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M6752

Sigma-Aldrich

Methyl salicylate

ReagentPlus®, ≥99% (GC)

Synonym(s):

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

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250 ML
$37.10
500 ML
$66.70
1 L
$100.00
1 GAL
$274.00

About This Item

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

$37.10

In StockDetails

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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

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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

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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_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

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Certificates of Analysis (COA)

Lot/Batch Number
MKCW9073
MKCV6603
MKCT1643
MKCQ5492
MKCR4444

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Excitatory postrhinal projections to principal cells in the medial entorhinal cortex
Koganezawa N, et al.
The Journal of Neuroscience, 35(48), 15860-15874 (2015)
Therapeutic Medications in Athletic Training (2007)
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)
Properties and physiological function of Ca2+-dependent K+ currents in uniglomerular olfactory projection neurons
Bradler C, et al.
Journal of Neurophysiology, 115(5), 2330-2340 (2016)
Controlled release of methyl salicylate by biosorbents delays the ripening of banana fruit
Cholmaitri C, et al.,
PeerJ Materials Science, e12-e12 (2020)
View All Related Papers

Questions

1–2 of 2 Questions  

  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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