Merck
All Photos(2)

M6752

Sigma-Aldrich

Methyl salicylate

ReagentPlus®, ≥99% (GC)

Synonym(s):
Oil of wintergreen, Wintergreen oil, 2-Hydroxybenzoic acid methyl ester, Methyl 2-hydroxybenzoate
Linear Formula:
2-(HO)C6H4CO2CH3
CAS Number:
Molecular Weight:
152.15
Beilstein:
971516
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.25

Quality Level

vapor density

5.26 (vs air)

vapor pressure

1 mmHg ( 54 °C)

product line

ReagentPlus®

assay

≥99% (GC)

form

liquid

autoignition temp.

847 °F

refractive index

n20/D 1.536 (lit.)

bp

222 °C (lit.)

mp

−8-−7 °C (lit.)

density

1.174 g/mL at 25 °C (lit.)

SMILES string

COC(=O)c1ccccc1O

InChI

1S/C8H8O3/c1-11-8(10)6-4-2-3-5-7(6)9/h2-5,9H,1H3

InChI key

OSWPMRLSEDHDFF-UHFFFAOYSA-N

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General description

Methyl salicylate (MeSA) is a natural herbivore-induced plant volatile It is a naturally occurring product in trees, legumes, exotic plants, vegetables, berries, and the primary constituent of the oil of wintergreen. MeSA is produced from salicylic acid.

Application

Methyl salicylate has been used:
  • as a component of clarifying solution for treating Mongolian gerbil cochlea intact for immunofluorescence analysis
  • as a plant elicitor to test its effect on reducing the whitefly population from tomato plants
  • in the hyalinization of tissues for pulmonary angiography
  • in clearing tissues

Packaging

1 L in glass bottle
1 gal in glass bottle
250, 500 mL in glass bottle

Biochem/physiol Actions

Methyl salicylate plays an important role in fruit ripening. It is known to attract natural enemies of herbivores. MeSA inhibits the activity of aminocyclopropane-1-carboxylic acid synthase (ACC synthase) and aminocyclopropane-1-carboxylic acid oxidase (ACC oxidase) in plums and tomatoes, it can inhibit fungal infections and reduce chilling injury symptoms in fruits like pomegranates. This oil of wintergreen is of great interest in the tobacco industry as a flavorant. It has counter irritant and anti-inflammatory effects.

Legal Information

ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

Pictograms

CorrosionExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

204.8 °F - closed cup

Flash Point(C)

96 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

Enter Lot Number to search for Certificate of Analysis (COA).

Certificate of Origin

Enter Lot Number to search for Certificate of Origin (COO).

A novel mouse model of high flow-induced pulmonary hypertension-surgically induced by right pulmonary artery ligation
Zhang A, et al.
The Journal of Surgical Research, 208, 132-139 (2017)
M Risoud et al.
European annals of otorhinolaryngology, head and neck diseases, 137(2), 145-150 (2020-02-23)
Immunofluorescence on cleared intact cochlea allows detailed analysis of the cochlear ultrastructure, while avoiding the problems of dissection and serial sections. Protocols have been developed for mice and Mongolian gerbils. This technical note proposes a detailed and optimised immunofluorescence protocol
Therapeutic Medications in Athletic Training (2007)
Excitatory postrhinal projections to principal cells in the medial entorhinal cortex
Koganezawa N, et al.
The Journal of Neuroscience, 35(48), 15860-15874 (2015)
Aspirin and the Salicylates (2013)

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