)9/h2-5,9H,1H3 Y
    Key: OSWPMRLSEDHDFF-UHFFFAOYSA-N Y
  • InChI=1/C8H8O3/c1-11-8(10)6-4-2-3-5-7(6)9/h2-5,9H,1H3
    Key: OSWPMRLSEDHDFF-UHFFFAOYAD
SMILES
  • O=C(OC)c1ccccc1O
Properties
Chemical formula
C8H8O3
Molar mass 152.149 g/mol
Appearance Colorless liquid
Odor Sweet, rooty
Density 1.174 g/cm3
Melting point −8.6 °C (16.5 °F; 264.5 K)
Boiling point 222 °C (432 °F; 495 K)[2]
Decomposes at 340–350 °C[1]
Solubility in water
0.639 g/L (21 °C)
0.697 g/L (30 °C)[1]
Solubility Miscible in organic solvents
Solubility in acetone 10.1 g/g (30 °C)[1]
Vapor pressure 1 mmHg (54 °C)[2]
Acidity (pKa) 9.8[3]
Magnetic susceptibility (χ)
−8.630×10−5 cm3/mol
Refractive index (nD)
1.538
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
Harmful
GHS labelling:
Pictograms
[2]
Signal word
Warning
Hazard statements
H302[2]
Precautionary statements
P264, P270, P280, P301+P312, P302+P352, P305+P351+P338, P321, P330, P332+P313, P337+P313, P362, P501
NFPA 704 (fire diamond)
2
1
0
Flash point 96 °C (205 °F; 369 K)[2]
Autoignition
temperature
452.7 °C (846.9 °F; 725.8 K)[2]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is YN ?)
Infobox references

Methyl salicylate (oil of wintergreen or wintergreen oil) is an organic compound with the formula C8H8O3. It is the methyl ester of salicylic acid. It is a colorless, viscous liquid with a sweet, fruity odor reminiscent of root beer (in which it is used as a flavoring),[4] but often associatively called "minty", as it is an ingredient in mint candies.[5] It is produced by many species of plants, particularly wintergreens. It is also produced synthetically, used as a fragrance and as a flavoring agent.

  1. ^ a b c "Methyl salicylate". chemister.ru. Archived from the original on 2014-05-24. Retrieved 2014-05-23.
  2. ^ a b c d e f Sigma-Aldrich Co., Methyl salicylate.
  3. ^ Scully, F. E.; Hoigné, J. (January 1987). "Rate constants for reactions of singlet oxygen with phenols and other compounds in water". Chemosphere. 16 (4): 681–694. Bibcode:1987Chmsp..16..681S. doi:10.1016/0045-6535(87)90004-X.
  4. ^ Cite error: The named reference rootbeer was invoked but never defined (see the help page).
  5. ^ "The Good Scents Company - Aromatic/Hydrocarbon/Inorganic Ingredients Catalog information". Archived from the original on 2019-12-06. Retrieved 2019-12-03.