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M6752

Methyl salicylate

ReagentPlus®, ≥99% (GC)

Synonym(s):

2-Hydroxybenzoic acid methyl ester, Methyl 2-hydroxybenzoate, Oil of wintergreen, Wintergreen oil

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About This Item

Linear Formula:
2-(HO)C6H4CO2CH3
CAS Number:
119-36-8
Molecular Weight:
152.15
UNSPSC Code:
12191503
NACRES:
NA.25
PubChem Substance ID:
24897111
EC Number:
204-317-7
Beilstein/REAXYS Number:
971516
MDL number:
MFCD00002214
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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.)

density

1.174 g/mL at 25 °C (lit.)

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

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

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

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 Merck KGaA, Darmstadt, Germany

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Danger

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 3 - Eye Dam. 1 - Repr. 2 - Skin Sens. 1B

Storage Class

10 - Combustible liquids

flash_point_f

204.8 °F - closed cup

flash_point_c

96 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
MKCQ5492
MKCL1436
MKCP6947
MKCK0688
MKCG7430

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Niall J A Conboy et al.
Journal of chemical ecology, 46(11-12), 1090-1104 (2020-10-28)
The glasshouse whitefly (Trialeurodes vaporariorum Westwood) is a polyphagous arthropod pest that is of particular detriment to glasshouse grown tomato (Solanum lycopersicum) across temperate regions of the world. Control of whiteflies with synthetic pesticides has resulted in the evolution of
Airborne signalling by methyl salicylate in plant pathogen resistance
Shulaev V, et al.
Nature, 385(6618), 718-718 (1997)
Aspirin and the Salicylates (2013)
View All Related Papers

Global Trade Item Number

SKUGTIN
M6752-1L04061837841101
M6752-250ML04061837841118
M6752-1GA04061837841095
M6752-500ML04061837841125