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Merck

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

Key Documents

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InChI key

OSWPMRLSEDHDFF-UHFFFAOYSA-N

InChI

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

SMILES string

COC(=O)c1ccccc1O

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.)

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

Quality Level

200

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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

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

wgk

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

Class I Designated Chemical Substances

prtr

Group 4: Flammable liquids + Type 3 petroleums + Hazardous rank III + Water insoluble liquid

fsl

M6752-250ML: + M6752-1L: + M6752-1GA: + M6752-BULK: + M6752-VAR: + M6752-500ML:

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Certificates of Analysis (COA)

Lot/Batch Number
MKCZ7599
MKCW9073
MKCV6603
MKCT1643
MKCQ5492

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Airborne signalling by methyl salicylate in plant pathogen resistance
Shulaev V, et al.
Nature, 385(6618), 718-718 (1997)
Therapeutic Medications in Athletic Training (2007)
Controlled release of methyl salicylate by biosorbents delays the ripening of banana fruit
Cholmaitri C, et al.,
PeerJ Materials Science, e12-e12 (2020)
Active Ingredients Used in Cosmetics: Safety Survey (2008)
Aspirin and the Salicylates (2013)
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