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169978

Sigma-Aldrich

2-Methoxybenzoic acid

ReagentPlus®, 99%

Synonym(s):

O-Methylsalicylic acid, o-Anisic acid

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About This Item

Linear Formula:
CH3OC6H4CO2H
CAS Number:
Molecular Weight:
152.15
Beilstein/REAXYS Number:
509929
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

product line

ReagentPlus®

assay

99%

form

powder

mp

98-100 °C (lit.)

functional group

carboxylic acid

SMILES string

COc1ccccc1C(O)=O

InChI

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

InChI key

ILUJQPXNXACGAN-UHFFFAOYSA-N

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General description

2-Methoxybenzoic acid was added as carbon supplement in the culture medium of Moraxella osloensis. Photophysics of 2-methoxybenzoic acid has been investigated using both the time-correlated single photon counting and the fluorescence up-conversion techniques.

Application

2-Methoxybenzoic acid was used as internal standard during quantification of free and conjugated salicylic acid in tomato (Lycopersicon esculentum) cells by HPLC. It was also employed in the synthesis of pthalides.

Legal Information

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

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

291.2 °F - closed cup

flash_point_c

144 °C - closed cup

ppe

Eyeshields, Gloves, type N95 (US)


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Involvement of endogenous salicylic acid content, lipoxygenase and antioxidant enzyme activities in the response of tomato cell suspension cultures to NaCl.
Molina A, et al.
The New phytologist, 156(3), 409-415 (2002)
Heterocycles, 39, 47-47 (1994)
The photophysics of salicylic acid derivatives in aqueous solution.
Pozdnyakov IP, et al.
Journal of the Physical Society of Japan, 22(5), 449-454 (2009)
T Sasaki et al.
Applied radiation and isotopes : including data, instrumentation and methods for use in agriculture, industry and medicine, 50(5), 905-909 (1999-04-24)
For in vivo measurement of the hydroxyl radical (.OH), we synthesized [11C]salicylic acid, [11C]O-acetylsalicylic acid and [11C]2-methoxybenzoic acid by carboxylation of 2-bromomagnesiumanisol using [11C]CO2. The radiochemical yield of [11C]salicylic acid, [11C]O-acetylsalicylic acid and [11C]2-methoxybenzoic acid calculated from trapped [11C]CO2 in
Quan Zhou et al.
The Journal of organic chemistry, 73(20), 8049-8056 (2008-09-20)
Mander reductive alkylation of methyl 2-methoxybenzoate with prenyl bromide and hydrolysis of the enol ether afforded methyl 6-oxo-1-prenyl-2-cyclohexenecarboxylate. This was converted in five steps (reduction of the ketone, saponification, iodolactonization, ozonolysis, and intramolecular aldol reaction) to a spiro lactone cyclopentenal.

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