M6752

Methyl salicylate

ReagentPlus^®, ≥99% (GC)

• Synonym(s): 2-Hydroxybenzoic acid methyl ester, Methyl 2-hydroxybenzoate, Oil of wintergreen, Wintergreen oil
• Linear Formula: 2-(HO)C₆H₄CO₂CH₃
• CAS Number: 119-36-8
• Molecular Weight: 152.15
• Beilstein/REAXYS Number: 971516
• EC Number: 204-317-7
• MDL number: MFCD00002214
• UNSPSC Code: 12191503
• PubChem Substance ID: 24897111
• NACRES: NA.25

Properties

• vapor density: 5.26 (vs air)
• Quality Level: 200
• 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.)

Description

General description

Methyl salicylate (MeSA) is a natural herbivore-induced plant volatile[1] It is a naturally occurring product in trees, legumes, exotic plants, vegetables, berries, and the primary constituent of the oil of wintergreen.[2][3] MeSA is produced from salicylic acid.[4]

Application

Methyl salicylate has been used:

• as a component of clarifying solution for treating Mongolian gerbil cochlea intact for immunofluorescence analysis[5]
• as a plant elicitor to test its effect on reducing the whitefly population from tomato plants[6]
• in the hyalinization of tissues for pulmonary angiography[7]
• in clearing tissues[8][9][10]

Biochem/physiol Actions

Methyl salicylate plays an important role in fruit ripening. It is known to attract natural enemies of herbivores.[1] MeSA inhibits the activity of aminocyclopropane-1-carboxylic acid synthase (ACC synthase) and aminocyclopropane-1-carboxylic acid oxidase (ACC oxidase) in plums and tomatoes,[11] it can inhibit fungal infections and reduce chilling injury symptoms in fruits like pomegranates.[11] This oil of wintergreen is of great interest in the tobacco industry as a flavorant.[2] It has counter irritant[12] and anti-inflammatory effects.[13]

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Safety Information

• pictograms: GHS08,GHS05,GHS07
• signalword: Danger
• hcodes: H302,H317,H318,H361d,H412
• pcodes: P273 - P280 - P301 + P312 - P302 + P352 - P305 + P351 + P338 - P308 + P313
• Hazard Classifications: Acute Tox. 4 Oral - Aquatic Chronic 3 - Eye Dam. 1 - Repr. 2 - Skin Sens. 1B
• Storage Class: 10 - Combustible liquids
• wgk_germany: WGK 2
• flash_point_f: 204.8 °F - closed cup
• flash_point_c: 96 °C - closed cup
• ppe: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter