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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:
579-75-9
Molecular Weight:
152.15
Beilstein:
509929
EC Number:
209-447-8
MDL number:
MFCD00002431
UNSPSC Code:
12352100
PubChem Substance ID:
24850281
NACRES:
NA.22

product line

ReagentPlus®

Assay

99%

form

powder

mp

98-100 °C (lit.)

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

291.2 °F - closed cup

Flash Point(C)

144 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
R L Crawford et al.
Journal of bacteriology, 121(3), 794-799 (1975-03-01)
Gentisate:oxygen 1,2-oxidoreductase (decyclizing) (EC 1.13.11.4; gentisate 1,2-dioxygenase) from Moraxella osloensis was purified to homogeneity as shown by polyacrylamide gel electrophoresis. The enzyme has a molecular weight of about 154,000 and gives rise to subunits of molecular weight 40,000 in the
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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