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About This Item
Linear Formula:
2-(HO)C6H4CO2CH3
CAS Number:
Molecular Weight:
152.15
UNSPSC Code:
12191503
NACRES:
NA.25
PubChem Substance ID:
EC Number:
204-317-7
Beilstein/REAXYS Number:
971516
MDL number:
vapor density
5.26 (vs air)
Quality Level
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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